1-Tetradecanol

1-Tetradecanol^[1]
Names
	Preferred IUPAC name Tetradecan-1-ol
	Other names Myristyl alcohol; Tetradecyl alcohol
Identifiers
CAS Number	112-72-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:77417 ;
ChEMBL	ChEMBL24022 ;
ChemSpider	7917 ;
ECHA InfoCard	100.003.637
EC Number	204-000-3;
KEGG	D05097 ;
PubChem CID	8209;
UNII	V42034O9PU ;
CompTox Dashboard (EPA)	DTXSID9026926 ;
	InChI InChI=1S/C14H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3 Key: HLZKNKRTKFSKGZ-UHFFFAOYSA-N ; InChI=1/C14H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3 Key: HLZKNKRTKFSKGZ-UHFFFAOYAP;
	SMILES OCCCCCCCCCCCCCC;
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
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H410
Precautionary statements	P273, P391, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) 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)

[1] Merck Index, 12th Edition, 6418.

[Ullmann-2] 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.

[3] 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.

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