Dodecanol

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Dodecanol^[1]


IUPAC name Dodecan-1-ol
Other names Dodecanol 1-Dodecanol Dodecyl alcohol Lauryl alcohol
Identifiers
CAS number	112-53-8^Y
PubChem	8193
ChemSpider	7901^Y
UNII	178A96NLP2^Y
DrugBank	DB06894
KEGG	C02277^Y
ChEBI	CHEBI:28878^Y
ChEMBL	CHEMBL24722^Y
Jmol-3D images	Image 1
SMILES OCCCCCCCCCCCC
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
Properties
Molecular 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
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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

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.

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]

Toxicity

Dodecanol is a mild skin irritant. 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 from 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

v t e 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) Policosanol

Other primary alcohols	Isobutanol (C 4) Isoamyl alcohol (C 5)

Secondary alcohols (2°)	Isopropanol (C 3) 2-Butanol (C 4) 2-Pentanol (C 5) 2-Hexanol (C 6) 2-Heptanol (C 7) 2-Methyl-1-butanol (C 5) 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)

Biochemical families: carbohydrates alcohols glycoproteins glycosides lipids eicosanoids fatty acids / intermediates phospholipids sphingolipids steroids nucleic acids constituents / intermediates proteins Amino acids / intermediates tetrapyrroles / intermediates

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