A | B | C | D | E | F | G | H | CH | I | J | K | L | M | N | O | P | Q | R | S | T | U | V | W | X | Y | Z | 0 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9
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 | |
ECHA InfoCard | 100.004.244 |
EC Number |
|
131016 | |
PubChem CID
|
|
RTECS number |
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
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] | |
Warning | |
H226, H315, H319, H411, H412 | |
P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P305+P351+P338, P370+P378, P391, P403+P235, P501 | |
NFPA 704 (fire diamond) | |
Flash point | 71 °C (160 °F; 344 K)[3] |
265 °C (509 °F; 538 K)[3] | |
Explosive limits | 0.8 % v/v (lower) 7.4 % v/v (upper)[3] |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
|
>3.2 g/kg (rat, oral) 4 g/kg (mouse, oral)[7] |
Safety data sheet (SDS) | Flinn Scientific |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
|
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.
Production
2-Octanol is produced commercially by base-cleavage of ricinoleic acid.[8] The coproduct is a mixture of sebacic acid ((C8H16CO2H)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
- ^ 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.
- ^ Roger Adams, C. S. Marvel (1921). "Methyl-n-hexylcarbinol". Organic Syntheses. 1: 61. doi:10.15227/orgsyn.001.0061.
- ^ 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 978-3527306732.
- ^ Borg, Patrick; Lê, Guillaume; Lebrun, Stéphanie; Pées, Bernard (2009). "Example of Industrial Valorisation of Derivative Products of Castor Oil". Oléagineux, Corps Gras, Lipides. 16 (4–5–6). OCL Journal: 211–214. doi:10.1051/ocl.2009.0276. 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.
References
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