@nocobase/plugin-notification-email 2.3.0-beta.11 → 2.3.0-beta.13

package/dist/node_modules/nodemailer/lib/mime-node/index.js

@@ -4,20 +4,77 @@
 
 const crypto = require('crypto');
 const fs = require('fs');
-const punycode = require('punycode');
-const PassThrough = require('stream').PassThrough;
+const punycode = require('../punycode');
+const { PassThrough } = require('stream');
 const shared = require('../shared');
+const urlModule = require('url');
 
 const mimeFuncs = require('../mime-funcs');
 const qp = require('../qp');
 const base64 = require('../base64');
 const addressparser = require('../addressparser');
 const nmfetch = require('../fetch');
+const errors = require('../errors');
 const LastNewline = require('./last-newline');
 
 const LeWindows = require('./le-windows');
 const LeUnix = require('./le-unix');
 
+const FORMATTED_HEADERS = ['From', 'Sender', 'To', 'Cc', 'Bcc', 'Reply-To', 'Date', 'References'];
+
+// RFC 5321 atext, plus the non-ascii bytes that SMTPUTF8 (RFC 6531) adds to it. A local part
+// built from these, with '.' as a separator, is a dot-atom and can be emitted bare
+const ATEXT = "[A-Za-z0-9!#$%&'*+\\-/=?^_`{|}~\\x80-\\uFFFF]";
+const DOT_ATOM = new RegExp('^' + ATEXT + '+(?:\\.' + ATEXT + '+)*$');
+
+// A complete quoted-string: everything between the outer quotes is either a plain char or
+// a quoted-pair. Anchored, so a value that only starts and ends with a quote does not pass
+const QUOTED_STRING = /^"(?:[^"\\]|\\[\s\S])*"$/;
+
+// An address that carries no special anywhere can be emitted bare in a header, everything
+// else goes into angle brackets so that the header can not be read as more addresses than
+// the envelope carries
+const PLAIN_ADDRESS = /^[^\s"(),:;<>@[\\\]]+@[^\s"(),:;<>@[\\\]]+$/;
+
+// domainToASCII and domainToUnicode are WHATWG host parsers rather than plain IDNA
+// mappers, so they do more than map: they cut the host at '/', '\\', '?' and '#', drop C0
+// controls, and percent-decode. Handing them 'evil.example/mail.corp.example' returns the
+// deliverable 'evil.example', which would turn a value the bundled codec leaves as
+// unroutable garbage into mail for a domain the sender never named. None of these
+// characters are legal in a domain, so keep them away from the mapper.
+const URL_PARSER_UNSAFE = /[/\\?#%\x00-\x20\x7F]/;
+
+/**
+ * Encodes a domain the way browsers, the WHATWG URL Standard and DNS facing resolvers do,
+ * which is with UTS-46 mapping applied before the Punycode step.
+ *
+ * The bundled codec is plain RFC 3492 and maps nothing, so it disagrees with every
+ * conformant parser on any domain holding a mapped or ignored code point. An invisible
+ * U+00AD in 'compa\u00ADny.com' encoded to 'xn--company-pka.com' where a validator reads
+ * 'company.com', which let an allow-listed domain be checked and a different one mailed.
+ *
+ * Anything the URL parser does not accept as a hostname, an address literal such as
+ * '[127.0.0.1]' included, comes back empty and falls through to the bundled codec, which
+ * leaves those as they were supplied.
+ *
+ * @param {String} domain Domain to encode, already lowercased by the caller
+ * @param {Boolean} toUnicode Return the U-label form instead of the A-label form
+ * @return {String} Encoded domain
+ */
+function normalizeDomain(domain, toUnicode) {
+    // domainToASCII and domainToUnicode landed in Node 7, the bundled codec covers Node 6
+    const mapper = toUnicode ? urlModule.domainToUnicode : urlModule.domainToASCII;
+
+    if (typeof mapper === 'function' && !URL_PARSER_UNSAFE.test(domain)) {
+        const mapped = mapper(domain);
+        if (mapped) {
+            return mapped;
+        }
+    }
+
+    return toUnicode ? punycode.toUnicode(domain) : punycode.toASCII(domain);
+}
+
 /**
  * Creates a new mime tree node. Assumes 'multipart/*' as the content type
  * if it is a branch, anything else counts as leaf. If rootNode is missing from
@@ -53,7 +110,7 @@ class MimeNode {
         /**
          * If date headers is missing and current node is the root, this value is used instead
          */
-        this.date = new Date();
+        this.date = options.parentNode ? null : new Date();
 
