5-Methylhexan-3-one

Base Information

• Chemical Name: 5-Methylhexan-3-one
• CAS No.: 623-56-3
• Molecular Formula: C7H14O
• Molecular Weight: 114.188
• Hs Code.: 2914190090
• European Community (EC) Number: 210-801-9
• UNII: 884FC3YC2Q
• DSSTox Substance ID: DTXSID90211360
• Nikkaji Number: J110.463B
• Wikidata: Q27161395
• Metabolomics Workbench ID: 5484
• Mol file: 623-56-3.mol

Synonyms:5-Methylhexan-3-one;ETHYL ISOBUTYL KETONE;623-56-3;5-Methyl-3-hexanone;3-Hexanone, 5-methyl-;Isobutyl ethyl ketone;2-Methyl-4-hexanone;884FC3YC2Q;EINECS 210-801-9;Ethylisobutylketone;ethyl isobutylketone;5-methyl-hexan-3-one;UNII-884FC3YC2Q;SCHEMBL103502;CHEBI:89209;DTXSID90211360;LMFA12000088;MFCD00009319;AKOS009158853;BS-23403;CS-0205108;E0249;FT-0632619;D90471;EN300-116921;A833734;Q27161395

Chemical Property of 5-Methylhexan-3-one

Chemical Property:

• Vapor Pressure: 6.62mmHg at 25°C
• Melting Point: -46.2°C (estimate)
• Refractive Index: 1.401
• Boiling Point: 138.8 °C at 760 mmHg
• Flash Point: 31 °C
• PSA: 17.07000
• Density: 0.806 g/cm³
• LogP: 2.01160
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 114.104465066
• Heavy Atom Count: 8
• Complexity: 74.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl Isobutyl Ketone ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Ketones (
• Canonical SMILES: CCC(=O)CC(C)C
• Uses: Ethyl Isobutyl is used in preparation of lactam compounds useful as antiviral agents.

Technology Process of 5-Methylhexan-3-one

There total 51 articles about 5-Methylhexan-3-one 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: 95.0%

(+-)-5-methyl-3-hexanol (623-55-2) → 5-methyl-3-hexanone (623-56-3)

Guidance literature:

With silica gel; pyridinium chlorochromate; In dichloromethane; for 2.5h;

Reference yield: 83.0%

N-cyclohexyl-isovaleramide (1132-41-8) + ethylmagnesium bromide (925-90-6) → 5-methyl-3-hexanone (623-56-3) + cyclohexylamine hydrochloride (4998-76-9)

Guidance literature:

N-cyclohexyl-isovaleramide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 0 ℃; for 0.5h;

ethylmagnesium bromide; With cerium(III) chloride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 2h;

With hydrogenchloride; In ethyl acetate;

DOI:10.1016/j.cclet.2015.05.033

Reference yield: 63.0%

isovaleranilide (2364-50-3) + ethylmagnesium bromide (925-90-6) → 5-methyl-3-hexanone (623-56-3) + aniline hydrochloride (142-04-1,36663-09-9)

Guidance literature:

isovaleranilide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 0 ℃; for 0.5h;

ethylmagnesium bromide; With cerium(III) chloride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 2h;

With hydrogenchloride; In ethyl acetate;

DOI:10.1016/j.cclet.2015.05.033

upstream raw materials:

5-methyl-hexa-1,4-dien-3-one

5-methylhex-1-en-3-ol

vinyl isobutyl ketone

5-methyl-4-hexen-3-one

Downstream raw materials:

3-ethyl-5-methyl-hexan-3-ol

1,1-dinitroethane

6-(4-Isopropyl-cyclohex-1-enyl)-5,5-dimethyl-hexan-3-one

1-(4-Isopropyl-cyclohex-1-enyl)-2,5-dimethyl-hexan-3-one

Refernces

• 1、 Wang, Ai-E.,Chang, Zong,Liu, Yong-Peng,Huang, Pei-Qiang. "Mild N-deacylation of secondary amides by alkylation with organocerium reagents". supporting information. p. 1055 - 1058. Retrieved 2015/09/01.
• 2、 Rigoli, Jared W.,Moyer, Sara A.,Pearce, Simon D.,Schomaker, Jennifer M.. "α,β-Unsaturated imines via Ru-catalyzed coupling of allylic alcohols and amines". supporting information; experimental part. p. 1746 - 1749. Retrieved 2012/04/23.