3-Hexanone

Base Information

• Chemical Name: 3-Hexanone
• CAS No.: 589-38-8
• Molecular Formula: C6H12 O
• Molecular Weight: 100.161
• Hs Code.: 29141900
• European Community (EC) Number: 209-645-4
• UN Number: 1224
• UNII: P601A79G79
• DSSTox Substance ID: DTXSID2021608
• Nikkaji Number: J43.348I
• Wikipedia: 3-Hexanone
• Wikidata: Q223076
• Metabolomics Workbench ID: 5455
• ChEMBL ID: CHEMBL3184187
• Mol file: 589-38-8.mol

Synonyms:3-hexanone;3-oxohexane;ethyl propyl ketone;hexan-3-one

Chemical Property of 3-Hexanone

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 12.1mmHg at 25°C
• Melting Point: -55°C
• Refractive Index: n20/D 1.400(lit.)
• Boiling Point: 125.5 °C at 760 mmHg
• Flash Point: 23 ºC
• PSA: 17.07000
• Density: 0.815
• LogP: 1.76560
• Storage Temp.: Flammables area
• Solubility.: 14.7g/l
• Water Solubility.: Soluble in water. (14 g/L)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 57.2

Purity/Quality:

98%min ^*data from raw suppliers

3-Hexanone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,F
• Statements: 11-36/37/38-10
• Safety Statements: 26-36-16-9-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Ketones (
• Canonical SMILES: CCCC(=O)CC
• Description: May be synthesized from organo-mercury compounds; by dehydrogenation of 3-hexanol in the presence of Ni-zinc oxide-phosphate catalyst; by hydrogenolysis of 2-ethylfuran; by passing (5-furylpropionic acid (or 2-furanpropionic acid) over 5% Pt-C catalyst to 250 to 300°C; by two patented processes.
• Uses: 3-Hexanone can be used as an analytical standard for the determination of the analyte in foods, and alcoholic beverages by liquid chromatography (LC) based methods. 3-Hexanone was used in a study to determine Henry′s law coefficients by combination of the equilibrium partitioning in closed systems technique in combination with solid-phase microextraction. It was used as test species in a study for quantitative determination of volatile organic compounds by chemical ionization reaction mass spectrometry. It was used to study the inhibitory activity of some aromatic and aliphatic ketones against Clostridium Botulinum spores and cells.

Technology Process of 3-Hexanone

There total 165 articles about 3-Hexanone 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: 100.0%

1-hexene-3-ol (4798-44-1,67928-93-2) → n-hexan-3-one (589-38-8)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; di(rhodium)tetracarbonyl dichloride; In dichloromethane; at 25 - 30 ℃;

DOI:10.1021/jo01299a052

Reference yield: 92.0%

n-hexan-3-ol (623-37-0) → n-hexan-3-one (589-38-8)

Guidance literature:

With 5 wt% Pd nanoparticles loaded on phosphate anion exchanged [Mg₆Al₂(OH)₁₆]CO₃*xH₂O; air; at 50 ℃; for 6h; under 760.051 Torr; Reagent/catalyst; Irradiation;

DOI:10.1039/c6cc05186c

Reference yield: 89.0%

hex-3-yne (928-49-4) → n-hexan-3-one (589-38-8)

Guidance literature:

With water; PtCl₄-CO; In tetrahydrofuran; at 80 ℃; for 3.5h; under 1034.3 Torr;

DOI:10.1021/jo961740m

upstream raw materials:

2-ethyltetrahydrofuran

2-ethylfuran

propyl cyanide

ethylmagnesium bromide

Downstream raw materials:

2-ethyl-6-methyl-4-nitro-phenol

5-ethyl-5-propyl-imidazolidine-2,4-dione

2,3-hexanedione

3,4-hexanedione

Refernces

• 1、 Voelker. "-". . p. 1019. Retrieved 1875.
• 2、 Fan, Weibin,Duan, Ren-Guan,Yokoi, Toshiyuki,Wu, Peng,Kubota, Yoshihiro,Tatsumi, Takashi. "Synthesis, crystallization mechanism, and catalytic properties of titanium-rich TS-1 free of extraframework titanium species". . p. 10150 - 10164. Retrieved 2008.
• 3、 Shixaliyev, Namiq Q.,Gurbanov, Atash V.,Maharramov, Abel M.,Mahmudov, Kamran T.,Kopylovich, Maximilian N.,Martins, Luísa M. D. R. S.,Muzalevskiy, Vasily M.,Nenajdenko, Valentine G.,Pombeiro, Armando J. L.. "Halogen-bonded tris(2,4-bis(trichloromethyl)-1,3,5-triazapentadienato)-M(iii) [M = Mn, Fe, Co] complexes and their catalytic activity in the peroxidative oxidation of 1-phenylethanol to acetophenone". . p. 4807 - 4815. Retrieved 2014.
• 4、 Karmakar, Anirban,Martins,Guedes Da Silva, M. Fátima C.,Hazra, Susanta,Pombeiro, Armando J. L.. "Solvent-Free Microwave-Assisted Peroxidative Oxidation of Alcohols Catalyzed by Iron(III)-TEMPO Catalytic Systems". . p. 2066 - 2076. Retrieved 2015.
• 5、 Biasiolo, Luca,Del Zotto, Alessandro,Zuccaccia, Daniele. "Toward optimizing the performance of homogeneous L-Au-X catalysts through appropriate matching of the ligand (L) and counterion (X-)". . p. 1759 - 1765. Retrieved 2015.
• 6、 Granichstaedten,Werner,F.. "-". . p. 318. Retrieved 1901.
• 7、 Biasiolo, Luca,Trinchillo, Marina,Belanzoni, Paola,Belpassi, Leonardo,Busico, Vincenzo,Ciancaleoni, Gianluca,D'Amora, Angela,Macchioni, Alceo,Tarantelli, Francesco,Zuccaccia, Daniele. "Unexpected anion effect in the alkoxylation of alkynes catalyzed by N-heterocyclic carbene (NHC) cationic gold complexes". . p. 14594 - 14598. Retrieved 2014.
• 8、 Sutradhar, Manas,Martins, Luísa M.D.R.S.,Guedes da Silva, M. Fátima C.,Pombeiro, Armando J.L.. "Oxidovanadium complexes with tridentate aroylhydrazone as catalyst precursors for solvent-free microwave-assisted oxidation of alcohols". . p. 50 - 57. Retrieved 2015.
• 9、 Karrer, Dominik,Gand, Martin,Rühl, Martin. "Expanding the Biocatalytic Toolbox with a New Type of ene/yne-Reductase from Cyclocybe aegerita". . p. 2191 - 2199. Retrieved 2021/02/26.