         /**
          * Root node for current mime tree
@@ -174,7 +231,7 @@ class MimeNode {
             options = contentType;
             contentType = undefined;
         }
-        let node = new MimeNode(contentType, options);
+        const node = new MimeNode(contentType, options);
         this.appendChild(node);
         return node;
     }
@@ -187,6 +244,14 @@ class MimeNode {
      * @return {Object} Appended node object
      */
     appendChild(childNode) {
+        // Take the node out of the tree it is in first. Leaving it there keeps it in that
+        // parent's childNodes, so it still streams as part of the old tree while parentNode
+        // already points at the new one, and anything read off the parent chain answers for
+        // the wrong tree.
+        if (childNode.parentNode && childNode.parentNode !== this) {
+            childNode.remove();
+        }
+
         if (childNode.rootNode !== this.rootNode) {
             childNode.rootNode = this.rootNode;
             childNode._nodeId = ++this.rootNode.nodeCounter;
@@ -255,8 +320,7 @@ class MimeNode {
      * @return {Object} current node
      */
     setHeader(key, value) {
-        let added = false,
-            headerValue;
+        let added = false;
 
         // Allow setting multiple headers at once
         if (!value && key && typeof key === 'object') {
@@ -279,7 +343,7 @@ class MimeNode {
 
         key = this._normalizeHeaderKey(key);
 
-        headerValue = {
+        const headerValue = {
             key,
             value
         };
@@ -403,8 +467,8 @@ class MimeNode {
             });
         }
 
-        let stream = this.createReadStream();
-        let buf = [];
+        const stream = this.createReadStream();
+        const buf = [];
         let buflen = 0;
         let returned = false;
 
@@ -444,7 +508,7 @@ class MimeNode {
 
     getTransferEncoding() {
         let transferEncoding = false;
-        let contentType = (this.getHeader('Content-Type') || '').toString().toLowerCase().trim();
+        const contentType = (this.getHeader('Content-Type') || '').toString().toLowerCase().trim();
 
         if (this.content) {
             transferEncoding = (this.getHeader('Content-Transfer-Encoding') || '').toString().toLowerCase().trim();
@@ -474,8 +538,8 @@ class MimeNode {
      * @returns {String} Headers
      */
     buildHeaders() {
-        let transferEncoding = this.getTransferEncoding();
-        let headers = [];
+        const transferEncoding = this.getTransferEncoding();
+        const headers = [];
 
         if (transferEncoding) {
             this.setHeader('Content-Transfer-Encoding', transferEncoding);
@@ -497,6 +561,15 @@ class MimeNode {
             if (!this.getHeader('MIME-Version')) {
                 this.setHeader('MIME-Version', '1.0');
             }
+
+            // Ensure that Content-Type is the last header for the root node
+            for (let i = this._headers.length - 2; i >= 0; i--) {
+                const header = this._headers[i];
+                if (header.key === 'Content-Type') {
+                    this._headers.splice(i, 1);
+                    this._headers.push(header);
+                }
+            }
         }
 
         this._headers.forEach(header => {
@@ -504,15 +577,14 @@ class MimeNode {
             let value = header.value;
             let structured;
             let param;
-            let options = {};
-            let formattedHeaders = ['From', 'Sender', 'To', 'Cc', 'Bcc', 'Reply-To', 'Date', 'References'];
+            const options = {};
+            const formattedHeaders = FORMATTED_HEADERS;
 
             if (value && typeof value === 'object' && !formattedHeaders.includes(key)) {
-                Object.keys(value).forEach(key => {
-                    if (key !== 'value') {
-                        options[key] = value[key];
-                    }
-                });
+                // the keys come from a caller supplied header object and `options.prepared`
+                // below decides whether the value is emitted raw, so an own "__proto__" key
+                // here would turn an unfolded value into header injection
+                shared.copyOwnKeys(options, value, optionKey => optionKey === 'value');
                 value = (value.value || '').toString();
                 if (!value.trim()) {
                     return;
@@ -541,9 +613,18 @@ class MimeNode {
                 case 'Content-Type':
                     structured = mimeFuncs.parseHeaderValue(value);
 
+                    // the type token decides multipart and charset below, so clean it before
+                    // those run and not just on the way out, otherwise a control char makes
+                    // the checks miss and the header ends up claiming a type it is not set up for
+                    structured.value = (structured.value || '').toString().replace(/[\x00-\x1f\x7f]/g, '');
+
                     this._handleContentType(structured);
 
