肉豆蔻酸又称十四烷酸。从甲醇中结晶时为白色结晶性或小叶片状蜡状固体,具有微弱的蜡香和奶香香气。自然界存在于鱼油、椰子油、巴巴苏油及棉籽油中。其相对密度0.8439(80℃),熔点58℃,沸点250.5℃(13.3千帕,100毫米汞柱),折射率1.4305(60℃)。不溶于水,可溶于乙醇和乙醚。
肉豆蔻酸主要用作表面活性剂、香料、润滑油、涂料、印刷油墨等的添加剂,金属加工及香料溶剂等。在非离子型方面,它是山梨糖醇脂肪酸酯、甘油脂肪酸酯、乙二醇脂肪酸酯和丙二醇脂肪酸酯等的原料。这些表面活性剂用作食品乳化剂、色素分散剂、医药及化妆品用乳化剂。在阳离子型方面,肉豆蔻基胺或二甲基肉豆蔻基胺的盐酸盐或醋酸盐除用作表面活性剂外,还可用作纤维工业助剂、乳化剂和颜料分散剂。在阴离子型方面,肉豆蔻酸钙、镁、锌、钠等,用作化妆品分散剂、乳化稳定剂,对皮肤有良好的柔软性,钠盐可用于医药、化妆品消泡剂。
应用肉豆蔻酸用于制肥皂、洗涤剂和香料。它由椰子油的脂肪酸经分馏而制得。
毒性天然脂肪酸,无毒。可安全用于食品(FDA,§172.860;2000)。LD₅₀ 43mg/kg(小鼠,经皮)。
使用限量FEMA(mg/kg):软饮料5.3,冷饮2.6~10,糖果4.1,焙烤食品5.3,布丁类0.10。
食品添加剂最大允许使用量和最大允许残留量标准添加剂中文名称 | 允许使用该种添加剂的食品中文名称 | 添加剂功能 | 最大允许使用量(g/kg) | 最大允许残留量(g/kg) |
---|---|---|---|---|
十四酸 | 食品 | 食用香料 | 用于配制香精的各香料成分不得超过在GB 2760中的最大允许使用量和最大允许残留量 |
一种从海洋球石藻中提取肉豆蔻酸的方法,依次以:用乙酸乙酯进行萃取;用反相硅胶柱进行层析;用葡聚糖凝胶柱Sephadex LH-20进行层析;用反相硅胶柱和正相硅胶柱进行多次层析;用PTLC制备的方法从海洋球石藻中提取肉豆蔻酸。
化学性质白色至带黄白色硬质固体,偶尔为有光泽的结晶状固体或粉末。相对密度0.8739(80℃),熔点54.5℃,沸点326.2℃,折射率(nD⁶₀)1.4310。不溶于水,可溶于乙醇、乙醚和氯仿。肉豆蔻脂中约含70%~80%,其他椰子油、棕榈仁油等亦含。
用途主要用作生产表面活性剂的原料,用于生产山梨醇酐脂肪酸酯、甘油脂肪酸酯、乙二醇脂肪酸酯和丙二醇脂肪酸酯等。还可用于生产肉豆蔻酸异丙酯等。也用于消泡剂、增香剂。按我国GB2760-89规定可用于配制各种食用香料。
此外,它还用作化学试剂,用于香料及有机物的合成;用于制造乳化剂、防水剂、固化剂、聚氯乙烯热稳定剂和增塑剂等,也是香料和医药的原料。同时,还可以测定硬水中的钙和镁,并应用于有机合成。
生产方法从椰子油或棕榈仁油所得的混合脂肪酸或混合脂肪酸甲酯进行真空分馏可得十四酸。实验室制备可通过甘油三(十四酸)酯与10%氢氧化钠溶液皂化,再用盐酸酸化得到游离的十四酸。也可由十四烷醇法制取。
中文名称 | 英文名称 | CAS号 | 化学式 | 分子量 |
---|---|---|---|---|
棕榈酸 | 1-hexadecylcarboxylic acid | 57-10-3 | C16H32O2 | 256.429 |
正癸酸 | 1-decanoic acid | 334-48-5 | C10H20O2 | 172.268 |
月桂酸 | laurate | 143-07-7 | C12H24O2 | 200.321 |
十五烷酸 | palmitic acid | 1002-84-2 | C15H30O2 | 242.402 |
硬脂酸 | stearic acid | 57-11-4 | C18H36O2 | 284.483 |
己酸 | hexanoic acid | 142-62-1 | C6H12O2 | 116.16 |
9-氧代十四烷酸 | 9-oxo-tetradecanoic acid | 71173-32-5 | C14H26O3 | 242.359 |
7-溴庚酸 | 7-bromoheptanoic acid | 30515-28-7 | C7H13BrO2 | 209.083 |
五甲基呋喃溴酸酯 | methyl myristoate | 124-10-7 | C15H30O2 | 242.402 |
硬脂炔酸 | Stearolic acid | 506-24-1 | C18H32O2 | 280.451 |
癸二酸单甲酯 | sebacic acid mono methyl ester | 818-88-2 | C11H20O4 | 216.277 |
油酸 | cis-Octadecenoic acid | 112-80-1 | C18H34O2 | 282.467 |
5-氧代肉豆蔻酸 | 5-oxotteradecanoic acid | 16424-31-0 | C14H26O3 | 242.359 |
6-溴己酸 | 6-bromocaproic acid | 4224-70-8 | C6H11BrO2 | 195.056 |
(±)-2-羟基十五烷酸 | 2-hydroxypentadecanoic acid | 2507-54-2 | C15H30O3 | 258.401 |
(Z,Z)-9,12-十八烷二烯酸二聚物 | linoleic acid | 60-33-3 | C18H32O2 | 280.451 |
