Dodecanol

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Dodecanol[1]
Skeletal formula
Space-filling model
Names
IUPAC name
Dodecan-1-ol
Other names
Dodecanol
1-Dodecanol
Dodecyl alcohol
Lauryl alcohol
Identifiers
112-53-8 YesY
ChEBI CHEBI:28878 YesY
ChEMBL ChEMBL24722 YesY
ChemSpider 7901 YesY
DrugBank DB06894 YesY
Jmol 3D model Interactive image
KEGG C02277 YesY
PubChem 8193
UNII 178A96NLP2 YesY
  • InChI=1S/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3 YesY
    Key: LQZZUXJYWNFBMV-UHFFFAOYSA-N YesY
  • InChI=1/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3
    Key: LQZZUXJYWNFBMV-UHFFFAOYAU
  • OCCCCCCCCCCCC
Properties
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)
0.004 g/L[2]
Solubility in ethanol and diethyl ether Soluble
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Dodecanol /ˈdˈdɛkɑːnɒl/ (systematically named dodecan-1-ol) is an organic compound with the chemical formula CH3(CH2)10CH2OH (also written as C
12
H
26
O
). 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).[citation needed] 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

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

External links