2-(4-Chlorophenyl)-1-phenylethanone

Base Information

• Chemical Name: 2-(4-Chlorophenyl)-1-phenylethanone
• CAS No.: 6332-83-8
• Molecular Formula: C12H8ClN3O4S
• Molecular Weight: 230.694
• Hs Code.: 2914700090
• NSC Number: 38739
• UNII: 8D48K3G9JS
• DSSTox Substance ID: DTXSID40212706
• Nikkaji Number: J864.452G
• Wikidata: Q72457310
• ChEMBL ID: CHEMBL1721793
• Mol file: 6332-83-8.mol

Synonyms:6332-83-8;2-(4-chlorophenyl)-1-phenylethanone;2-(4-Chlorophenyl)acetophenone;Ethanone, 2-(4-chlorophenyl)-1-phenyl-;2-(4-chlorophenyl)-1-phenylethan-1-one;MLS002608112;MFCD02260686;NSC-38739;2-(4-Chlorophenyl)-1-phenyl-1-ethanone;4'-Chlorodeoxybenzoin;NSC38739;NSC 38739;2-(4-Chloro-phenyl)-1-phenyl-ethanone;EC-000.1832;phenyl 4-chlorobenzyl ketone;SCHEMBL571046;2-(p-Chlorophenyl)acetophenone;8D48K3G9JS;CHEMBL1721793;DTXSID40212706;HGIDMJOUQKOWMX-UHFFFAOYSA-N;phenyl 4-chlorophenylmethyl ketone;HMS3078B06;Acetophenone, 2-(p-chlorophenyl)-;AKOS001319070;AM90115;CS-12143;SMR001526863;SY038486;CS-0060490;EN300-25740;A19003;W18442;AG-670/02146009;Z217166118

Chemical Property of 2-(4-Chlorophenyl)-1-phenylethanone

Chemical Property:

• Melting Point: 138℃
• Boiling Point: 351℃
• Flash Point: 192℃
• PSA: 17.07000
• Density: 1.587g/cm3
• LogP: 3.76540
• Storage Temp.: 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 230.0498427
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-Chlorophenyl)-1-phenylethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CC2=CC=C(C=C2)Cl
• Uses: 2-(4-Chlorophenyl)-1-phenylethanone is an intermediate in the synthesis of pyrrobutamine which is antihistaminic. Also used as a reagent on the synthesis of 2,3-diaryl-6,7-dihydro-5H-1,4-diazepines which display antileukemic annd antiplatelet properties.

Technology Process of 2-(4-Chlorophenyl)-1-phenylethanone

There total 96 articles about 2-(4-Chlorophenyl)-1-phenylethanone 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-(4-chlorophenyl)-2-oxo-2-phenylethyl benzoate (114679-01-5) → 2-(4-chlorophenyl)-1-phenylethanone (6332-83-8)

Guidance literature:

With palladium(II) trifluoroacetate; hydrogen; [(4S)-4-[5-bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphanyl-1,3-benzodioxol-4-yl]-4,5,6,7-tetrahydro-1,3-benzodioxol-5-yl]-bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphane; In acetone; at 35 ℃; for 24h; under 22502.3 Torr; chemoselective reaction; Glovebox; Autoclave;

DOI:10.1002/anie.201603590

Reference yield: 88.0%

4-chlorophenacetyl chloride (25026-34-0) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2-(4-chlorophenyl)-1-phenylethanone (6332-83-8)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0033-1338451

Reference yield: 86.0%

iodobenzene (591-50-4) + p-chlorobenzyl cyanide (140-53-4) → 2-(4-chlorophenyl)-1-phenylethanone (6332-83-8)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); 1,3-bis-(diphenylphosphino)propane; water; zinc; In 1,2-dimethoxyethane; at 100 ℃; for 36h;

DOI:10.1021/ol300153f

upstream raw materials:

2-(4-chloro-phenyl)-3-oxo-3-phenyl-propionitrile

4-chlorobenzylmagnesium bromide

benzamide

diethyl ether

Downstream raw materials:

2-(4-chloro-benzyl)-2-phenyl-[1,3]oxathiolane

5-(4-chloro-phenyl)-2,3-dimethyl-4-phenyl-thiazolium; iodide

3-(4-chloro-phenyl)-4-phenyl-[1,2,5]thiadiazole

2,4-bis(p-chlorophenyl)-6-phenyl-1,3,5-triazine

Refernces

• 1、 Gu, Yuanyun,Zhang, Zhen,Wang, Yan-En,Dai, Ziteng,Yuan, Yaqi,Xiong, Dan,Li, Jie,Walsh, Patrick J.,Mao, Jianyou. "Benzylic Aroylation of Toluenes Mediated by a LiN(SiMe3)2/Cs+System". supporting information. p. 406 - 418. Retrieved 2022/01/14.
• 2、 Bouquin, Maxime,Jaroschik, Florian,Taillefer, Marc. "Versatile and base-free copper-catalyzed α-arylations of aromatic ketones using diaryliodonium salts". supporting information. . Retrieved 2021/06/11.