5-Methylhex-3-en-2-one

Base Information

• Chemical Name: 5-Methylhex-3-en-2-one
• CAS No.: 5166-53-0
• Molecular Formula: C7H12 O
• Molecular Weight: 112.172
• Hs Code.: 2914190090
• Wikidata: Q81990973
• Mol file: 5166-53-0.mol

Synonyms:UNII-8L0NZD2EIQ;Isobutylidenaceton;5-methyl-3-hexene-2-one;AKOS028110111;FT-0648604;M2366

Chemical Property of 5-Methylhex-3-en-2-one

Chemical Property:

• Vapor Pressure: 3.8mmHg at 25°C
• Refractive Index: n20/D 1.44(lit.)
• Boiling Point: 150.7°Cat760mmHg
• Flash Point: 47.5°C
• PSA: 17.07000
• Density: 0.829g/cm³
• LogP: 1.78760
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

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

5-Methyl-3-hexen-2-one (contains 5-Methyl-4-hexen-2-one) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T
• Hazard Codes: Xn,T
• Statements: 10-20/21/22-24-20/22
• Safety Statements: 16-27-36/37/39-45-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C=CC(=O)C
• Uses: 5-Methyl-3-hexen-2-one was used in combinatorial synthesis of mercaptoketones and mercaptoalcohols.

Technology Process of 5-Methylhex-3-en-2-one

There total 35 articles about 5-Methylhex-3-en-2-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: 100.0%

4-hydroxy-5-methyl-hexan-2-one (65651-63-0,38836-21-4) → (E)-4-isopropylbut-3-en-2-one (1669-43-8,5166-53-0,1821-29-0)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane; at 110 ℃; for 0.0130556h;

DOI:10.1021/ol062777o

Reference yield: 94.0%

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

Guidance literature:

Reference yield: 85.0%

Acetonyl-diethyl-phosphinoxid (995-05-1) + isobutyraldehyde (78-84-2) → (E)-4-isopropylbut-3-en-2-one (1669-43-8,5166-53-0,1821-29-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 5 ℃; for 1.25h;

upstream raw materials:

4-hydroxy-5-methyl-hexan-2-one

isobutyraldehyde

acetone

2-methyl-2-(2-(phenylsulfonyl)ethyl)-1,3-dioxolane

Downstream raw materials:

2-methyl-2-(3-methyl-but-3-enyl)-[1,3]dioxolane

5-methyl-4-hexen-2-one ethylene ketal

2-Methyl-2-((E)-3-methyl-but-1-enyl)-[1,3]dioxolane

cis-4-Hydroxy-6-isopropyl-4-methyl-2-(4-methylphenyl)-5,6-dihydro-4H-1,3-selenazine

Refernces

• 1、 Gyulavári, Pál,Szokol, Bálint,Szabadkai, István,Brauswetter, Diána,Bánhegyi, Péter,Varga, Attila,Markó, Péter,Boros, Sándor,Illyés, Eszter,Szántai-Kis, Csaba,Krekó, Marcell,Czudor, Zsófia,?rfi, László. "Discovery and optimization of novel benzothiophene-3-carboxamides as highly potent inhibitors of Aurora kinases A and B". supporting information. p. 3265 - 3270. Retrieved 2018/08/24.
• 2、 Correia, José Tiago Menezes,List, Benjamin,Coelho, Fernando. "Catalytic Asymmetric Conjugate Addition of Indolizines to α,β-Unsaturated Ketones". supporting information. p. 7967 - 7970. Retrieved 2017/06/27.