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Unbuttered Parsnip/sandbox
Skeletal formula
Skeletal formula
Names
IUPAC name
Octan-2-ol
Other names
2-Octanol,
2-octyl alcohol1-Methyl-1-heptanol,
Capryl alcohol,
Methylhexylcarbinol,
sec-Caprylic alcohol
Identifiers
3D model (JSmol)
EC Number
  • 204-667-0
  • /
Properties
C8H18O
Molar mass 130.2279 ± 0.008 g/mol
C 73.78 %
H 13.93 %
O 12.29 %
Appearance Colourless liquid with characteristic odour[1]
Density 0.820 7 (g/cm3) (20°C)[2]
Melting point −38[3] °C (−36 °F; 235 K)
Boiling point 178.5[3] °C (353.3 °F; 451.6 K)
1,120 g/L (25°C)[4]
log P 2.9[4]
Vapor pressure 0,031 mbar / 20 °C
0,11 mbar / 30 °C
0,9 mbar/ 50 °C[4]
1.23E-04 atm-m3/mole (25°C)[4]
1.426 (20°C)[5]
Viscosity 6,2 cP (25°C)[6]
Thermochemistry
330.1 (J/mol*K) (298,5K)[1]
Hazards
Occupational safety and health (OHS/OSH):
Eye hazards
 2[4]
Skin hazards
 2[4]
GHS labelling:
H315, H319, H412[4]
Flash point 71[4] °C (160 °F; 344 K)
Explosive limits 0,8 vol. % - 7,4 vol.%[4]
Lethal dose or concentration (LD, LC):
>3.2g/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).
Tracking categories (test):

2-Octanol or Octan-2-ol (abbreviated 2-OH) is a branched 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, etc. 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. 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

As such, 2-Octanol is mainly used as:

  • Flavor [3]
  • low-volatility solvent : Diverses Resins (Paints & Coatings, Adhesives, Inks, etc.), Agrochemicals, Mineral Extraction, etc… [8][4]
  • Defoaming agent : Pulp & Paper, Oil & Gas, Cement, Coatings, Coal, etc.
  • a frother in mineral flotation[2]
  • 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.),
  • Plasticizers (acrylates, maleates, etc.),
  • Pesticides: Dinocap
  • Lubricants: Dialkyldithiophosphate de zinc (ZDDP)
  • Fragrances (salicylate)

Notes

  1. ^ a b " 2-Octanol " on NIST/WebBook
  2. ^ a b Techniques de l’ingénieur : Solvants organiques
  3. ^ a b c " 2-Octanol " on ChemIDplus
  4. ^ a b c d e f g h i j k l Record of 2-octanol in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2 February 2010.
  5. ^ http://www.chemicalbook.com/ChemicalProductProperty_EN_CB3272125.htm
  6. ^ a b Industrial Solvents Handbook, Revised And Expanded by Nicholas P. Cheremisinoff – page 7
  7. ^ http://www.csst.qc.ca/prevention/reptox/pages/fiche-complete.aspx?no_produit=52472&nom=Octanol-2
  8. ^ James E. Mark, Physical Properties of Polymer Handbook, Springer,‎ 2007, 2e éd., 1076 p. (ISBN 0387690026, p. 299)

References

  1. http://www.agrobiobase.com/fr/annuaire/bioproduits/chimie-formulation-synthese/2-octano
  2. http://www.ocl-journal.org/articles/ocl/abs/2009/04/ocl2009164p211/ocl2009164p211.html
  3. http://www.thegoodscentscompany.com/data/rw1024631.html
  4. Fenaroli's Handbook of Flavor Ingredients, Fifth Edition George A. Burdock ; CRC Press, 3 déc. 2004 - 1864 pages, Page 1420
  5. Handbook of Flavor Ingredients, Volume 1 Giovanni Fenaroli (Prof. Dr.), Taylor & Francis, 1975 – page 443
  6. Industrial Alcohol Technology Handbook ; NPCS Board of Consultants & Engineers ; ASIA PACIFIC BUSINESS PRESS Inc., 2 oct. 2010 - p.206 – Utilisations principales
  7. Industrial Solvents Handbook, Revised And Expanded Nicholas P. Cheremisinoff ; CRC Press, 15 avr. 2003 - 344 pages; pages 141
  8. Paint and Coating Testing Manual, ASTM International, page 396
  9. Chemistry of Tantalum and Niobium Fluoride Compounds; Anatoly Agulyansky ; Elsevier, 13 déc. 2004 - 408 pages; page 284
  10. 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
  11. 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
  12. Pesticide Synthesis Handbook ; Thomas A. Unger ; William Andrew, 31 déc. 1996 - 1104 pages; page 1043
  13. http://www.crops2industry.eu/images/pdf/bordeaux/10.%20ARKEMA_18-2-11.pdf
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