1-Phenyl-1,5-hexanedione

Base Information

• Chemical Name: 1-Phenyl-1,5-hexanedione
• CAS No.: 6303-82-8
• Molecular Formula: C12H14 O2
• Molecular Weight: 190.242
• NSC Number: 42890
• DSSTox Substance ID: DTXSID00285815
• Nikkaji Number: J807.661H
• Wikidata: Q82021327
• Mol file: 6303-82-8.mol

Synonyms:1-Phenyl-1,5-hexanedione;6303-82-8;1-phenylhexane-1,5-dione;5-benzoyl-2-pentanone;1-phenyl-hexane-1,5-dione;NSC42890;1-Phenyl-hexa-1,5-dione;1-Phenyl-1,5-hexanedione #;SCHEMBL8675031;DTXSID00285815;NSC-42890;FT-0741338

Chemical Property of 1-Phenyl-1,5-hexanedione

Chemical Property:

• Vapor Pressure: 0.000218mmHg at 25°C
• Boiling Point: 326.3°C at 760 mmHg
• Flash Point: 122.3°C
• Density: 1.033g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCCC(=O)C1=CC=CC=C1

Technology Process of 1-Phenyl-1,5-hexanedione

There total 72 articles about 1-Phenyl-1,5-hexanedione 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: 98.0%

1-styrenyloxytrimethylsilane (13735-81-4) + methyl vinyl ketone (78-94-4,25038-87-3) → 1-phenylhexane-1,5-dione (6303-82-8)

Guidance literature:

With di-n-butylbis(trifluoromethanesulfonyloxy)stannane; In dichloromethane; at -78 ℃; for 2h;

DOI:10.1016/S0040-4020(01)80717-1

Reference yield: 94.0%

(E)-5-hydroxy-1-phenylhex-2-en-1-one → 1-phenylhexane-1,5-dione (6303-82-8)

Guidance literature:

With [Pd(dtbpe)MeCl]; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; cyclohexene; In 1,2-dichloro-ethane; at 120 ℃; for 18h; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube;

DOI:10.1021/jacs.6b06390

Reference yield: 83.0%

(E)-1-(2-benzylidenecyclopropyl)ethanone (1195847-56-3) → 1-phenylhexane-1,5-dione (6303-82-8)

Guidance literature:

With water; palladium(II) bromide; In tetrahydrofuran; at 60 ℃; for 3h;

DOI:10.1016/j.tet.2009.08.044

upstream raw materials:

1-chloro-4-(1,3-dioxolane)-n-pentane

benzonitrile

2-methyl-2-vinyl-1,3-dioxolane

1-styrenyloxytrimethylsilane

Downstream raw materials:

1-(2-methylcyclopent-1-enyl)benzene

3-phenylcyclohex-2-enone

3-hydroxy-3-phenylcyclohexanone

trans-1-methyl-2-phenylcyclopentane-1,2-diol