1-Tetradecanol
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Preferred IUPAC name Tetradecan-1-ol | |
Other names Myristyl alcohol Tetradecyl alcohol | |
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ChEBI |
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ECHA InfoCard | 100.003.637 |
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InChI
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Properties | |
Chemical formula | C14H30O |
Molar mass | 214.393 g·mol−1 |
Density | 0.824 g/cm3 |
Melting point | 38 °C (100 °F; 311 K) |
Boiling point | >260 °C |
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Hazard statements | H410 |
P273, P391, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references |
1-Tetradecanol, or commonly myristyl alcohol (from Myristica fragrans – the nutmeg plant), is a straight-chain saturated fatty alcohol, with the molecular formula CH3(CH2)12CH2OH. It is a white waxy solid that is practically insoluble in water, soluble in diethyl ether, and slightly soluble in ethanol.[2]
Production
1-Tetradecanol may be prepared by the hydrogenation of myristic acid (or its esters); myristic acid itself can be found in nutmeg (from where it gains its name) but is also present in palm kernel oil and coconut oil and it is from these that the majority of 1-tetradecanol is produced.[3] It may also be produced from petrochemical feedstocks via either the Ziegler process.
Uses
As with other fatty alcohols, 1-tetradecanol is used as an ingredient in cosmetics such as cold creams for its emollient properties. It is also used as an intermediate in the chemical synthesis of other products such as surfactants.
Toxicity
Like other fatty alcohols, myristyl alcohol has very low acute toxicity, with LD50 >5000 mg/kg (oral, rat).[2]
References
- ^ Merck Index, 12th Edition, 6418.
- ^ a b Noweck, Klaus; Grafahrend, Wolfgang. "Fatty Alcohols". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a10_277.pub2. ISBN 978-3527306732.
- ^ Kreutzer, Udo R. (February 1984). "Manufacture of Fatty Alcohols Based on Natural Fats and Oils". Journal of the American Oil Chemists' Society. 61 (2): 343–348. doi:10.1007/BF02678792. S2CID 84849226.
External links
- "MSDS Number: ALCH414-1" (PDF). Procter and Gamble Chemicals. 2002-06-17. Archived from the original (PDF) on 2006-03-11. (MSDS for 1-tetradecanol / Myristyl Alcohol)
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Alcohols found in alcoholic drinks |
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Medical alcohol |
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Toxic alcohols |
alcohols (1°)
Methanol | |
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Ethanol |
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Butanol |
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Straight-chain saturated C1 — C9 |
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Straight-chain saturated C10 — C19 |
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Straight-chain saturated C20 — C29 |
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Straight-chain saturated C30 — C39 |
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Straight-chain saturated C40 — C49 |
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alcohols (2°)
alcohols (3°)
- 2-Methyl-2-pentanol
- 2-Methylheptan-2-ol
- 2-Methylhexan-2-ol
- 3-Methyl-3-pentanol
- 3-Methyloctan-3-ol
- Diacetone alcohol
- Ethchlorvynol
- Methylpentynol
- Nonafluoro-tert-butyl alcohol
- tert-Amyl alcohol
- tert-Butyl alcohol
- Triphenylethanol
- Triphenylmethanol
Monohydric alcohols |
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Dihydric alcohols | |
Trihydric alcohols | |
Polyhydric alcohols (sugar alcohols) |
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fatty alcohols
unsaturated
fatty alcohols
- 3-Methyl-3-pentanol
- Erucyl alcohol
- Linolenyl alcohol
- Linoleyl alcohol
- Oleyl alcohol
- Palmitoleyl alcohol
- tert-Amyl alcohol
- tert-Butyl alcohol
C1 — C7 |
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Deoxy sugar alcohols | |
Cyclic sugar alcohols | |
Glycylglycitols |
Monoterpene alcohols | |
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Sesquiterpene alcohols | |
Diterpene alcohols |
- 1,3-Difluoro-2-propanol
- 2,2,2-Trifluoroethanol
- 2-Fluoroethanol
- Nonafluoro-tert-butyl alcohol
- Trifluoromethanol
- Category