3,11-二羟基-十四烷酸 | ipurolic acid | 36138-54-2 | C14H28O4 | 260.374 |
十四酸乙酯 | Ethyl myristate | 124-06-1 | C16H32O2 | 256.429 |
脂肪酸甲酯 | adipic acid monomethyl ester | 627-91-8 | C7H12O4 | 160.17 |
肉豆蔻酸乙烯酯 | vinyl myristate | 5809-91-6 | C16H30O2 | 254.413 |
C16-18脂肪酸C12-18烷醇酯 | Cetyl palmitate | 540-10-3 | C32H64O2 | 480.859 |
十六(烷)酸十四(烷)酯 | myristyl palmitate | 4536-26-9 | C30H60O2 | 452.805 |
十六(烷)酸十八(烷)酯 | octadecyl hexadecanoate | 2598-99-4 | C34H68O2 | 508.913 |
十四醇 | 1-Tetradecanol | 112-72-1 | C14H30O | 214.392 |
肉豆蔻醛 | Tetradecanal | 124-25-4 | C14H28O | 212.376 |
—— | trans 5-tetradecenoic acid | 5684-69-5 | C14H26O2 | 226.359 |
中文名称 | 英文名称 | CAS号 | 化学式 | 分子量 |
---|---|---|---|---|
壬二酸 | azelaic acid | 123-99-9 | C9H16O4 | 188.224 |
辛二酸 | Suberic acid | 505-48-6 | C8H14O4 | 174.197 |
月桂酸 | laurate | 143-07-7 | C12H24O2 | 200.321 |
十三酸 | tridecanoic acid | 638-53-9 | C13H26O2 | 214.348 |
棕榈酸 | 1-hexadecylcarboxylic acid | 57-10-3 | C16H32O2 | 256.429 |
14-羟基豆蔻酸 | 14-hydroxymyristic acid | 17278-74-9 | C14H28O3 | 244.375 |
十三烷二酸 | brassylic acid | 505-52-2 | C13H24O4 | 244.331 |
二十二酸 | n-docosanoic acid | 112-85-6 | C22H44O2 | 340.59 |
蜡酸 | 1-hexacosanoic acid | 506-46-7 | C26H52O2 | 396.698 |
二十酸 | Arachidic acid | 506-30-9 | C20H40O2 | 312.536 |
正癸酸 | 1-decanoic acid | 334-48-5 | C10H20O2 | 172.268 |
十一烷酸 | undecylenic acid | 112-37-8 | C11H22O2 | 186.294 |
庚二酸 | heptanedioic acid | 111-16-0 | C7H12O4 | 160.17 |
13-氧代十四烷酸 | 13-oxotetradecanoic acid | 2389-02-8 | C14H26O3 | 242.359 |
13-羟基十四烷酸 | 13-Hydroxymyristic acid | 17278-73-8 | C14H28O3 | 244.375 |
—— | (-)-(R)-13-Hydroxytetradecansaeure | 88851-72-3 | C14H28O3 | 244.375 |
—— | 14-chlorotetradecanoic acid | 22075-87-2 | C14H27ClO2 | 262.82 |
9-氧代十四烷酸 | 9-oxo-tetradecanoic acid | 71173-32-5 | C14H26O3 | 242.359 |
10-氧代十四酸 | 10-oxotetradecanoic acid | 675-95-6 | C14H26O3 | 242.359 |
8-氧代十四烷酸 | 8-Oxotetradecanoic acid | 39747-88-1 | C14H26O3 | 242.359 |
—— | 12-oxo-tetradecanoic acid | 2177-96-0 | C14H26O3 | 242.359 |
11-氧代十四酸 | 11-oxo-tetradecanoic acid | 2388-80-9 | C14H26O3 | 242.359 |
7-氧代十四烷酸 | 7-Oxo-myristinsaeure | 54527-27-4 | C14H26O3 | 242.359 |
己二酸 | Adipic acid | 124-04-9 | C6H10O4 | 146.143 |
12-羟基十四烷酸 | 12-hydroxytetradecanoic acid | 82177-86-4 | C14H28O3 | 244.375 |
—— | 9-hydroxytetradecanoic acid | 103273-05-8 | C14H28O3 | 244.375 |