-                    if (structured.value.match(/^text\/plain\b/) && typeof this.content === 'string' && /[\u0080-\uFFFF]/.test(this.content)) {
+                    if (
+                        structured.value.match(/^text\/plain\b/) &&
+                        typeof this.content === 'string' &&
+                        /[\u0080-\uFFFF]/.test(this.content)
+                    ) {
                         structured.params.charset = 'utf-8';
                     }
 
@@ -553,11 +634,18 @@ class MimeNode {
                         // add support for non-compliant clients like QQ webmail
                         // we can't build the value with buildHeaderValue as the value is non standard and
                         // would be converted to parameter continuation encoding that we do not want
-                        param = this._encodeWords(this.filename);
+                        // control chars can not be quoted here: HT is a fold point that unfolding would
+                        // turn into a space, CR/LF can not appear in a header at all and DEL is not
+                        // qtext, so force the mime encoded word that a non-ascii filename would get anyway
+                        param = /[\x00-\x1f\x7f]/.test(this.filename)
+                            ? mimeFuncs.encodeWord(this.filename, this._getTextEncoding(this.filename), 52)
+                            : this._encodeWords(this.filename);
 
                         if (param !== this.filename || /[\s'"\\;:/=(),<>@[\]?]|^-/.test(param)) {
-                            // include value in quotes if needed
-                            param = '"' + param + '"';
+                            // include value in quotes if needed, escaping backslashes and quotes as
+                            // quoted-pairs exactly like buildHeaderValue does for filename=, otherwise
+                            // a trailing backslash would escape the closing quote
+                            param = JSON.stringify(param);
                         }
                         value += '; name=' + param;
                     }
@@ -579,9 +667,13 @@ class MimeNode {
             }
 
             if (typeof this.normalizeHeaderKey === 'function') {
-                let normalized = this.normalizeHeaderKey(key, value);
-                if (normalized && typeof normalized === 'string' && normalized.length) {
-                    key = normalized;
+                const normalized = this.normalizeHeaderKey(key, value);
+                // the result replaces the key on the way into the header, so it gets the same
+                // treatment the key it replaces already had. a line break here would end the
+                // header and start one of the caller's own
+                const cleaned = typeof normalized === 'string' ? normalized.replace(/[\x00-\x1f\x7f]/g, '') : '';
+                if (cleaned) {
+                    key = cleaned;
                 }
             }
 
@@ -600,7 +692,7 @@ class MimeNode {
     createReadStream(options) {
         options = options || {};
 
-        let stream = new PassThrough(options);
+        const stream = new PassThrough(options);
         let outputStream = stream;
         let transform;
 
@@ -668,13 +760,13 @@ class MimeNode {
     }
 
     stream(outputStream, options, done) {
-        let transferEncoding = this.getTransferEncoding();
+        const transferEncoding = this.getTransferEncoding();
         let contentStream;
         let localStream;
 
         // protect actual callback against multiple triggering
         let returned = false;
-        let callback = err => {
+        const callback = err => {
             if (returned) {
                 return;
             }
@@ -684,14 +776,14 @@ class MimeNode {
 
         // for multipart nodes, push child nodes
         // for content nodes end the stream
-        let finalize = () => {
+        const finalize = () => {
             let childId = 0;
-            let processChildNode = () => {
+            const processChildNode = () => {
                 if (childId >= this.childNodes.length) {
                     outputStream.write('\r\n--' + this.boundary + '--\r\n');
                     return callback();
                 }
-                let child = this.childNodes[childId++];
+                const child = this.childNodes[childId++];
                 outputStream.write((childId > 1 ? '\r\n' : '') + '--' + this.boundary + '\r\n');
                 child.stream(outputStream, options, err => {
                     if (err) {
@@ -709,7 +801,7 @@ class MimeNode {
         };
 
         // pushes node content
-        let sendContent = () => {
+        const sendContent = () => {
             if (this.content) {
                 if (Object.prototype.toString.call(this.content) === '[object Error]') {
                     // content is already errored
@@ -722,7 +814,7 @@ class MimeNode {
                     this.content.once('error', this._contentErrorHandler);
                 }
 
-                let createStream = () => {
+                const createStream = () => {
                     if (['quoted-printable', 'base64'].includes(transferEncoding)) {
                         contentStream = new (transferEncoding === 'base64' ? base64 : qp).Encoder(options);
 
