6-Phenyl-5-hexen-2-one

Base Information

• Chemical Name: 6-Phenyl-5-hexen-2-one
• CAS No.: 69371-59-1
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• DSSTox Substance ID: DTXSID20706850
• Mol file: 69371-59-1.mol

Synonyms:6-phenyl-5-hexen-2-one;6-phenyl-hex-5-en-2-one;cinnamyl-acetone;69371-59-1;DTXSID20706850;FQAGFMVFSPYMEW-UHFFFAOYSA-N

Chemical Property of 6-Phenyl-5-hexen-2-one

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCC=CC1=CC=CC=C1

Technology Process of 6-Phenyl-5-hexen-2-one

There total 22 articles about 6-Phenyl-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: 91.0%

C14H18O2 → 6-phenyl-hex-5-en-2-one (69371-59-1)

Guidance literature:

With sulfuric acid; In water; acetone; for 24h;

DOI:10.1021/ol8022853

Reference yield: 90.0%

acetoacetic acid methyl ester (105-45-3) + 3-bromo-1-phenyl-1-propenyl bromide (4392-24-9) → 6-phenyl-hex-5-en-2-one (69371-59-1)

Guidance literature:

acetoacetic acid methyl ester; 3-bromo-1-phenyl-1-propenyl bromide; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

With hydrogenchloride; In 1,4-dioxane; Heating;

DOI:10.1002/cctc.201600447

Reference yield: 79.0%

ethyl (4E)-2-acetyl-5-phenylpent-4-enoate (108400-97-1,69916-33-2) → 6-phenyl-hex-5-en-2-one (69371-59-1)

Guidance literature:

With lithium chloride; In water; dimethyl sulfoxide; for 10h; Heating;

DOI:10.1016/S0040-4020(01)87064-2

upstream raw materials:

1-Phenyl-2-propen-1-ol

ethyl acetoacetate

ethyl (4E)-2-acetyl-5-phenylpent-4-enoate

cinnamoyl chloride

Downstream raw materials:

N-Methoxy-1-phenyl-1-hexen-5-one oxime

N-Methyl-1-methyl-5-phenylpent-4-enylamine

1-phenyl-5-hexanone

2-Benzoyl-1-methoxy-5-methylpyrrolidine