11-羟基十四烷酸 | 11-hydroxymyristic acid | 2034-56-2 | C14H28O3 | 244.375 |
10-羟基十四烷酸 | 10-hydroxytetradecanoic acid | 16899-08-4 | C14H28O3 | 244.375 |
—— | (+)-11-hydroxy-tetradecanoic acid | 2034-56-2 | C14H28O3 | 244.375 |
月桂酸甲酯 | methyl laurate | 111-82-0 | C13H26O2 | 214.348 |
五甲基呋喃溴酸酯 | methyl myristoate | 124-10-7 | C15H30O2 | 242.402 |
山嵛酸甲酯 | behenic acid methyl ester | 929-77-1 | C23H46O2 | 354.617 |
三十酸甲酯C30 | methyl 1-triacontanoate | 629-83-4 | C31H62O2 | 466.832 |
—— | peroxytetradecanoic acid | 19816-73-0 | C14H28O3 | 244.375 |
—— | 13-Chloro-tetradecanoic acid | 119105-75-8 | C14H27ClO2 | 262.82 |
油酸 | cis-Octadecenoic acid | 112-80-1 | C18H34O2 | 282.467 |
—— | 5-Hydroxytetradecansaeure | 16899-03-9 | C14H28O3 | 244.375 |
—— | (+)-(S)-13-Hydroxytetradecansaeure-methylester | 133447-69-5 | C15H30O3 | 258.401 |
—— | (-)-(R)-13-Hydroxytetradecansaeure-methylester | 88785-26-6 | C15H30O3 | 258.401 |
—— | 13-hydroxytetradecanoic acid methyl ester | 180628-48-2 | C15H30O3 | 258.401 |
3-甲基十六烷酸 | β-Methylpalmitinsaeure | 42172-35-0 | C17H34O2 | 270.456 |
2-羟基肉豆蔻酸 | 2-hydroxytetradecanoic acid | 2507-55-3 | C14H28O3 | 244.375 |
(±)-2-羟基十三(烷)酸 | 2-Hydroxytridecanoic acid | 19790-87-5 | C13H26O3 | 230.348 |
—— | (R)-α-hydroxymyristic acid | 2507-55-3 | C14H28O3 | 244.375 |
2-羟基十六烷酸 | 2-hydroxypalmitic acid | 764-67-0 | C16H32O3 | 272.428 |
十六烷酸,2-羟基-,(S)- | (2S)-2-hydroxypalmitic acid | 16452-52-1 | C16H32O3 | 272.428 |
—— | α-hydroxymyristic acid | 67253-09-2 | C14H28O3 | 244.375 |
羟基月桂酸 | 2-hydroxydodecanoic acid | 2984-55-6 | C12H24O3 | 216.321 |
(Z,Z)-9,12-十八烷二烯酸二聚物 | linoleic acid | 60-33-3 | C18H32O2 | 280.451 |
戊二酸 | 1,5-pentanedioic acid | 110-94-1 | C5H8O4 | 132.116 |
(±)-3-羟基十四烷酸 | 3-hydroxytetradecanoic acid | 1961-72-4 | C14H28O3 | 244.375 |
(R)-(-)-3-羟基十四烷酸 | (R)-3-hydroxytetradecanoic acid | 28715-21-1 | C14H28O3 | 244.375 |
—— | (R)-12-hydroxytetradecanoic acid methyl ester | 612070-06-1 | C15H30O3 | 258.401 |
—— | 11-hydroxytetradecanoic acid methyl ester | 460082-45-5 | C15H30O3 | 258.401 |
—— | 12-hydroxytetradecanoic acid methyl ester | 612069-93-9 | C15H30O3 | 258.401 |
—— | Methyl-10-Hydroxytetradecanoat | 51237-97-9 | C15H30O3 | 258.401 |
甲基-9-羟基十四烷酸酯 | Methyl-9-Hydroxytetradecanoat | 51237-98-0 | C15H30O3 | 258.401 |
