4-Chloro-4'-fluorobutyrophenone

Base Information

• Chemical Name: 4-Chloro-4'-fluorobutyrophenone
• CAS No.: 3874-54-2
• Deprecated CAS: 41167-07-1,660844-72-4,660844-72-4
• Molecular Formula: C10H10ClFO
• Molecular Weight: 200.64
• Hs Code.: 2914700090
• European Community (EC) Number: 223-395-3
• NSC Number: 87082
• UNII: FVL03C7JRR
• DSSTox Substance ID: DTXSID3057729
• Nikkaji Number: J31.093J
• Wikidata: Q27278227
• ChEMBL ID: CHEMBL3561872
• Mol file: 3874-54-2.mol

Synonyms:Butyrophenone,4-chloro-4'-fluoro- (6CI,7CI,8CI);1-Chloro-4-(4-fluorophenyl)-4-oxobutane;3-(p-Fluorobenzoyl)propyl chloride;4-(4-Fluorophenyl)-4-oxobutyl chloride;4-Chloro-1-(4-fluorophenyl)-1-butanone;4-Chloro-1-(p-fluorophenyl)-1-oxobutane;4-p-Fluorophenyl-4-oxo-1-chlorobutane;4'-Fluoro-4-chlorobutyrophenone;p-Fluoro-4-chlorobutyrophenone;g-Chloro-p-fluorobutyrophenone;w-Chloro-p-fluorobutyrophenone;

Chemical Property of 4-Chloro-4'-fluorobutyrophenone

Chemical Property:

• Appearance/Colour: slightly yellow-greenish clear oil
• Melting Point: 5-6 °C
• Refractive Index: n20/D 1.5255(lit.)
• Boiling Point: 299.1 °C at 760 mmHg
• Flash Point: 134.7 °C
• PSA: 17.07000
• Density: 1.183 g/cm³
• LogP: 3.02740
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Water Solubility.: 0.38 g/L (20 ºC)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 200.0404208
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-4''-fluorobutyrophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones, Halogenated
• Canonical SMILES: C1=CC(=CC=C1C(=O)CCCCl)F
• Uses: 4-Chloro-4'-fluorobutyrophenone (cas# 3874-54-2) is a compound useful in organic synthesis. 4-Chloro-4''-fluorobutyrophenone (cas# 3874-54-2) is a compound useful in organic synthesis.

Technology Process of 4-Chloro-4'-fluorobutyrophenone

There total 11 articles about 4-Chloro-4'-fluorobutyrophenone 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: 90.0%

fluorobenzene (462-06-6) + 4-Chlorobutanoyl chloride (4635-59-0) → 4-(4-fluorophenyl)-4-oxo-n-butyl chloride (3874-54-2,41167-07-1)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 20 ℃; for 4h; Time;

Reference yield: 89.0%

4-chloro-1-(4-fluorophenyl)-1,1-(ethylenedioxy)butane (3308-94-9) → 4-(4-fluorophenyl)-4-oxo-n-butyl chloride (3874-54-2,41167-07-1)

Guidance literature:

In(OSO₂CF₃)3; In acetone; at 100 ℃; for 0.0833333h; microwave irradiation;

DOI:10.1021/jo0707075

Reference yield: 88.0%

4-flourophenylmagnesium bromide (352-13-6) + 4-Chlorobutanoyl chloride (4635-59-0) → 4-(4-fluorophenyl)-4-oxo-n-butyl chloride (3874-54-2,41167-07-1)

Guidance literature:

4-Chlorobutanoyl chloride; With 1-methyl-pyrrolidin-2-one; In toluene; at 0 ℃; for 0.5h;

4-flourophenylmagnesium bromide; In tetrahydrofuran; toluene; at -10 - 0 ℃; for 4.25h; chemoselective reaction;

DOI:10.1039/c1ob05780d

upstream raw materials:

fluorobenzene

4-Chlorobutanoyl chloride

4-chloro-1-(4-fluorophenyl)-1,1-(ethylenedioxy)butane

4-flourophenylmagnesium bromide

Downstream raw materials:

moperone

4-<4-(4-fluorophenyl)-4-hydroxy-1-piperidinyl>-1-(4-fluorophenyl)-1-butanone

haloperidol

4-(2,3-dihydro-5H-benzo[f][1,4]oxazepin-4-yl)-1-(4-fluoro-phenyl)-butan-1-one

Refernces

• 1、 Chen, Guangying,Cheng, Gui-Juan,Guo, Bin,Li, Xiaobao,Ran, Chongzhao,Wang, Lu,Wang, Ting,Wei, Jun-Jie,Zheng, Caijuan,Zheng, Chao. "Direct C-H Arylation of Aldehydes by Merging Photocatalyzed Hydrogen Atom Transfer with Palladium Catalysis". . p. 7543 - 7551. Retrieved 2020/08/21.
• 2、 Wang, Jie,Pang, Yu-Bo,Tao, Na,Zeng, Run-Sheng,Zhao, Yingsheng. "Mn-Enabled Radical-Based Alkyl-Alkyl Cross-Coupling Reaction from 4-Alkyl-1,4-dihydropyridines". . p. 15315 - 15322. Retrieved 2019/11/19.