Chemistry:2-Octanol
From HandWiki
| |
| Names | |
|---|---|
| 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)
|
|
| 1719322 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| EC Number |
|
| 131016 | |
PubChem CID
|
|
| RTECS number |
|
| UNII | |
| |
| |
| 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 | |
| GHS pictograms |  
|
| GHS Signal word | Warning |
| H226, H315, H319, H411, H412 | |
| P210, P233, P240, P241, P242, P243, P273, P280, P303+361+353, P370+378, P391, P403+235, P501 | |
| Eye hazard | 2[3] |
| Skin hazard | 2[3] |
| 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). | |
| Infobox references | |
2-Octanol (octan-2-ol, 2-OH) is an organic compound with the chemical formula CH
3CH(OH)(CH
2)
5CH
3. 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.
Production
2-Octanol is produced commercially by base-cleavage of ricinoleic acid.[8] The coproduct is a mixture of sebacic acid ((C
8H
16CO
2H)
2). Castor oil, which consists mainly of triglycerides of ricinoleic acid, is the main feedstock.[9] [10]
Uses
2-Octanol is mainly used as:
- Flavor[7][11][12][13]
- low-volatility solvent : Diverses Resins (Paints & Coatings, Adhesives, Inks, etc.), Agrochemicals, Mineral Extraction, etc....[14][15][16][17]
- Defoaming agent : Pulp & Paper, Oil & Gas, Cement, Coatings, Coal, etc.
- a frother in mineral flotation[18]
- 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.),[19]
- Plasticizers (acrylates, maleates, etc.),
- Pesticides: Dinocap [20][21]
- Lubricants: Zinc dithiophosphate (ZDDP)
- Fragrances (salicylate)
- Used in the manufacturing of perfumes and disinfectant soaps[22]
- Used to prevent foaming and as a solvent for fats and waxes[22]
- Used to examine and control Essential Tremor and other types of involuntary neurological tremors[22]
See also
Notes
- ↑ 1.0 1.1 " 2-Octanol " on NIST/WebBook
- ↑ "Techniques de l'ingénieur : Solvants organiques". http://www.techniques-ingenieur.fr/res/media/docbase/table/sl2838491-web/SL2838491TBL-web.xml.
- ↑ 3.0 3.1 3.2 3.3 3.4 3.5 3.6 3.7 3.8 3.9 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". http://www.chemicalbook.com/ChemicalProductProperty_EN_CB3272125.htm.
- ↑ Industrial Solvents Handbook, Revised And Expanded by Nicholas P. Cheremisinoff – page 7
- ↑ 6.0 6.1 " 2-Octanol " on ChemIDplus
- ↑ 7.0 7.1 "Alcool caprylique secondaire" (in fr). http://www.csst.qc.ca/prevention/reptox/pages/fiche-complete.aspx?no_produit=52472&nom=Octanol-2.
- ↑ Roger Adams, C. S. Marvel (1921). "Methyl-n-hexylcarbinol". Organic Syntheses 1: 61. doi:10.15227/orgsyn.001.0061.
- ↑ Cornils, Boy; Lappe, Peter (2014). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a08_523.pub3.
- ↑ Borg, Patrick; Lê, Guillaume; Lebrun, Stéphanie; Pées, Bernard (2009). "Example of Industrial Valorisation of Derivative Products of Castor Oil". Oléagineux, Corps Gras, Lipides (OCL Journal) 16 (4–5–6): 211–214. doi:10.1051/ocl.2009.0276. http://www.ocl-journal.org/articles/ocl/abs/2009/04/ocl2009164p211/ocl2009164p211.html. Retrieved 2019-10-05.
- ↑ "2-octanol, 123-96-6". http://www.thegoodscentscompany.com/data/rw1024631.html.
- ↑ 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". http://www.crops2industry.eu/images/pdf/bordeaux/10.%20ARKEMA_18-2-11.pdf.
- ↑ 22.0 22.1 22.2 "2-Octanol | 123-96-6 | C8H18O | T&J Chemicals" (in en). https://www.tjchem.com.sg/2-octanol.
References
 |  |
