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词条 2-Octanol
释义

  1. Manufacturing

  2. Uses

  3. See also

  4. Notes

  5. References

{{chembox
| ImageFile = 2-Octanol.svg
| ImageName = Skeletal formula
| ImageFile1 =
| ImageName1 =
| IUPACName = Octan-2-ol
| OtherNames = 2-Octanol
2-Octyl alcohol
1-Methyl-1-heptanol
Capryl alcohol
Methylhexylcarbinol
sec-Caprylic alcohol
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 123-96-6
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 66B0DD5E40
| EINECS = 204-667-0
| PubChem = 1968
| ChemSpiderID = 1892
| SMILES = c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)N5C=CCC(=C5)N)O)O)O)OP(=O)(O)O)N
| InChI = 1/C20H30N7O16P3/c21-9-2-1-3-26(4-9)19-15(30)13(28)10(40-19)5-38-45(34,35)43-46(36,37)39-6-11-14(29)16(42-44(31,32)33)20(41-11)27-8-25-12-17(22)23-7-24-18(12)27/h1,3-4,7-8,10-11,13-16,19-20,28-30H,2,5-6,21H2,(H,34,35)(H,36,37)(H2,22,23,24)(H2,31,32,33)
| InChIKey = IMPUPYZMUDSKSF-UHFFFAOYAA
| StdInChI = 1S/C20H30N7O16P3/c21-9-2-1-3-26(4-9)19-15(30)13(28)10(40-19)5-38-45(34,35)43-46(36,37)39-6-11-14(29)16(42-44(31,32)33)20(41-11)27-8-25-12-17(22)23-7-24-18(12)27/h1,3-4,7-8,10-11,13-16,19-20,28-30H,2,5-6,21H2,(H,34,35)(H,36,37)(H2,22,23,24)(H2,31,32,33)
| StdInChIKey = IMPUPYZMUDSKSF-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
| C=8 | H=18 | O=1
| Density = 0.820 7 (g/cm3) (20°C)[1]
| Viscosity = 6.2 cP[2]
| MeltingPtC = -38[3]
| BoilingPtC = 178.5[3]
| Appearance = Colourless liquid with characteristic odour[4]
| Solubility = 1.120 g/L[5]
| VaporPressure = 0.031 mbar (20 °C)
0.11 mbar (30 °C)
0.9 mbar (50 °C)[5]
| HenryConstant = 1.23E-04 atm-m3/mol)[5]
| RefractIndex = 1.426 (20 °C)[6]
| LogP = 2.9[5]
}}
|Section4={{Chembox Thermochemistry
| HeatCapacity = 330.1 (J/mol*K) (298.5K)[4]
}}
|Section7={{Chembox Hazards
| HPhrases = {{H-phrases|315|319|412}}[5]
| SkinHazard = 2[5]
| EyeHazard = 2[5]
| IngestionHazard =
| InhalationHazard =
| FlashPtC = 71[5]
| AutoignitionPtC = 265[5]
| ExploLimits = 0.8 vol. % - 7,4 vol.%[5]
| LD50 = >3.2 g/kg (rat, oral)
4 g/kg (mouse, oral)[7]
}}
}}

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)
  • Used in the manufacturing of perfumes and disinfectant soaps[20]
  • Used to prevent foaming and as a solvent for fats and waxes[20]
  • Used to examine and control Essential Tremor and other types of involuntary neurological tremors[20]

See also

  • 1-Octanol

Notes

1. ^Techniques de l’ingénieur : Solvants organiques
2. ^[https://books.google.com/books?id=HNpMvao75tkC&pg=PA5&dq=surface+tension+123-96-6&hl=fr&sa=X&ei=scoNVIKZEIncaKPOgJAM&ved=0CDsQ6AEwAA#v=onepage&q=surface%20tension%20123-96-6&f=false Industrial Solvents Handbook, Revised And Expanded] by Nicholas P. Cheremisinoff – page 7
3. ^1 " 2-Octanol " on ChemIDplus
4. ^1 " 2-Octanol " on NIST/WebBook
5. ^1 2 3 4 5 6 7 8 9 {{GESTIS|ZVG=22280|Name=2-octanol|Date=2 February 2010}}
6. ^http://www.chemicalbook.com/ChemicalProductProperty_EN_CB3272125.htm
7. ^1 http://www.csst.qc.ca/prevention/reptox/pages/fiche-complete.aspx?no_produit=52472&nom=Octanol-2
8. ^http://www.ocl-journal.org/articles/ocl/abs/2009/04/ocl2009164p211/ocl2009164p211.html
9. ^http://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. ^http://www.crops2industry.eu/images/pdf/bordeaux/10.%20ARKEMA_18-2-11.pdf
20. ^1 2 {{Cite web|url=https://www.tjchem.com.sg/2-octanol|title=2-Octanol {{!}} 123-96-6 {{!}} C8H18O {{!}} T&J Chemicals|website=Speciality Chemicals Supply {{!}} T&J Chemicals|language=en|access-date=2018-09-17}}

References

  1. http://www.agrobiobase.com/fr/annuaire/bioproduits/chimie-formulation-synthese/2-octano
{{Alcohols}}{{DEFAULTSORT:Octanol, 2-}}

2 : Fatty alcohols|Alkanols
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