38580-83-5

Basic information

• Product Name: 2-Phenylbenzyl chloride
• Synonyms: 2-(Chloromethyl)-1,1'-biphenyl;2-(Chloromethyl)biphenyl;2-Phenylbenzyl chloride
• CAS NO: 38580-83-5
• Molecular Formula: C₁₃H₁₁Cl
• Molecular Weight: 203
• Mol File: 38580-83-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 334℃
• Flash Point: 150℃
• Appearance: /
• Density: 1.111
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Phenylbenzyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenylbenzyl chloride(38580-83-5)
• EPA Substance Registry System: 2-Phenylbenzyl chloride(38580-83-5)

Safety Data

• Hazardous Substances Data: 38580-83-5(Hazardous Substances Data)

Usage

General Description

2-Phenylbenzyl chloride, also known as α-chlorotoluene, is an organic compound with the chemical formula C13H11Cl. It is a colorless to light yellow liquid with a strong, sweet odor. 2-Phenylbenzyl chloride is used as an intermediate in the production of pharmaceuticals, dyes, and other organic compounds. It is also used in the synthesis of polymers and as a reagent in organic chemistry reactions. 2-Phenylbenzyl chloride is a hazardous substance and is classified as a skin and eye irritant. It should be handled with caution and proper personal protective equipment should be worn when working with this compound.

Upstream product

• 2928-43-0 2-biphenylmethanol 
• 643-58-3 2-methylbiphenyl 
• 16605-99-5 biphenyl-2-carboxylic acid methyl ester 
• 59473-45-9 2-(chloromethyl)iodobenzene 
• 98-80-6 phenylboronic acid 
• 24973-49-7 biphenyl-2-carbonitrile 
• 1924-77-2 2-phenylbenzylamine 
• 947-84-2 2-Biphenylcarboxylic acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 1203-68-5 2-Phenylbenzaldehyde 
• 578-51-8 2-bromobenzylchloride 

Downstream Products

• 96003-60-0 1,2-bis(biphenyl-2-yl)ethane 
• 92495-58-4 2-phenylbenzyl methyl ether 
• 2928-43-0 2-biphenylmethanol 
• 19853-17-9 3-(biphenyl-2-yl)propanoic acid 
• 127218-04-6 diethyl ([1,1'-biphenyl]-2-ylmethyl)phosphonate 
• 655233-27-5 5,6-bis-(biphenyl-2-ylmethoxy)-3-chloro-benzo[b]thiophene-2-carboxylic acid methyl ester 
• 98483-95-5 2-Phenyl-benzylphosphonsaeure-dianilid 
• 92025-82-6 biphenyl-2-ylmethyl-phosphonic acid 
• 96591-53-6 2-Phenyl-benzylphosphonsaeure-dichlorid 
• 106478-60-8 5,6-dihydro-phosphanthridine 5-oxide 
• 100210-51-3 5-phenoxy-5,6-dihydro-phosphanthridine 5-oxide 
• 98739-70-9 (5-oxo-5,6-dihydro-5λ⁵-phosphanthridin-5-yl)-phenyl-amine 
• 20702-05-0 5-oxo-5,6-dihydro-5λ⁵-phosphanthridin-5-ol 
• 95469-27-5 5-chloro-5,6-dihydro-phosphanthridine 5-oxide 

Relevant articles and documents

Visible Light-Catalyzed Benzylic C-H Bond Chlorination by a Combination of Organic Dye (Acr+-Mes) and N-Chlorosuccinimide

By combining "N-chlorosuccinimide (NCS)"as the safe chlorine source with "Acr+-Mes"as the photocatalyst, we successfully achieved benzylic C-H bond chlorination under visible light irradiation. Furthermore, benzylic chlorides could be converted to benzylic ethers smoothly in a one-pot manner by adding sodium methoxide. This mild and scalable chlorination method worked effectively for diverse toluene derivatives, especially for electron-deficient substrates. Careful mechanistic studies supported that NCS provided a hydrogen abstractor "N-centered succinimidyl radical,"which was responsible for the cleavage of the benzylic C-H bond, relying on the reducing ability of Acr?-Mes.

Computer-Assisted Discovery and Structural Optimization of a Novel Retinoid X Receptor Agonist Chemotype

As universal heterodimer partners of many nuclear receptors, the retinoid X receptors (RXRs) constitute key transcription factors. They regulate cell proliferation, differentiation, inflammation, and metabolic homeostasis and have recently been proposed as potential drug targets for neurodegenerative and inflammatory diseases. Owing to the hydrophobic nature of RXR ligand binding sites, available synthetic RXR ligands are lipophilic, and their structural diversity is limited. Here, we disclose the computer-assisted discovery of a novel RXR agonist chemotype and its systematic optimization toward potent RXR modulators. We have developed a nanomolar RXR agonist with high selectivity among nuclear receptors and superior physicochemical properties compared to classical rexinoids that appears suitable for in vivo applications and as lead for future RXR-targeting medicinal chemistry.

Pd-catalyzed, highly selective C(sp2)-Br bond coupling reactions of o-(or m-, or p-) chloromethyl bromobenzene with arylboronic acids

Highly selective C(sp2)–C(sp2) cross-coupling of dihalogenated hydrocarbons comprising C(sp2)–Br and C(sp3)–Cl bonds with arylboronic acids is reported. This highly selective coupling reaction of the C(sp2)–Br bond is successfully achieved using Pd(OAc)2 and PCy3·HBF4 as the palladium source and ligand, respectively. A series of chloromethyl-1,1′-biphenyl compounds are obtained in moderate-to-excellent yields. Moreover, this protocol can be extended to the one-pot dual arylation of 1-bromo-4-(chloromethyl)benzene with two arylboronic acids, leading to diverse unsymmetrical 4-benzyl-1,1′-biphenyl derivatives.