4-Chloro-1-oxo-1-(4-trifluoromethylphenyl)butane

Base Information

• Chemical Name: 4-Chloro-1-oxo-1-(4-trifluoromethylphenyl)butane
• CAS No.: 327617-82-3
• Molecular Formula: C11H10ClF3O
• Molecular Weight: 250.648
• DSSTox Substance ID: DTXSID60594132
• Wikidata: Q82488877
• Mol file: 327617-82-3.mol

Synonyms:4-CHLORO-1-OXO-1-(4-TRIFLUOROMETHYLPHENYL)BUTANE;327617-82-3;4-CHLORO-1-[4-(TRIFLUOROMETHYL)PHENYL]BUTAN-1-ONE;MFCD02260641;4-chloro-1-(4-(trifluoromethyl)phenyl)butan-1-one;SCHEMBL5509133;DTXSID60594132;AKOS015156702;4-Chloro-4'-trifluoromethyl-butyrophenone;DB-262982;4-Chloro-1-[4-(Trifluoromethyl)Phenyl]-1-Butanone

Chemical Property of 4-Chloro-1-oxo-1-(4-trifluoromethylphenyl)butane

Chemical Property:

• Vapor Pressure: 0.000613mmHg at 25°C
• Boiling Point: 310.1°C at 760 mmHg
• Flash Point: 141.3°C
• PSA: 17.07000
• Density: 1.26g/cm³
• LogP: 3.90710
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 250.0372271
• Heavy Atom Count: 16
• Complexity: 232

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-1-oxo-1-(4-trifluoromethylphenyl)butane 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CCCCl)C(F)(F)F

Technology Process of 4-Chloro-1-oxo-1-(4-trifluoromethylphenyl)butane

There total 3 articles about 4-Chloro-1-oxo-1-(4-trifluoromethylphenyl)butane 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: 73.0%

1-(4-(trifluoromethyl)phenyl)cyclobutan-1-ol (29480-10-2) → 4-chloro-1-(4-(trifluoromethyl)phenyl)butan-1-one (327617-82-3)

Guidance literature:

With 1,10-Phenanthroline; tert-butylhypochlorite; silver trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 6h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.5b03649

Reference yield:

4-(trifluoromethyl)phenylmagnesium bromide (402-51-7) + 4-Chlorobutanoyl chloride (4635-59-0) → 4-chloro-1-(4-(trifluoromethyl)phenyl)butan-1-one (327617-82-3)

Guidance literature:

With copper(l) chloride; lithium chloride; manganese(ll) chloride; In tetrahydrofuran; at -50 - 20 ℃;

DOI:10.1021/jo982317b

Reference yield:

p-trifluoromethylphenyl bromide (402-43-7) → 4-chloro-1-(4-(trifluoromethyl)phenyl)butan-1-one (327617-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: iodine; magnesium / tetrahydrofuran / Inert atmosphere; Reflux; Sealed tube

1.2: 0 - 20 °C / Inert atmosphere; Sealed tube

2.1: acetic acid; manganese(II) triflate; magnesium chloride; lithium perchlorate / acetonitrile / 3.5 h / 25 °C / Inert atmosphere; Electrochemical reaction; Sealed tube

With manganese(II) triflate; iodine; lithium perchlorate; magnesium; acetic acid; magnesium chloride; In tetrahydrofuran; acetonitrile;

DOI:10.1021/acs.orglett.9b03652

upstream raw materials:

4-(trifluoromethyl)phenylmagnesium bromide

4-Chlorobutanoyl chloride

1-(4-(trifluoromethyl)phenyl)cyclobutan-1-ol

p-trifluoromethylphenyl bromide

Downstream raw materials:

5-oxo-5-[4-(trifluoromethyl)phenyl]pentanenitrile

4-iodo-1-(4-trifluoromethylphenyl)butanone

Refernces

• 1、 Huang, Feng-Qing,Xie, Jian,Sun, Jian-Guo,Wang, Yue-Wei,Dong, Xin,Qi, Lian-Wen,Zhang, Bo. "Regioselective Synthesis of Carbonyl-Containing Alkyl Chlorides via Silver-Catalyzed Ring-Opening Chlorination of Cycloalkanols". supporting information. p. 684 - 687. Retrieved 2016/03/01.