@@ -747,10 +839,10 @@ class MimeNode {
                 };
 
                 if (this.content._resolve) {
-                    let chunks = [];
+                    const chunks = [];
                     let chunklen = 0;
                     let returned = false;
-                    let sourceStream = this._getStream(this.content);
+                    const sourceStream = this._getStream(this.content);
                     sourceStream.on('error', err => {
                         if (returned) {
                             return;
@@ -778,9 +870,8 @@ class MimeNode {
                     setImmediate(createStream);
                 }
                 return;
-            } else {
-                return setImmediate(finalize);
             }
+            return setImmediate(finalize);
         };
 
         if (this._raw) {
@@ -795,7 +886,7 @@ class MimeNode {
                     this._raw.removeListener('error', this._contentErrorHandler);
                 }
 
-                let raw = this._getStream(this._raw);
+                const raw = this._getStream(this._raw);
                 raw.pipe(outputStream, {
                     end: false
                 });
@@ -823,26 +914,23 @@ class MimeNode {
 
         if (envelope.from) {
             list = [];
-            this._convertAddresses(this._parseAddresses(envelope.from), list);
+            this._convertAddresses(this._parseEnvelopeAddresses(envelope.from), list);
             list = list.filter(address => address && address.address);
             if (list.length && list[0]) {
                 this._envelope.from = list[0].address;
             }
         }
+        const seenRecipients = new Set();
         ['to', 'cc', 'bcc'].forEach(key => {
             if (envelope[key]) {
-                this._convertAddresses(this._parseAddresses(envelope[key]), this._envelope.to);
+                this._convertAddresses(this._parseEnvelopeAddresses(envelope[key]), this._envelope.to, seenRecipients);
             }
         });
 
         this._envelope.to = this._envelope.to.map(to => to.address).filter(address => address);
 
-        let standardFields = ['to', 'cc', 'bcc', 'from'];
-        Object.keys(envelope).forEach(key => {
-            if (!standardFields.includes(key)) {
-                this._envelope[key] = envelope[key];
-            }
-        });
+        const standardFields = ['to', 'cc', 'bcc', 'from'];
+        shared.copyOwnKeys(this._envelope, envelope, key => standardFields.includes(key));
 
         return this;
     }
@@ -853,16 +941,18 @@ class MimeNode {
      * @return {Object} Address object
      */
     getAddresses() {
-        let addresses = {};
+        const addresses = {};
+        const seenByKey = new Map();
 
         this._headers.forEach(header => {
-            let key = header.key.toLowerCase();
+            const key = header.key.toLowerCase();
             if (['from', 'sender', 'reply-to', 'to', 'cc', 'bcc'].includes(key)) {
                 if (!Array.isArray(addresses[key])) {
                     addresses[key] = [];
+                    seenByKey.set(key, new Set());
                 }
 
-                this._convertAddresses(this._parseAddresses(header.value), addresses[key]);
+                this._convertAddresses(this._parseAddresses(header.value), addresses[key], seenByKey.get(key));
             }
         });
 
@@ -879,19 +969,25 @@ class MimeNode {
             return this._envelope;
         }
 
-        let envelope = {
+        const envelope = {
             from: false,
             to: []
         };
+
+        // Built once and carried across the headers. Letting _convertAddresses seed it per
+        // call would cost O(headers x recipients), and a message can carry many address
+        // headers: `headers: { to: [...] }` emits one To per entry.
+        const seenRecipients = new Set();
+
         this._headers.forEach(header => {
-            let list = [];
+            const list = [];
             if (header.key === 'From' || (!envelope.from && ['Reply-To', 'Sender'].includes(header.key))) {
                 this._convertAddresses(this._parseAddresses(header.value), list);
                 if (list.length && list[0]) {
                     envelope.from = list[0].address;
                 }
             } else if (['To', 'Cc', 'Bcc'].includes(header.key)) {
-                this._convertAddresses(this._parseAddresses(header.value), envelope.to);
+                this._convertAddresses(this._parseAddresses(header.value), envelope.to, seenRecipients);
             }
         });
 