—— | 2-oxopentadecanoic acid | 92857-44-8 | C15H28O3 | 256.386 |
3-羟基月桂 酸 | 3-hydroxydodecanoic acid | 1883-13-2 | C12H24O3 | 216.321 |
3-羟基十三烷酸 | 3-hydroxytridecanoic acid | 32602-69-0 | C13H26O3 | 230.348 |
十四酸乙酯 | Ethyl myristate | 124-06-1 | C16H32O2 | 256.429 |
肉豆蔻酸乙烯酯 | vinyl myristate | 5809-91-6 | C16H30O2 | 254.413 |
肉豆蔻酸丙基酯 | tetradecanoic acid propyl ester | 14303-70-9 | C17H34O2 | 270.456 |
—— | chloromethyl tetradecanoate | 61413-68-1 | C15H29ClO2 | 276.847 |
—— | iodomethyl tetradecanoate | —— | C15H29IO2 | 368.299 |
2-十二烷基十四酸 | 2-dodecyltetradecanoic acid | 24251-98-7 | C26H52O2 | 396.698 |
—— | 2-butyl-tetradecanoic acid | 22890-20-6 | C18H36O2 | 284.483 |
十四烷酸丁基酯 | n-butyl myristate | 110-36-1 | C18H36O2 | 284.483 |
十六碳烷基十四烷酸酯 | tetradecanoic acid hexadecyl ester | 2599-01-1 | C30H60O2 | 452.805 |
C16-18脂肪酸C12-18烷醇酯 | Cetyl palmitate | 540-10-3 | C32H64O2 | 480.859 |
十四酸十八烷酯 | Octadecyltetradecanoat | 3234-81-9 | C32H64O2 | 480.859 |
月桂醇肉豆蔻酸酯 | tetradecanoic acid, dodecyl ester | 2040-64-4 | C26H52O2 | 396.698 |
十四(烷)酸十四烷基酯 | myristic acid tetradecyl ester | 3234-85-3 | C28H56O2 | 424.751 |
十四烷酸庚酯 | myristic acid heptyl ester | 42232-00-8 | C21H42O2 | 326.563 |
十四烷酸己酯 | tetradecanoic acid hexyl ester | 42231-99-2 | C20H40O2 | 312.536 |
戊基肉豆蔻酸酯 | n-Tetradecansaeure-n-pentylester | 10484-35-2 | C19H38O2 | 298.51 |
—— | (+/-)-2-iodotetradecanoic acid | 109105-98-8 | C14H27IO2 | 354.272 |
辛基肉豆蔻酸酯 | n-Tetradecansaeure-n-octylester | 16260-26-7 | C22H44O2 | 340.59 |
1-氧杂环十五烷-2-酮 | tetradecan-14-olide | 3537-83-5 | C14H26O2 | 226.359 |
2-溴十四酸 | 2-bromomyristic acid | 10520-81-7 | C14H27BrO2 | 307.271 |
—— | 2-chloro-tetradecanoic acid | 70242-57-8 | C14H27ClO2 | 262.82 |
十三醛 | tridecanal | 10486-19-8 | C13H26O | 198.349 |
十四醇 | 1-Tetradecanol | 112-72-1 | C14H30O | 214.392 |
肉豆蔻醛 | Tetradecanal | 124-25-4 | C14H28O | 212.376 |
三十烷醇 | Triacontanol | 593-50-0 | C30H62O | 438.822 |
—— | 2-methylentetradecanoic acid | 33785-92-1 | C15H28O2 | 240.386 |
乙二醇单十四烷酸酯 | ethylene glycol monomyristate | 22122-18-5 | C16H32O3 | 272.428 |
—— | 2-hydroxyethyl nonanoate | 16179-40-1 | C11H22O3 | 202.294 |
3,3-二甲基十七烷酸 | 3,3-dimethyl-heptadecanoic acid | 21964-25-0 | C19H38O2 | 298.51 |
—— | 4-hydroxybutyl tetradecanoate | 68818-08-6 | C18H36O3 | 300.482 |
—— | α-Dodecylhydracrylic acid | 33785-87-4 | C15H30O3 | 258.401 |