Dodecanol

Dodecanol^[1]
Names


IUPAC name Dodecan-1-ol
Other names Dodecanol 1-Dodecanol Dodecyl alcohol Lauryl alcohol
Identifiers
CAS Number	112-53-8^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:28878^Y
ChEMBL	ChEMBL24722^Y
ChemSpider	7901^Y
DrugBank	DB06894^Y
ECHA InfoCard	100.003.620
KEGG	C02277^Y
PubChem	8193
UNII	178A96NLP2^Y
InChI InChI=1S/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3^Y Key: LQZZUXJYWNFBMV-UHFFFAOYSA-N^Y 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^[2]
Solubility in ethanol and diethyl ether	Soluble
Hazards
R/S statement	R36
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).
Y verify (what is ^YN ?)
Infobox references

Dodecanol /ˈdoʊˈdɛkɑːnɒl/ (systematically named dodecan-1-ol) is an organic compound with the chemical formula CH₃(CH₂)₁₀CH₂OH (also written as C
12H
26O). It is tasteless, colourless solid with a floral smell. It is classified as a fatty alcohol.

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.^[3] It may also be produced synthetically via the Ziegler process.

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.

Toxicity

Dodecanol can irritate the skin. It has about half the toxicity of ethanol, but it is very harmful to marine organisms.^[4]

Mutual solubility with water

The mutual solubility of 1-dodecanol and water has been quantified as follows.^[5]

**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

References

↑ Merck Index, 12th Edition, 3464.
↑ Record in the GESTIS Substance Database of the IFA
↑ Klaus Noweck, Wolfgang Grafahrend, "Fatty Alcohols" in Ullmann's Encyclopedia of Industrial Chemistry 2006, Wiley-VCH, Weinheim. doi:10.1002/14356007.a10_277.pub2
↑ MSDS Safety Sheet
↑ Richard Stephenson and James Stuart, "Mutual Binary Solubilities: Water-Alcohols and Water-Esters", J. Chem. Eng. Data, 1986, 31, 56-70.

External links

Alcohols

Straight-chain primary alcohols (1°)	Methanol (C 1) Ethanol (C 2) 1-Propanol (C 3) n-Butanol (C 4) 1-Pentanol (C 5) 1-Hexanol (C 6) 1-Heptanol (C 7) 1-Octanol (C 8) 1-Nonanol (C 9) 1-Decanol (C 10) Undecanol (C 11) Dodecanol (C 12) Tridecan-1-ol (C 13) 1-Tetradecanol (C 14) Pentadecan-1-ol (C 15) Cetyl alcohol (C 16) Heptadecan-1-ol (C 17) Stearyl alcohol (C 18) Nonadecan-1-ol (C 19) Arachidyl alcohol (C 20) Heneicosan-1-ol (C 21) Docosanol (C 22) Tricosan-1-ol (C 23) 1-Tetracosanol (C 24) Pentacosan-1-ol (C 25) 1-Hexacosanol (C 26) 1-Heptacosanol (C 27) 1-Octacosanol (C 28) 1-Nonacosanol (C 29) Triacontanol (C 30)

Other primary alcohols	Isobutanol (C 4) Isoamyl alcohol (C 5) 2-Methyl-1-butanol (C 5) Phenethyl alcohol (C 8) Tryptophol (C 10)

Secondary alcohols (2°)	Isopropanol (C 3) 2-Butanol (C 4) 2-Pentanol (C 5) 2-Hexanol (C 6) 2-Heptanol (C 7) Cyclohexanol (C 6)

Tertiary alcohols (3°)	tert-Butyl alcohol (C 4) tert-Amyl alcohol (C 5) 2-Methyl-2-pentanol (C 6) 2-Methylhexan-2-ol (C 7) 2-Methylheptan-2-ol (C 8) 3-Methyl-3-pentanol (C 6) 3-Methyloctan-3-ol (C 9)

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