@@ -938,6 +1034,26 @@ class MimeNode {
 
     /////// PRIVATE METHODS
 
+    /**
+     * Checks an access policy flag for this node and every node above it. The flags are set
+     * from the options the node was built with, and createChild only ever sees the options
+     * the caller passed, so a child of a closed tree starts out open. Reading the answer off
+     * the parent chain keeps it right whatever order the tree was assembled in.
+     *
+     * @param {String} flag Either 'disableFileAccess' or 'disableUrlAccess'
+     * @return {Boolean} true if this node or an ancestor closed that access
+     */
+    _accessDisabled(flag) {
+        let node = this;
+        while (node) {
+            if (node[flag]) {
+                return true;
+            }
+            node = node.parentNode;
+        }
+        return false;
+    }
+
     /**
      * Detects and returns handle to a stream related with the content.
      *
@@ -954,44 +1070,60 @@ class MimeNode {
             setImmediate(() => {
                 try {
                     contentStream.end(content._resolvedValue);
-                } catch (err) {
-                    contentStream.emit('error', err);
+                } catch (_err) {
+                    contentStream.emit('error', _err);
                 }
             });
 
             return contentStream;
-        } else if (typeof content.pipe === 'function') {
+        }
+
+        if (typeof content.pipe === 'function') {
             // assume as stream
             return content;
-        } else if (content && typeof content.path === 'string' && !content.href) {
-            if (this.disableFileAccess) {
+        }
+
+        if (content && typeof content.path === 'string' && !content.href) {
+            if (this._accessDisabled('disableFileAccess')) {
                 contentStream = new PassThrough();
-                setImmediate(() => contentStream.emit('error', new Error('File access rejected for ' + content.path)));
+                setImmediate(() => {
+                    const err = new Error('File access rejected for ' + content.path);
+                    err.code = errors.EFILEACCESS;
+                    contentStream.emit('error', err);
+                });
                 return contentStream;
             }
             // read file
             return fs.createReadStream(content.path);
-        } else if (content && typeof content.href === 'string') {
-            if (this.disableUrlAccess) {
+        }
+
+        if (content && typeof content.href === 'string') {
+            if (this._accessDisabled('disableUrlAccess')) {
                 contentStream = new PassThrough();
-                setImmediate(() => contentStream.emit('error', new Error('Url access rejected for ' + content.href)));
+                setImmediate(() => {
+                    const err = new Error('Url access rejected for ' + content.href);
+                    err.code = errors.EURLACCESS;
+                    contentStream.emit('error', err);
+                });
                 return contentStream;
             }
-            // fetch URL
-            return nmfetch(content.href, { headers: content.httpHeaders });
-        } else {
-            // pass string or buffer content as a stream
-            contentStream = new PassThrough();
-
-            setImmediate(() => {
-                try {
-                    contentStream.end(content || '');
-                } catch (err) {
-                    contentStream.emit('error', err);
-                }
-            });
-            return contentStream;
+            // fetch URL. nmfetch refuses any scheme that is not http(s), and it decides
+            // that on the parsed URL. Testing the raw string here instead would reject
+            // forms the parser accepts, such as a leading space or a slash-less authority
+            return nmfetch(content.href, { headers: content.httpHeaders, tls: content.tls });
         }
+
+        // pass string or buffer content as a stream
+        contentStream = new PassThrough();
+
+        setImmediate(() => {
+            try {
+                contentStream.end(content || '');
+            } catch (_err) {
+                contentStream.emit('error', _err);
+            }
+        });
+        return contentStream;
     }
 
