2-Octanol
Appearance
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Names | |
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Preferred IUPAC name
Octan-2-ol | |
Other names
2-Octanol
2-Octyl alcohol 1-Methyl-1-heptanol sec-Capryl alcohol Methylhexylcarbinol sec-Caprylic alcohol | |
Identifiers | |
3D model (JSmol)
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1719322 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.004.244 |
EC Number |
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131016 | |
PubChem CID
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RTECS number |
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C8H18O | |
Molar mass | 130.231 g·mol−1 |
Appearance | Colourless liquid with characteristic odour[1] |
Density | 0.820 7 (g/cm3) (20°C)[2] |
Melting point | −38 °C (−36 °F; 235 K)[6] |
Boiling point | 178.5 °C (353.3 °F; 451.6 K)[6] |
1.120 g/L[3] | |
log P | 2.9[3] |
Vapor pressure | 0.031 mbar (20 °C) 0.11 mbar (30 °C) 0.9 mbar (50 °C)[3] |
Henry's law
constant (kH) |
1.23E-04 atm-m3/mol[3] |
Refractive index (nD)
|
1.426 (20 °C)[4] |
Viscosity | 6.2 cP[5] |
Thermochemistry | |
Heat capacity (C)
|
330.1 (J/mol*K) (298.5K)[1] |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Eye hazards
|
2[3] |
Skin hazards
|
2[3] |
GHS labelling:[3] | |
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Warning | |
H226, H315, H319, H411, H412 | |
P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P370+P378, P391, P403+P235, P501 | |
Flash point | 71 °C (160 °F; 344 K)[3] |
265 °C (509 °F; 538 K)[3] | |
Explosive limits | 0.8 vol. % - 7,4 vol.%[3] |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
|
>3.2 g/kg (rat, oral) 4 g/kg (mouse, oral)[7] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2-Octanol (octan-2-ol, 2-OH) is an organic compound with the chemical formula CH3CH(OH)(CH2)5CH3. It is a colorless oily liquid that is poorly soluble in water but soluble in most organic solvents. 2-Octanol is classified fatty alcohol. A secondary alcohol, it is chiral, although it is mainly encountered as a racemic mixture.
Production
2-Octanol is produced commercially by cleavage of ricinoleic acid. The coproduct is a mixture of sebacic acid ((CH2)8(CO2H)2). Castor oil, which consists mainly of ricinoleic acid, is the main feedstock.[8] [9]
Uses
2-Octanol is mainly used as:
- Flavor[7][10][11][12]
- low-volatility solvent : Diverses Resins (Paints & Coatings, Adhesives, Inks, etc.), Agrochemicals, Mineral Extraction, etc....[13][14][15][16]
- Defoaming agent : Pulp & Paper, Oil & Gas, Cement, Coatings, Coal, etc.
- a frother in mineral flotation[17]
- wetting agent
It can also be used as a chemical intermediate for production of various other chemicals:
- Surfactants (ethoxylates, sulfates, ether sulfates, etc.),
- Cosmetic emollients esters (palmitate, adipate, maleate, stearate, myristate, etc.),[18]
- Plasticizers (acrylates, maleates, etc.),
- Pesticides: Dinocap [19][20]
- Lubricants: Zinc dithiophosphate (ZDDP)
- Fragrances (salicylate)
- Used in the manufacturing of perfumes and disinfectant soaps[21]
- Used to prevent foaming and as a solvent for fats and waxes[21]
- Used to examine and control Essential Tremor and other types of involuntary neurological tremors[21]
See also
Notes
- ^ a b " 2-Octanol " on NIST/WebBook
- ^ "Techniques de l'ingénieur : Solvants organiques". Archived from the original on 2015-04-02. Retrieved 2015-03-13.
- ^ a b c d e f g h i j Record of 2-octanol in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2 February 2010.
- ^ "2-Octanol | 4128-31-8". chemicalbook.com. Archived from the original on 2015-04-02. Retrieved 2019-10-05.
- ^ Industrial Solvents Handbook, Revised And Expanded by Nicholas P. Cheremisinoff – page 7
- ^ a b " 2-Octanol " on ChemIDplus
- ^ a b "Alcool caprylique secondaire". csst.qc.ca (in French). Archived from the original on 2015-04-02. Retrieved 2019-10-05.
- ^ Cornils, Boy; Lappe, Peter (2014). "Dicarboxylic Acids, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a08_523.pub3. ISBN 3527306730.
- ^ "Example of industrial valorisation of derivative products of Castor oil". OCL Journal. Archived from the original on 2015-09-24. Retrieved 2019-10-05.
- ^ "2-octanol, 123-96-6". thegoodscentscompany.com. Archived from the original on 2006-06-05. Retrieved 2019-10-05.
- ^ Fenaroli's Handbook of Flavor Ingredients, Fifth Edition George A. Burdock ; CRC Press, 3 déc. 2004 - 1864 pages, Page 1420
- ^ Handbook of Flavor Ingredients, Volume 1 Giovanni Fenaroli (Prof. Dr.), Taylor & Francis, 1975 – page 443
- ^ Industrial Alcohol Technology Handbook ; NPCS Board of Consultants & Engineers ; ASIA PACIFIC BUSINESS PRESS Inc., 2 oct. 2010 - p. 206 – Utilisations principales
- ^ Industrial Solvents Handbook, Revised And Expanded Nicholas P. Cheremisinoff ; CRC Press, 15 avr. 2003 - 344 pages; pages 141
- ^ Paint and Coating Testing Manual, ASTM International, page 396
- ^ Chemistry of Tantalum and Niobium Fluoride Compounds; Anatoly Agulyansky ; Elsevier, 13 déc. 2004 - 408 pages; page 284
- ^ Frothing in Flotation II: Recent Advances in Coal Processing, Volume 2; Janusz Laskowski, E T Woodburn; CRC Press, 21 oct. 1998 - 336 pages; page 19
- ^ A Consumer's Dictionary of Cosmetic Ingredients: Complete Information About the Harmful and Desirable Ingredients in Cosmetics and Cosmeceuticals ; Ruth Winter - Crown Publishing Group, 10 févr. 2010 - 576 pages
- ^ Pesticide Synthesis Handbook ; Thomas A. Unger ; William Andrew, 31 déc. 1996 - 1104 pages; page 1043
- ^ "Valorization of Castor Oil for Polymer Applications" (PDF). Archived from the original (PDF) on 2015-04-02. Retrieved 2015-03-13.
- ^ a b c "2-Octanol | 123-96-6 | C8H18O | T&J Chemicals". Speciality Chemicals Supply | T&J Chemicals. Retrieved 2018-09-17.