Dodecanol

Dodecanol^[1]
Names
	IUPAC name Dodecan-1-ol
	Other names Dodecanol; 1-Dodecanol; Dodecyl alcohol; Lauryl alcohol
Identifiers
CAS Number	112-53-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28878 ;
ChEMBL	ChEMBL24722 ;
ChemSpider	7901 ;
DrugBank	DB06894 ;
ECHA InfoCard	100.003.620
KEGG	C02277 ;
PubChem CID	8193;
UNII	178A96NLP2 ;
CompTox Dashboard (EPA)	DTXSID5026918 ;
	InChI InChI=1S/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3 Key: LQZZUXJYWNFBMV-UHFFFAOYSA-N ; InChI=1/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3 Key: LQZZUXJYWNFBMV-UHFFFAOYAU;
	SMILES OCCCCCCCCCCCC;
Properties
Chemical formula	C12H26O
Molar mass	186.34
Appearance	Colorless solid
Density	0.8309
Melting point	24 °C (75 °F; 297 K)
Boiling point	259 °C (498 °F; 532 K)
Solubility in water	0.004 g/L
Solubility in ethanol and diethyl ether	Soluble
Magnetic susceptibility (χ)	-147.70·10−6 cm3/mol
Related compounds
Related	Dodecanal; Dodecanoic acid; 1-Bromododecane;
Hazards
Flash point	127 °C (261 °F; 400 K)
	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

Dodecanol /ˈdoʊˈdɛkɑːnɒl/, or lauryl alcohol, is an organic compound produced industrially from palm kernel oil or coconut oil. It is a fatty alcohol. Sulfate esters of lauryl alcohol, especially sodium lauryl sulfate, are very widely used as surfactants. Sodium lauryl sulfate, ammonium lauryl sulfate, and sodium laureth sulfate are all used in shampoos. Lauryl alcohol is tasteless and colorless with a floral odor.^[3]

Production and use

In 1993, the European demand of dodecanol was around 60 thousand tons per year (Tt/a). It can be obtained from palm kernel or coconut oil fatty acids and methyl esters by hydrogenation.^[4] It may also be produced synthetically via the Ziegler process. A classic laboratory method involves Bouveault-Blanc reduction of ethyl laurate.^[3]

Dodecanol is used to make surfactants, lubricating oils, pharmaceuticals, in the formation of monolithic polymers and as a flavor enhancing food additive. In cosmetics, dodecanol is used as an emollient. It is also the precursor to dodecanal, an important fragrance, and 1-bromododecane, an alkylating agent for improving the lipophilicity of organic molecules.

Dodecanol can irritate the skin. It has about half the toxicity of ethanol, but it is very harmful to marine organisms.^[5]

The mutual solubility of 1-dodecanol and water has been quantified as follows.^[6]

**Mutual Solubility of Water and 1-Dodecanol (98%, Melting Point 24 °C), Weight %**
Temperature, °C	Solubility of Dodecanol in Water	Solubility of Water in Dodecanol
29.5	0.04	2.87
40.0	0.05	2.85
50.2	0.09	2.69
60.5	0.15	2.96
70.5	0.09	2.70
80.3	0.14	2.89
90.8	0.18	2.96
standard deviation	0.02	0.01

^ Merck Index, 12th Edition, 3464.
^ Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
^ ^a ^b Ford, S. G.; Marvel, C. S. (1930). "Lauryl Alcohol". Organic Syntheses. 10: 62. doi:10.15227/orgsyn.010.0062.
^ Noweck, Klaus; Grafahrend, Wolfgang (2006). "Fatty Alcohols". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a10_277.pub2. ISBN 978-3527306732.
^ MSDS Safety Sheet
^ Richard Stephenson and James Stuart, "Mutual Binary Solubilities: Water-Alcohols and Water-Esters", J. Chem. Eng. Data, 1986, 31, 56-70.

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