     /**
@@ -1002,18 +1134,81 @@ class MimeNode {
      * @return {Array} An array of address objects
      */
     _parseAddresses(addresses) {
-        return [].concat.apply(
-            [],
-            [].concat(addresses).map(address => {
-                // eslint-disable-line prefer-spread
-                if (address && address.address) {
-                    address.address = this._normalizeAddress(address.address);
-                    address.name = address.name || '';
-                    return [address];
+        // Collected into one list as we go. concat.apply spreads the entries into arguments
+        // and throws a RangeError once a recipient array is long enough to pass the
+        // argument limit, which a large Bcc list reaches on its own.
+        const flattened = [];
+
+        [].concat(addresses).forEach(address => {
+            if (address && address.address) {
+                const normalized = this._normalizeAddress(address.address);
+                if (normalized === address.address && typeof address.name === 'string') {
+                    // there is nothing to rewrite, so there is nothing to keep off the original
+                    flattened.push(address);
+                    return;
                 }
-                return addressparser(address);
-            })
-        );
+
+                // rewriting would land on the object the caller passed in and might
+                // still hold a reference to, so rewrite a copy of it instead. An own
+                // "__proto__" key would make the copy inherit from caller data, and
+                // _convertAddresses reads `group` off it straight into the envelope
+                const copy = shared.copyOwnKeys({}, address);
+                copy.address = normalized;
+                copy.name = address.name || '';
+                flattened.push(copy);
+                return;
+            }
+
+            const parsed = this._normalizeParsedAddresses(addressparser(address));
+            for (let i = 0; i < parsed.length; i++) {
+                flattened.push(parsed[i]);
+            }
+        });
+
+        return flattened;
+    }
+
+    /**
+     * Normalizes the addresses of a freshly parsed address list, groups included.
+     *
+     * Everything this method returns carries a normalized address, whether it arrived as an
+     * object or was parsed out of a header value. Without this the two shapes disagree, and
+     * a consumer reading the parsed form back is handed the ambiguous
+     * 'user@evil.com@good.com' that the header and the envelope no longer carry.
+     *
+     * @param {Array} parsed An array of address objects, as returned by addressparser
+     * @return {Array} The same array, with every address normalized
+     */
+    _normalizeParsedAddresses(parsed) {
+        // addressparser builds these objects, so no caller holds a reference to rewrite around
+        parsed.forEach(entry => {
+            if (entry.address) {
+                entry.address = this._normalizeAddress(entry.address);
+            } else if (entry.group) {
+                this._normalizeParsedAddresses(entry.group);
+            }
+        });
+
+        return parsed;
+    }
+
+    /**
+     * Parses the addresses of an explicitly set envelope.
+     *
+     * An envelope value is an addr-spec and never a display name, so a bare local username
+     * such as 'root' is the address here. Header parsing has to read the same value as a
+     * display name, as a value with no '@' in it can not be an addr-spec in a header.
+     *
+     * @param {Mixed} addresses Addresses to be parsed
+     * @return {Array} An array of address objects
+     */
+    _parseEnvelopeAddresses(addresses) {
+        return this._parseAddresses(addresses).map(entry => {
+            if (entry.address || entry.group || !entry.name || /[\s@]/.test(entry.name)) {
+                return entry;
+            }
+            return { address: this._normalizeAddress(entry.name), name: '' };
+        });
     }
 
     /**
@@ -1027,6 +1222,9 @@ class MimeNode {
             .toString()
             // no newlines in keys
             .replace(/\r?\n|\r/g, ' ')
+            // a field name is printable ascii without the colon, so a control char or DEL
+            // can only be dropped, there is no quoting construct around a field name
+            .replace(/[\x00-\x1f\x7f]/g, '')
             .trim()
             .toLowerCase()
             // use uppercase words, except MIME
@@ -1087,7 +1285,13 @@ class MimeNode {
             case 'Message-ID':
             case 'In-Reply-To':
             case 'Content-Id':
-                value = (value || '').toString().replace(/\r?\n|\r/g, ' ');
+                // a msg-id is structured, so an encoded word inside the angle brackets would
+                // be read as literal text. drop the characters that can not appear in a header
+                // at all, but leave HT alone, it separates the ids of a multi id value
+                value = (value || '')
+                    .toString()
+                    .replace(/\r?\n|\r/g, ' ')
+                    .replace(/[\x00-\x08\x0b\x0c\x0e-\x1f\x7f]/g, '');
 
                 if (value.charAt(0) !== '<') {
                     value = '<' + value;
@@ -1104,10 +1308,10 @@ class MimeNode {
                     .apply(
                         [],
                         [].concat(value || '').map(elm => {
-                            // eslint-disable-line prefer-spread
                             elm = (elm || '')
                                 .toString()
                                 .replace(/\r?\n|\r/g, ' ')
+                                .replace(/[\x00-\x08\x0b\x0c\x0e-\x1f\x7f]/g, '')
                                 .trim();
                             return elm.replace(/<[^>]*>/g, str => str.replace(/\s/g, '')).split(/\s+/);
                         })
@@ -1130,7 +1334,7 @@ class MimeNode {
                 }
 
                 value = (value || '').toString().replace(/\r?\n|\r/g, ' ');
-                return this._encodeWords(value);
+                return this._encodeHeaderText(value);
 
             case 'Content-Type':
             case 'Content-Disposition':
@@ -1139,8 +1343,7 @@ class MimeNode {
 
             default:
                 value = (value || '').toString().replace(/\r?\n|\r/g, ' ');
-                // encodeWords only encodes if needed, otherwise the original string is returned
-                return this._encodeWords(value);
+                return this._encodeHeaderText(value);
         }
     }
 
@@ -1151,28 +1354,44 @@ class MimeNode {
      * @param {Array} [uniqueList] An array to be populated with addresses
      * @return {String} address string
      */
-    _convertAddresses(addresses, uniqueList) {
-        let values = [];
+    _convertAddresses(addresses, uniqueList, seenAddresses) {
+        const values = [];
 
         uniqueList = uniqueList || [];
 
