2-Octanone

Base Information

• Chemical Name: 2-Octanone
• CAS No.: 111-13-7
• Molecular Formula: C8H16O
• Molecular Weight: 128.214
• Hs Code.: 29141990
• European Community (EC) Number: 203-837-1
• NSC Number: 5936,3712
• UNII: J2G84H29AF
• DSSTox Substance ID: DTXSID4021927
• Nikkaji Number: J1.984D
• Wikipedia: 2-Octanone
• Wikidata: Q18611679
• Metabolomics Workbench ID: 5460
• ChEMBL ID: CHEMBL18549
• Mol file: 111-13-7.mol

Synonyms:2-octanone;hexyl methyl ketone

Chemical Property of 2-Octanone

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 1.72mmHg at 25°C
• Melting Point: -16 °C
• Refractive Index: n20/D 1.416(lit.)
• Boiling Point: 173.1 °C at 760 mmHg
• Flash Point: 62.8 °C
• PSA: 17.07000
• Density: 0.812 g/cm³
• LogP: 2.54580
• Storage Temp.: Store below +30°C.
• Solubility.: 0.9g/l
• Water Solubility.: 0.9 g/L
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 128.120115130
• Heavy Atom Count: 9
• Complexity: 76.6

Purity/Quality:

98% ^*data from raw suppliers

2-Octanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21-10
• Safety Statements: 36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Ketones (
• Canonical SMILES: CCCCCCC(=O)C
• Description: 2-octanone is a kind of natural ketone found in many sources such as coco, baked peanuts, potato, cheese, beer, banana and oranges. It can be used as a flavor and fragrance ingredient. It is used in the field of fiber, medicine, pesticides and spices for the synthesis of fiber oil, defoamer and the preparation of surfactants, coal flotation agent. 2-Octanone has a floral and bitter, green, fruity (unripe apple) odor with a bitter camphoraceous taste. May be synthesized by the oxidation of methyl hexyl carbinol with K2Cr2O7 and sulfuric acid; also by oxidation of 2-octanol over zinc oxide at 330 - 340°C.
• Uses: 2-Octanone is used in perfumes, high-boiling solvent, especially for epoxy resin coatings and in leather finishes. It is used in flavoring, odorant. It can act as antiblushing agent for nitrocellulose lacquers. Perfumes, high-boiling solvent, especiallyfor epoxy resin coatings, leather finishes, flavor-ing, odorant, antiblushing agent for nitrocelluloselacquers. 2-Octanone may be used as an analytical reference standard for the quantification of the analyte in sugar-cane spirits and rum samples and whey protein concentrate using chromatography based techniques.

Technology Process of 2-Octanone

There total 373 articles about 2-Octanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

1-hexene (592-41-6,25067-06-5) + 4-Phenyl-2-butanone (2550-26-7) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + hexyl-methyl-ketone (111-13-7)

Guidance literature:

With 3-methylpyridin-2-ylamine; Wilkinson's catalyst; at 150 ℃; for 48h;

DOI:10.1021/ja983197s

Reference yield: 20.0%

octane (111-65-9) → 3-octanone (106-68-3) + octan-4-one (589-63-9) + octan-4-ol (589-62-8) + rac-3-octanol (589-98-0) + rac-octan-2-ol (4128-31-8,113301-48-7,4128-32-9) + hexyl-methyl-ketone (111-13-7)

Guidance literature:

With [PPh₄]₂[Mn^V(N)(CN)₄]; tetrabutylammonium periodite; acetic acid; In 2,2,2-trifluoroethanol; at 23 ℃; Inert atmosphere;

DOI:10.1002/asia.201601027

Reference yield: 6.7%

oct-1-ene (111-66-0,25068-25-1) → rac-octan-2-ol (4128-31-8,113301-48-7,4128-32-9) + hexyl-methyl-ketone (111-13-7) + 1,2-Epoxyoctane (2984-50-1)

Guidance literature:

With dihydrogen peroxide; In ethanol; water; at 30 ℃; Temperature;

DOI:10.1016/j.apcata.2013.04.016

upstream raw materials:

diazomethane

heptanal

tetrachloromethane

1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione

Downstream raw materials:

1-phenyl-1-nonen-3-one

(E)-3-benzylidene octan-2-one

(E)-1-(4-methoxyphenyl)non-1-en-3-one

2-(1-methyl-heptylamino)-ethanol

Refernces

• 1、 Frassoldati, Antonio,Pinel, Catherine,Besson, Michle. "Promoting effect of water for aliphatic primary and secondary alcohol oxidation over platinum catalysts in dioxane/aqueous solution media". . p. 81 - 88. Retrieved 2011.
• 2、 Lapinte,Riviere. "-". . p. 3817. Retrieved 1977.
• 3、 Rychnovsky, Scott D.,Vaidyanathan, Rajappa. "Tempo-catalyzed oxidations of alcohols using m-CPBA: The role of halide ions". . p. 310 - 312. Retrieved 1999.
• 4、 Corma, Avelino,Concepcion, Patricia,Dominguez, Irene,Forne, Vicente,Sabater, Maria J.. "Gold supported on a biopolymer (chitosan) catalyzes the regioselective hydroamination of alkynes". . p. 39 - 47. Retrieved 2007.
• 5、 Wang, Feng,Ueda, Wataru. "Selective oxidation of alcohols by orthorhombic Mo-V-O phase with molecular oxygen". . p. 184 - 185. Retrieved 2008.
• 6、 Hass,Bender. "-". . p. 1768,Anm. a zu Tabelle 1. Retrieved 1949.
• 7、 Feuer,Nielsen. "-". . p. 688. Retrieved 1962.
• 8、 Bresaan, M.,Morandini, F.,Rigo, P.. "ACTIVATION OF MOLECULAR OXYGEN. SELECTIVE OXIDATION OF TERMIANL OLEFINS AND ALCOHOLS CATALYZED BY CATIONIC COMPLEXES OF RHODIUM". . p. C8 - C10. Retrieved 1983.
• 9、 Mameda, Naresh,Peraka, Swamy,Marri, Mahender Reddy,Kodumuri, Srujana,Chevella, Durgaiah,Gutta, Naresh,Nama, Narender. "Solvent-free hydration of alkynes over Hβ zeolite". . p. 213 - 216. Retrieved 2015.
• 10、 Bedford, Robin B.,Bowen, John G.,Davidson, Russell B.,Haddow, Mairi F.,Seymour-Julen, Annabelle E.,Sparkes, Hazel A.,Webster, Ruth L.. "Facile Hydrolysis and Alcoholysis of Palladium Acetate". . p. 6591 - 6594. Retrieved 2015.