Benzyl 4-chlorophenyl ketone

Base Information

• Chemical Name: Benzyl 4-chlorophenyl ketone
• CAS No.: 1889-71-0
• Molecular Formula: C14H11ClO
• Molecular Weight: 230.694
• Hs Code.: 2914700090
• NSC Number: 99455,32891
• DSSTox Substance ID: DTXSID10283680
• Nikkaji Number: J469.936J
• Wikidata: Q72456519
• ChEMBL ID: CHEMBL1428298
• Mol file: 1889-71-0.mol

Synonyms:Benzyl 4-chlorophenyl ketone;1889-71-0;1-(4-chlorophenyl)-2-phenylethanone;4'-Chloro-2-phenylacetophenone;4-Chlorodeoxybenzoin;1-(4-chlorophenyl)-2-phenylethan-1-one;MFCD00016342;1-(4-chlorophenyl)-2-phenyl-ethanone;4/'-Chloro-2-phenylacetophenone;4-CHLORODESOXY BENZOIN;NSC99455;deoxy-4-chlorobenzoin;2,4-PentadecadiynoicAcid;Benzyl4-chlorophenylketone;benzyl p-chlorophenyl ketone;benzyl(p-chlorophenyl)ketone;4-chlorophenyl benzyl ketone;NCIOpen2_006717;MLS000851416;SCHEMBL199869;CHEMBL1428298;DTXSID10283680;HMS2799N09;AMY27960;NSC32891;NSC 32891;NSC 99455;NSC-32891;NSC-99455;STL477446;AKOS003620727;4'-Chloro-2-phenylacetophenone, 97%;CCG-241984;CS-W004824;AC-30020;AS-17306;Ethanone, 1-(4-chlorophenyl)-2-phenyl-;SMR000457859;SY048685;1-(4-Chlorophenyl)-2-phenylethan--1-one;B4704;FT-0622806;D70883;EN300-7362036;A813285;AE-641/00686010;J-012184;Z275365352

Chemical Property of Benzyl 4-chlorophenyl ketone

Chemical Property:

• Vapor Pressure: 1.57E-05mmHg at 25°C
• Melting Point: 103-107 °C(lit.)
• Refractive Index: 1.593
• Boiling Point: 365.4 °C at 760 mmHg
• Flash Point: 197.6 °C
• PSA: 17.07000
• Density: 1.191 g/cm³
• LogP: 3.76540
• Storage Temp.: Sealed in dry,Room Temperature
• 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%,99%, ^*data from raw suppliers

4′-Chloro-2-phenylacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; N
• Hazard Codes: Xi,N
• Statements: 41-43-51/53
• Safety Statements: 26-39-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)C2=CC=C(C=C2)Cl

Technology Process of Benzyl 4-chlorophenyl ketone

There total 108 articles about Benzyl 4-chlorophenyl 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: 98.0%

S-phenyl 4-chlorobenzothioate (28122-82-9) + benzyl(bromo)zinc (62673-31-8) → 4'-chloro-2-phenylacetophenone (1889-71-0)

Guidance literature:

With (phenyl)(bis-triphenylphosphine)palladium(II) chloride; In tetrahydrofuran; toluene; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00031

Reference yield: 94.0%

2-(4-chlorophenyl)-2-oxo-1-phenylethyl benzoate (114679-00-4) → 4'-chloro-2-phenylacetophenone (1889-71-0)

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 60 ℃; for 24h; under 45004.5 Torr; chemoselective reaction; Glovebox; Autoclave;

DOI:10.1002/anie.201603590

Reference yield: 92.0%

2-(4-chlorophenyl)-2-oxo-1-phenylethyl acetate (119267-71-9) → 4'-chloro-2-phenylacetophenone (1889-71-0)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; triethylamine; In acetonitrile; at 20 ℃; for 1h; Inert atmosphere; UV-irradiation;

DOI:10.1021/acs.orglett.5b02378

upstream raw materials:

chlorobenzene

phenylacetyl chloride

4-chlorobenzamide

benzylmagnesium chloride

Downstream raw materials:

1-(4-chloro-phenyl)-2,4,5-triphenyl-pentane-1,5-dione

1-(4-chloro-phenyl)-2-phenyl-3-pyrrolidino-propan-1-one

1-(4-chlorophenyl)-2-phenylprop-2-en-1-one

2-bromo-1-(4-chlorophenyl)-2-phenylethanone

Refernces

• 1、 Gorin, Craig F.,Beh, Eugene S.,Kanan, Matthew W.. "An electric field-induced change in the selectivity of a metal oxide-catalyzed epoxide rearrangement". . p. 186 - 189. Retrieved 2012.
• 2、 Luo, Mengqiang,Zhang, Yaohong,Fang, Ping,Li, Yan,Qi, Chenze,Li, Yong,Shen, Runpu,Cheng, Kai,Wang, Hai. "H2O2-mediated room temperature synthesis of 2-arylacetophenones from arylhydrazines and vinyl azides in water". supporting information. p. 630 - 635. Retrieved 2022/02/01.
• 3、 Schierle, Simone,Chaikuad, Apirat,Lillich, Felix F.,Ni, Xiaomin,Woltersdorf, Stefano,Schallmayer, Espen,Renelt, Beatrice,Ronchetti, Riccardo,Knapp, Stefan,Proschak, Ewgenij,Merk, Daniel. "Oxaprozin Analogues as Selective RXR Agonists with Superior Properties and Pharmacokinetics". supporting information. p. 5123 - 5136. Retrieved 2021/05/04.