2-Octanol

2-Octanol
Names
	IUPAC name Octan-2-ol
	Other names 2-Octanol; 2-Octyl alcohol; 1-Methyl-1-heptanol; Capryl alcohol; Methylhexylcarbinol; sec-Caprylic alcohol
Identifiers
CAS Number	123-96-6;
ECHA InfoCard	100.004.244
EC Number	204-667-0;
CompTox Dashboard (EPA)	DTXSID0027014 ;
Properties
Chemical formula	C8H18O
Molar mass	130.231 g·mol−1
Appearance	Colourless liquid with characteristic odour
Density	0.820 7 (g/cm3) (20°C)
Melting point	−38 °C (−36 °F; 235 K)
Boiling point	178.5 °C (353.3 °F; 451.6 K)
Solubility in water	1.120 g/L
log P	2.9
Vapor pressure	0.031 mbar (20 °C); 0.11 mbar (30 °C); 0.9 mbar (50 °C)
Henry's law; constant (kH)	1.23E-04 atm-m3/mol)
Refractive index (nD)	1.426 (20 °C)
Viscosity	6.2 cP
Thermochemistry
Heat capacity (C)	330.1 (J/mol*K) (298.5K)
Hazards
	Occupational safety and health (OHS/OSH):
Eye hazards	2
Skin hazards	2
	GHS labelling:
Hazard statements	H315, H319, H412
Flash point	71 °C (160 °F; 344 K)
Explosive limits	0.8 vol. % - 7,4 vol.%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	>3.2 g/kg (rat, oral); 4 g/kg (mouse, oral)
	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 a fatty alcohol. It is a secondary eight-carbon chiral compound. 2-Octanol is a colorless liquid that is poorly soluble in water but soluble in most organic solvents.

It is used such as or as a raw material in various applications: flavors and fragrances, paints and coatings, inks, adhesives, home care, lubricants and fuels. 2-Octanol can be a biobased alternative of 2-ethylhexanol and its derivates in numerous applications.

Manufacturing

2-Octanol is produced from castor oil through a cracking process. It is created as a by-product of sebacic acid manufacturing.^[8] Nowadays, India and China are the key producing countries of castor oil. Consequently, the majority of 2-Octanol production comes from these two countries: China & India.

Uses

2-Octanol is mainly used as:

Flavor^[7]^[9]^[10]^[11]
low-volatility solvent : Diverses Resins (Paints & Coatings, Adhesives, Inks, etc.), Agrochemicals, Mineral Extraction, etc.… ^[12]^[13]^[14]^[15]
Defoaming agent : Pulp & Paper, Oil & Gas, Cement, Coatings, Coal, etc.
a frother in mineral flotation^[16]
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.),^[17]
Plasticizers (acrylates, maleates, etc.),
Pesticides: Dinocap ^[18]^[19]
Lubricants: Zinc dithiophosphate (ZDDP)
Fragrances (salicylate)

Notes

^ ^a ^b " 2-Octanol " on NIST/WebBook
^ Techniques de l’ingénieur : Solvants organiques
^ ^a ^b " 2-Octanol " on ChemIDplus
^ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Record of 2-octanol in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2 February 2010.
^ http://www.chemicalbook.com/ChemicalProductProperty_EN_CB3272125.htm
^ ^a ^b Industrial Solvents Handbook, Revised And Expanded by Nicholas P. Cheremisinoff – page 7
^ ^a ^b http://www.csst.qc.ca/prevention/reptox/pages/fiche-complete.aspx?no_produit=52472&nom=Octanol-2
^ http://www.ocl-journal.org/articles/ocl/abs/2009/04/ocl2009164p211/ocl2009164p211.html
^ 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
^ http://www.crops2industry.eu/images/pdf/bordeaux/10.%20ARKEMA_18-2-11.pdf

References

http://www.agrobiobase.com/fr/annuaire/bioproduits/chimie-formulation-synthese/2-octano

[NIST-1] " 2-Octanol " on NIST/WebBook

[TechIngenieur-2] Techniques de l’ingénieur : Solvants organiques

[ChemIdPlus-3] " 2-Octanol " on ChemIDplus

[GESTIS-4] ^ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Record of 2-octanol in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2 February 2010.

[5] ttp://www.chemicalbook.com/ChemicalProductProperty_EN_CB3272125.htm

[IndSolvHandbook-6] Industrial Solvents Handbook, Revised And Expanded by Nicholas P. Cheremisinoff – page 7

[CSST-7] ttp://www.csst.qc.ca/prevention/reptox/pages/fiche-complete.aspx?no_produit=52472&nom=Octanol-2

[8] ttp://www.ocl-journal.org/articles/ocl/abs/2009/04/ocl2009164p211/ocl2009164p211.html

[9] ttp://www.thegoodscentscompany.com/data/rw1024631.html

[10] Fenaroli's Handbook of Flavor Ingredients, Fifth Edition George A. Burdock ; CRC Press, 3 déc. 2004 - 1864 pages, Page 1420

[11] Handbook of Flavor Ingredients, Volume 1 Giovanni Fenaroli (Prof. Dr.), Taylor & Francis, 1975 – page 443

[12] Industrial Alcohol Technology Handbook ; NPCS Board of Consultants & Engineers ; ASIA PACIFIC BUSINESS PRESS Inc., 2 oct. 2010 - p. 206 – Utilisations principales

[13] Industrial Solvents Handbook, Revised And Expanded Nicholas P. Cheremisinoff ; CRC Press, 15 avr. 2003 - 344 pages; pages 141

[14] Paint and Coating Testing Manual, ASTM International, page 396

[15] Chemistry of Tantalum and Niobium Fluoride Compounds; Anatoly Agulyansky ; Elsevier, 13 déc. 2004 - 408 pages; page 284

[16] 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

[17] 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

[18] Pesticide Synthesis Handbook ; Thomas A. Unger ; William Andrew, 31 déc. 1996 - 1104 pages; page 1043

[19] ttp://www.crops2industry.eu/images/pdf/bordeaux/10.%20ARKEMA_18-2-11.pdf

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Manufacturing

Uses

See also

Notes

References