+        // Membership is checked once per address, so scanning uniqueList itself would make
+        // a recipient list cost O(n^2). Groups recurse with the same set so that a nested
+        // group still dedupes against the addresses collected around it, and a caller that
+        // passes a partly filled list (To, then Cc, then Bcc) keeps deduping across headers.
+        if (!seenAddresses) {
+            seenAddresses = new Set();
+            for (let i = 0; i < uniqueList.length; i++) {
+                seenAddresses.add(uniqueList[i].address);
+            }
+        }
+
         [].concat(addresses || []).forEach(address => {
             if (address.address) {
                 address.address = this._normalizeAddress(address.address);
 
                 if (!address.name) {
-                    values.push(address.address.indexOf(' ') >= 0 ? `<${address.address}>` : `${address.address}`);
-                } else if (address.name) {
+                    // an address that carries a special, be it a quoted local part or a domain
+                    // that could not be normalized, is only unambiguous inside angle brackets.
+                    // Without them a ',' or a ';' anywhere in it reads as a recipient separator
+                    // and the header would list more recipients than the envelope carries
+                    values.push(PLAIN_ADDRESS.test(address.address) ? address.address : `<${address.address}>`);
+                } else {
                     values.push(`${this._encodeAddressName(address.name)} <${address.address}>`);
                 }
 
-                if (address.address) {
-                    if (!uniqueList.filter(a => a.address === address.address).length) {
-                        uniqueList.push(address);
-                    }
+                if (!seenAddresses.has(address.address)) {
+                    seenAddresses.add(address.address);
+                    uniqueList.push(address);
                 }
             } else if (address.group) {
-                let groupListAddresses = (address.group.length ? this._convertAddresses(address.group, uniqueList) : '').trim();
+                const groupListAddresses = (
+                    address.group.length ? this._convertAddresses(address.group, uniqueList, seenAddresses) : ''
+                ).trim();
                 values.push(`${this._encodeAddressName(address.name)}:${groupListAddresses};`);
             }
         });
@@ -1189,41 +1408,63 @@ class MimeNode {
     _normalizeAddress(address) {
         address = (address || '')
             .toString()
-            .replace(/[\x00-\x1F<>]+/g, ' ') // remove unallowed characters
+            .replace(/[\x00-\x1F\x7F<>]+/g, ' ') // remove unallowed characters
             .trim();
 
-        let lastAt = address.lastIndexOf('@');
-        if (lastAt < 0) {
-            // Bare username
+        if (!address) {
+            // callers use an empty value to detect a missing address
             return address;
         }
 
-        let user = address.substr(0, lastAt);
-        let domain = address.substr(lastAt + 1);
+        const lastAt = address.lastIndexOf('@');
+        if (lastAt < 0) {
+            // Bare username, there is no domain to split off
+            return this._normalizeLocalPart(address);
+        }
+
+        const user = address.substr(0, lastAt);
+        const domain = address.substr(lastAt + 1);
+
+        // Unicode in the local part is kept as is, see _normalizeLocalPart for the rest of it.
+        // A domain has no quoting construct to fall back on, so whatever is not a valid domain
+        // is kept as supplied and it is _convertAddresses that keeps such an address unambiguous.
+        // Domains are punycoded when the local part is ASCII ('safe@jõgeva.ee' -> 'safe@xn--jgeva-dua.ee').
+        // When the local part contains non-ASCII bytes the address already requires SMTPUTF8,
+        // so the domain is kept (or decoded back) as UTF-8 for symmetry on both sides of '@'.
 
-        // Usernames are not touched and are kept as is even if these include unicode
-        // Domains are punycoded by default
-        // 'jõgeva.ee' will be converted to 'xn--jgeva-dua.ee'
-        // non-unicode domains are left as is
+        let encodedDomain = domain;
 
-        let encodedDomain;
+        // A non-ASCII local part already requires SMTPUTF8, so the domain stays UTF-8 for
+        // symmetry on both sides of the '@' rather than being encoded to an A-label
+        const smtputf8 = /[\x80-\uFFFF]/.test(user);
 
         try {
-            encodedDomain = punycode.toASCII(domain.toLowerCase());
-        } catch (err) {
-            // keep as is?
+            encodedDomain = normalizeDomain(domain.toLowerCase(), smtputf8);
+        } catch (_err) {
+            // keep domain as supplied
         }
 
