4-Chlorodiphenylmethane

Base Information

• Chemical Name: 4-Chlorodiphenylmethane
• CAS No.: 831-81-2
• Molecular Formula: C13H11Cl
• Molecular Weight: 202.683
• Hs Code.: 29039990
• European Community (EC) Number: 674-045-5
• NSC Number: 83166
• UNII: DF8MF37RDF
• DSSTox Substance ID: DTXSID1073238
• Nikkaji Number: J740.658D
• Wikidata: Q27276369
• Mol file: 831-81-2.mol

Synonyms:4-Chlorodiphenylmethane;831-81-2;1-Benzyl-4-chlorobenzene;p-Chlorobenzylbenzene;p-Chlorodiphenylmethane;Benzene, 1-chloro-4-(phenylmethyl)-;(p-Chlorophenyl)phenylmethane;4-chlorodiphenyl methane;Methane, (p-chlorophenyl)phenyl-;4-Chloroditan;4-chlorophenyl phenylmethane;(4-CHLOROPHENYL)PHENYLMETHANE;Methane, (4-chlorophenyl)phenyl-;UNII-DF8MF37RDF;1-Chloro-4-benzylbenzene;DF8MF37RDF;1-benzyl-4-chloro-benzene;C13H11Cl;HSDB 2676;MFCD00094070;NSC 83166;NSC-83166;AI3-22090;p-Chlordiphenylmethan;4-benzylchlorobenzene;NCIOpen2_004778;1-Benzyl-4-chlorobenzene #;4-CHLORODITAN [HSDB];SCHEMBL196969;DTXSID1073238;NPOGRKGIBGKRNI-UHFFFAOYSA-N;NSC83166;PHENYL(P-CHLOROPHENYL)METHANE;AC7678;AKOS015901414;CS-W015489;FS-4495;SY016885;C2086;FT-0633011;FT-0698665;F14902;A840520;Q27276369

Chemical Property of 4-Chlorodiphenylmethane

Chemical Property:

• Vapor Pressure: 0.00383mmHg at 25°C
• Melting Point: 7 °C
• Refractive Index: 1.5854 (589.3 nm 20℃)
• Boiling Point: 289.4 °C at 760 mmHg
• Flash Point: 122 °C
• PSA: 0.00000
• Density: 1.121 g/cm³
• LogP: 3.93080
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Dichloromethane (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Sl
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 202.0549280
• Heavy Atom Count: 14
• Complexity: 153

Purity/Quality:

98.0% Min., ^*data from raw suppliers

p-Chlorobenzylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C(C=C1)CC2=CC=C(C=C2)Cl
• Uses: p-Chlorobenzylbenzene, is a building block in the synthesis of variuos pharmaceutical compounds. It can also be used in ?Zinc-catalyzed benzylic C-H bond oxidation, to produce carbonyl containing compounds with good yields.

Technology Process of 4-Chlorodiphenylmethane

There total 115 articles about 4-Chlorodiphenylmethane 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: 79.0%

N,N-ditosyl-4-chlorobenzylamine (67536-98-5) + phenylboronic acid (98-80-6) → 4-chlorophenyl(phenyl)methane (831-81-2) + 4-benzylbiphenyl (613-42-3)

Guidance literature:

With tetrakis(acetonitrile)palladium(II) tetrafluoroborate; potassium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In N,N-dimethyl-formamide; at 60 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo500462n

Reference yield: 58.0%

chlorobenzene (108-90-7) + benzyl alcohol (100-51-6,185532-71-2) → 4-chlorophenyl(phenyl)methane (831-81-2) + (o-benzyl)chlorobenzene (29921-41-3)

Guidance literature:

With indium(III) triflate; 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide; at 120 ℃; for 1.5h; Overall yield = 61 %; Microwave irradiation; Green chemistry;

DOI:10.1139/cjc-2013-0290

Reference yield: 54.0%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + phenylboronic acid (98-80-6) → 4-chlorophenyl(phenyl)methane (831-81-2) + 4-benzylbiphenyl (613-42-3)

Guidance literature:

With potassium phosphate; SP-4-[1,3-bis[2,6-diisopropylphenyl]-1,3-dihydro-2H-imidazol-2-ylidene]chloro[2-(1-methyl-1H-imidazol-2-yl-κN³)phenyl-κC]palladium(II); In ethanol; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1021/om5004336

upstream raw materials:

Diethylene glycol monobutyl ether

4-chlorobenzophenone hydrazone

Natrium-[2-(2-butoxy-aethoxy)-aethylat]

Diphenylmethane

Downstream raw materials:

p-chlorobenzhydrylamine

(4-chlorophenyl)phenylmethanol

4-chlorobenzophenone

4-benzylbenzonitrile

Refernces

• 1、 Ma, Xufeng,Wang, Han,Liu, Yao,Zhao, Xing,Zhang, Jun. "Mixed Alkyl/Aryl Diphos Ligands for Iron-Catalyzed Negishi and Kumada Cross Coupling Towards the Synthesis of Diarylmethane". . p. 5134 - 5140. Retrieved 2021/11/16.
• 2、 -. "Method for reducing carbonyl reduction to methylene under illumination". Paragraph 0033-0038; 0125-0129. . Retrieved 2021/09/29.