5-Methyl-5-hexen-2-one

Base Information

• Chemical Name: 5-Methyl-5-hexen-2-one
• CAS No.: 3240-09-3
• Molecular Formula: C7H12O
• Molecular Weight: 112.172
• Hs Code.: 2914190090
• European Community (EC) Number: 221-807-6
• NSC Number: 21640
• UNII: 6OVV4Q22O6
• DSSTox Substance ID: DTXSID5062928
• Nikkaji Number: J262.347A
• Wikidata: Q27265246
• Metabolomics Workbench ID: 44947
• Mol file: 3240-09-3.mol

Synonyms:5-Methyl-5-hexen-2-one;5-Methylhex-5-en-2-one;3240-09-3;5-Hexen-2-one, 5-methyl-;methallylacetone;FEMA No. 3365;6OVV4Q22O6;NSC-21640;5-Methyl-5-hexen-2-one, 99%;NSC21640;5-oxo-2-methylhexene;2-Methyl-1-hexene-5-one;5-methyl-hex-5-en-2-one;UNII-6OVV4Q22O6;4-Acetyl-2-methyl-1-butene;SCHEMBL347806;5-METHYLENE-2-HEXANONE;DTXSID5062928;FEMA 3365;EINECS 221-807-6;NSC 21640;AKOS009157103;5-METHYL-5-HEXEN-2-ONE [FHFI];AS-81483;FT-0692786;EN300-1229359;J-018725;Q27265246

Chemical Property of 5-Methyl-5-hexen-2-one

Chemical Property:

• Vapor Pressure: 4.45mmHg at 25°C
• Refractive Index: n20/D 1.431(lit.)
• Boiling Point: 147.3 °C at 760 mmHg
• Flash Point: 38.7 °C
• PSA: 17.07000
• Density: 0.824 g/cm³
• LogP: 1.93170
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)CCC(=O)C
• Description: Synthesized from methallyl alcohol, the corresponding methallyl alcohol, acetoacetone is prepared, dissolved in diphenyl ether, and finally heated to 200 - 215°C.

Technology Process of 5-Methyl-5-hexen-2-one

There total 25 articles about 5-Methyl-5-hexen-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: 89.0%

ethyl 2-acetyl-4-methylpent-4-enoate (20962-70-3,53369-02-1) → 5-methyl-5-hexen-2-one (3240-09-3)

Guidance literature:

With sodium hydroxide; In water; for 2h; Reflux;

DOI:10.1016/j.tet.2014.12.088

Reference yield: 70.0%

5-methylhex-5-en-2-ol (50551-88-7) → 5-methyl-5-hexen-2-one (3240-09-3)

Guidance literature:

With pyridinium chlorochromate;

DOI:10.1246/bcsj.60.1721

Reference yield: 62.0%

2-methyl-3-bromo-1-propene (1458-98-6) + acetylacetone (123-54-6,81235-32-7) → 5-methyl-5-hexen-2-one (3240-09-3)

Guidance literature:

With potassium carbonate; for 18h; Heating;

upstream raw materials:

diphenylether

2-methylprop-2-enyl 3-oxobutanoate

ethyl 2-acetyl-4-methylpent-4-enoate

Ketene

Downstream raw materials:

5-methylhex-5-en-2-ol

5-methylhex-4-en-2-one

hept-5-yn-2-one

5-hydroxy-5-methylhexan-2-one

Refernces

• 1、 Marsh,D.G. et al.. "-". . p. 333 - 338. Retrieved 1971.
• 2、 Tokuyasu, Takahiro,Masuyama, Araki,Nojima, Masatomo,McCullough, Kevin J.. "Halonium ion-mediated reaction of unsaturated hydroperoxy acetals. Competition between the formation of cyclic peroxides and the migration of the methoxy (or hydroxy) group". . p. 1069 - 1075. Retrieved 2007/10/03.
• 3、 Bloodworth,Curtis,Spencer,Tallant. "Oxymetallation. Part 24. Preparation of cyclic peroxides by cycloperoxymercuriation of unsaturated hydroperoxides". . p. 2729 - 2750. Retrieved 2007/10/02.