Phenyl perfluorobutyl ketone

Base Information

• Chemical Name: Phenyl perfluorobutyl ketone
• CAS No.: 308-27-0
• Molecular Formula: C11H5F9O
• Molecular Weight: 324.146
• DSSTox Substance ID: DTXSID001022348
• Nikkaji Number: J2.954.429H
• Mol file: 308-27-0.mol

Synonyms:Phenyl perfluorobutyl ketone;308-27-0;2,2,3,3,4,4,5,5,5-Nonafluoro-1-phenylpentan-1-one;starbld0049178;DTXSID001022348;Phenyl perfluorobutyl ketone, 97%;MFCD00411631

Chemical Property of Phenyl perfluorobutyl ketone

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 324.01966824
• Heavy Atom Count: 21
• Complexity: 393

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C(C(C(C(F)(F)F)(F)F)(F)F)(F)F

Technology Process of Phenyl perfluorobutyl ketone

There total 7 articles about Phenyl perfluorobutyl ketone 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: 83.0%

Benzoyl bromide (618-32-6) + 2C4F9(1-)*Ag(1+)*Cu(1+) → 2,2,3,3,4,4,5,5,5-nonafluoro-1-phenylpentan-1-one (308-27-0)

Guidance literature:

With propiononitrile; at 20 ℃; for 2h; Reagent/catalyst; Inert atmosphere;

DOI:10.1039/c5dt02925b

Reference yield: 76.0%

2,2,3,3,4,4,5,5,5-nonafluoro-1-phenyl-1-pentanol (78960-83-5) → 2,2,3,3,4,4,5,5,5-nonafluoro-1-phenylpentan-1-one (308-27-0)

Guidance literature:

With oxone; potassium 2-iodo-5-methylbenzenesulfonate; In acetonitrile; at 90 ℃; for 18h;

DOI:10.1016/j.jfluchem.2012.03.002

Reference yield: 61.0%

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane (423-39-2) + benzoic acid ethyl ester (93-89-0,99341-95-4) → 2,2,3,3,4,4,5,5,5-nonafluoro-1-phenylpentan-1-one (308-27-0)

Guidance literature:

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; With ethylmagnesium bromide; In diethyl ether; at -70 ℃; for 1.5h;

benzoic acid ethyl ester; In diethyl ether; at -70 - -60 ℃; for 14.5h;

DOI:10.1002/ejoc.201000887

upstream raw materials:

perfluorovaleryl chloride

benzene

Perfluoropentanoic acid

benzonitrile

Downstream raw materials:

(S)-5,5,6,6,7,7,8,8,8-nonafluoro-4-hydroxy-4-phenyl-octan-2-one