5-Methyl-2-hexanone

Base Information

• Chemical Name: 5-Methyl-2-hexanone
• CAS No.: 110-12-3
• Molecular Formula: C7H14O
• Molecular Weight: 114.188
• Hs Code.: 29141910
• European Community (EC) Number: 203-737-8
• ICSC Number: 0815
• UN Number: 2302
• UNII: 6O4A4A5F28
• DSSTox Substance ID: DTXSID5021914
• Nikkaji Number: J36.968C
• Wikidata: Q2152381
• Metabolomics Workbench ID: 5443
• ChEMBL ID: CHEMBL45354
• Mol file: 110-12-3.mol

Synonyms:isopentyl methyl ketone;methyl isoamyl ketone;MIAK

Chemical Property of 5-Methyl-2-hexanone

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 4.5 mm Hg ( 20 °C)
• Melting Point: -74 °C
• Refractive Index: n20/D 1.406(lit.)
• Boiling Point: 144 °C at 760 mmHg
• Flash Point: 41.1 °C
• PSA: 17.07000
• Density: 0.806 g/cm³
• LogP: 2.01160
• Storage Temp.: Flammables area
• Solubility.: water: soluble5.4g/L at 25°C
• Water Solubility.: 5.4 g/L (20 ºC)
• XLogP3: 1.9
• 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
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% ^*data from raw suppliers

5-Methyl-2-hexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-20
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Ketones (
• Canonical SMILES: CC(C)CCC(=O)C
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C; rather slowly.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the kidneys. This may result in kidney impairment. Exposure above the OEL could cause lowering of consciousness.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis.
• Uses: 5-Methyl-2-hexanone may be used to synthesize N,N′-bis(1,4-dimethylpentyl)-p-phenylenediamine (BMPPD) via reductive alkylation of p-nitroaniline in the presence of copper-based catalysts.

Technology Process of 5-Methyl-2-hexanone

There total 55 articles about 5-Methyl-2-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: 99.0%

(E)-4-isopropylbut-3-en-2-one (1669-43-8,5166-53-0,1821-29-0) → 5-Methyl-2-hexanone (110-12-3)

Guidance literature:

With water; zinc; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In 1,4-dioxane; at 90 ℃; for 20h;

DOI:10.1016/j.tetlet.2006.08.107

Reference yield: 93.0%

5-methylhexan-2-ol (627-59-8) → 5-Methyl-2-hexanone (110-12-3)

Guidance literature:

With pyridine; tert-butylhypochlorite; In dichloromethane; for 1h;

Reference yield: 92.0%

5-methyl-hexan-2-one oxime (624-44-2) → 5-Methyl-2-hexanone (110-12-3)

Guidance literature:

With hydrogenchloride; sodium chlorite; In water; at 20 ℃; for 0.0833333h;

DOI:10.2174/157017861201150112125024

upstream raw materials:

5-methyl-3-hexene-2-one

5-methylhexan-2-ol

2,5-dimethyl-1-hexene

2,3,6-trimethyl-heptan-2-ol

Downstream raw materials:

2,5-dimethylhexan-2-ol

3,6-dimethylheptane-3-ol

2-methyl-3-(2-methylpropyl)pyridine

5-methyl-hexan-2-one-(2,4-dinitro-phenylhydrazone)

Refernces

• 1、 Jansen, Johan F. G. A.,Feringa, Ben L.. "CONJUGATE ADDITIONS OF GRIGNARD REAGENTS TO α,β-UNSATURATED KETONES MEDIATED BY DIAMINE ZINC(II)MONOALKOXIDES". . p. 3593 - 3596. Retrieved 1988.
• 2、 Albuquerque, Brunno L.,Denicourt-Nowicki, Audrey,Mériadec, Cristelle,Domingos, Josiel B.,Roucoux, Alain. "Water soluble polymer-surfactant complexes-stabilized Pd(0) nanocatalysts: Characterization and structure-activity relationships in biphasic hydrogenation of alkenes and α,β-unsaturated ketones". . p. 144 - 153. Retrieved 2016.
• 3、 Gao, Xi,Zhou, Jianhao,Peng, Xinhua. "Efficient Palladium(0) supported on reduced graphene oxide for selective oxidation of olefins using graphene oxide as a ‘solid weak acid’". . p. 73 - 78. Retrieved 2019/02/06.
• 4、 Gu, Yu-Rui,Duan, Xin-Hua,Chen, Li,Ma, Zhi-Yong,Gao, Pin,Guo, Li-Na. "Iminyl Radical-Triggered Intermolecular Distal C(sp3)-H Heteroarylation via 1,5-Hydrogen-Atom Transfer (HAT) Cascade". supporting information. p. 917 - 920. Retrieved 2019/02/14.