-        if (user.indexOf(' ') >= 0) {
-            if (user.charAt(0) !== '"') {
-                user = '"' + user;
-            }
-            if (user.substr(-1) !== '"') {
-                user = user + '"';
-            }
+        return `${this._normalizeLocalPart(user)}@${encodedDomain}`;
+    }
+
+    /**
+     * Normalizes the local part of an address into a form that can be emitted as is.
+     *
+     * A local part is either a dot-atom or a quoted-string, anything else is not a valid
+     * addr-spec. The quotes of a quoted local part get lost along the way, and a bare
+     * 'user@evil.com@good.com' leaves it to the receiver which '@' splits the domain off,
+     * while the split here is always at the last one. So whatever is not already one of
+     * the two valid forms goes back out as a quoted-string.
+     *
+     * @param {String} user Local part of an address
+     * @return {String} Local part as a dot-atom or as a quoted-string
+     */
+    _normalizeLocalPart(user) {
+        if (DOT_ATOM.test(user) || QUOTED_STRING.test(user)) {
+            return user;
         }
 
-        return `${user}@${encodedDomain}`;
+        return mimeFuncs.quoteString(user);
     }
 
     /**
@@ -1233,9 +1474,9 @@ class MimeNode {
      * @returns {String} Mime word encoded string if needed
      */
     _encodeAddressName(name) {
-        if (!/^[\w ']*$/.test(name)) {
+        if (!/^[\w ]*$/.test(name)) {
             if (/^[\x20-\x7e]*$/.test(name)) {
-                return '"' + name.replace(/([\\"])/g, '\\$1') + '"';
+                return mimeFuncs.quoteString(name);
             } else {
                 return mimeFuncs.encodeWord(name, this._getTextEncoding(name), 52);
             }
@@ -1243,6 +1484,21 @@ class MimeNode {
         return name;
     }
 
+    /**
+     * Encodes an unstructured header value. Such a value can only carry VCHAR and WSP, so a
+     * control char or DEL has to be forced into the mime encoded word that a non-ascii value
+     * would get anyway. HT stays as it is, it is valid folding whitespace here.
+     *
+     * @param {String} value Header value to encode
+     * @returns {String} Mime word encoded string if needed
+     */
+    _encodeHeaderText(value) {
+        return /[\x00-\x08\x0b\x0c\x0e-\x1f\x7f]/.test(value)
+            ? mimeFuncs.encodeWord(value, this._getTextEncoding(value), 52)
+            : // encodeWords only encodes if needed, otherwise the original string is returned
+              this._encodeWords(value);
+    }
+
     /**
      * If needed, mime encodes the name part
      *
@@ -1265,20 +1521,25 @@ class MimeNode {
     _getTextEncoding(value) {
         value = (value || '').toString();
 
-        let encoding = this.textEncoding;
-        let latinLen;
-        let nonLatinLen;
-
-        if (!encoding) {
-            // count latin alphabet symbols and 8-bit range symbols + control symbols
-            // if there are more latin characters, then use quoted-printable
-            // encoding, otherwise use base64
-            nonLatinLen = (value.match(/[\x00-\x08\x0B\x0C\x0E-\x1F\u0080-\uFFFF]/g) || []).length; // eslint-disable-line no-control-regex
-            latinLen = (value.match(/[a-z]/gi) || []).length;
-            // if there are more latin symbols than binary/unicode, then prefer Q, otherwise B
-            encoding = nonLatinLen < latinLen ? 'Q' : 'B';
+        if (this.textEncoding) {
+            return this.textEncoding;
+        }
+
+        // count latin alphabet symbols and 8-bit range symbols + control symbols
+        // if there are more latin characters, then use quoted-printable
+        // encoding, otherwise use base64
+        let nonLatinLen = 0;
+        let latinLen = 0;
+        for (let i = 0, len = value.length; i < len; i++) {
+            const code = value.charCodeAt(i);
+            if ((code >= 0x00 && code <= 0x08) || code === 0x0b || code === 0x0c || (code >= 0x0e && code <= 0x1f) || code >= 0x80) {
+                nonLatinLen++;
+            } else if ((code >= 0x41 && code <= 0x5a) || (code >= 0x61 && code <= 0x7a)) {
+                latinLen++;
+            }
         }
-        return encoding;
+        // if there are more latin symbols than binary/unicode, then prefer Q, otherwise B
+        return nonLatinLen < latinLen ? 'Q' : 'B';
     }
 
     /**