7700-27-8

Basic information

• Product Name: 4-BENZYLOXYCHLOROBENZENE
• Synonyms: 4-BENZYLOXYCHLOROBENZENE;1-BENZYLOXY-4-CHLOROBENZENE;Benzene,1-chloro-4-(phenylmethoxy)-;4-BENZYLOXYCHLOROBENZENE 98%;(4-Chlorophenyl)benzyl ether;4-Chloro-1-(benzyloxy)benzene;4-Chlorophenylbenzyl ether;Benzyl p-chlorophenyl ether
• CAS NO: 7700-27-8
• Molecular Formula: C₁₃H₁₁ClO
• Molecular Weight: 218.68
• Mol File: 7700-27-8.mol
• Article Data: 39

Chemical Properties

• Melting Point: 70 °C
• Boiling Point: 321 °C at 760 mmHg
• Flash Point: 149 °C
• Appearance: /
• Density: 1.175 g/cm³
• Vapor Pressure: 0.000574mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-BENZYLOXYCHLOROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZYLOXYCHLOROBENZENE(7700-27-8)
• EPA Substance Registry System: 4-BENZYLOXYCHLOROBENZENE(7700-27-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 7700-27-8(Hazardous Substances Data)

Usage

General Description

4-Benzyloxychlorobenzene is an organic compound with the chemical formula C13H11ClO. It is a chlorinated benzene derivative that contains a benzyl ether functional group. This chemical is commonly used as an intermediate for the synthesis of pharmaceuticals and is also used in the manufacturing of dyes and fragrance compounds. It is a colorless to pale yellow liquid with a faint odor, and it is considered to be a hazardous chemical with potential health risks if not handled properly. 4-Benzyloxychlorobenzene is typically stored and handled in a controlled environment due to its flammability and reactivity with other chemicals.

InChI:InChI=1/C13H11ClO/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-9H,10H2

Upstream product

• 100-44-7 benzyl chloride 
• 1193-00-6 sodium 4-chlorophenolate 
• 124-41-4 sodium methylate 
• 106-48-9 4-chloro-phenol 
• 100-39-0 benzyl bromide 
• 64128-19-4 (CH₃)3SnO(C₆H₄)Cl 
• 100-51-6 benzyl alcohol 
• 309254-39-5 1-bromo-2-{[4-chlorophenyl)oxy]methyl}benzene 
• 497949-70-9 benzyl N-phenyl-sulfamoylcarbamate 
• 53772-44-4 benzyloxydiphenylphosphine 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 500891-83-8 benzyl 4-chlorophenyl carbonate 
• 31558-46-0 4-methoxybenzyl phenyl carbonate 
• 13326-10-8 benzyl methyl carbonate 

Downstream Products

• 101879-94-1 2,7-dichloro-9-phenyl-xanthene 
• 120-32-1 chlorophene 
• 106-48-9 4-chloro-phenol 
• 108-88-3 toluene 
• 606-87-1 N,N-diphenylbenzylamine 
• 57003-80-2 N-(4-Bromophenyl)-N-phenylbenzenemethanamine 
• 95-57-8 2-monochlorophenol 
• 100-44-7 benzyl chloride 
• 876-27-7 4-chlorophenyl acetate 
• 84954-30-3 4-benzyloxybiphenyl 
• 893738-92-6 4-benzyloxy-2'?-methylbiphenyl 
• 1519010-66-2 4-benzyloxy-2′-ethylbiphenyl 
• 1519010-67-3 4-benzyloxy-2'-isopropoxybiphenyl 
• 1537171-86-0 1-(benzyloxy)-4-(1,1-difluoroallyl)benzene 

Relevant articles and documents

Transition-Metal-Free and Base-Promoted Carbon-Heteroatom Bond Formation via C-N Cleavage of Benzyl Ammonium Salts

A facile and general method for constructing carbon-heteroatom (C-P, C-O, C-S, and C-N) bonds via C-N cleavage of benzyl ammonium salts under transition-metal-free conditions was reported. The combination of t-BuOK and 18-crown-6 enabled a wide range of substituted benzyl ammonium salts to couple readily with different kinds of heteroatom nucleophiles, i.e. hydrogen phosphoryl compounds, alcohols, thiols, and amines. Good functional group tolerance was demonstrated. The scale-up reaction and one-pot synthesis were also successfully performed.

A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions

A general electrochemical system for reductive hydrodefunctionalization is described, employing the inexpensive and easily available triethylamine (Et3N) as a sacrificial reductant. This protocol is characterized by facile operation, sustainable conditions, and exceptionally wide substrate scope covering the cleavage of C-halogen, N-S, N-C, O-S, O-C, C-C and C-N bonds. Notably, the selectivity and capability of reduction can be conveniently switched by simple incorporation or removal of an alcohol as a co-solvent.

α-Lithiobenzyloxy as a Directed Metalation Group in ortho-Lithiation Reactions

The α-lithiobenzyloxy group, easily generated from aryl benzyl ethers by selective α-lithiation with t-BuLi at low temperature, behaves as a directed metalation group (DMG) providing a direct access to o-lithiophenyl α-lithiobenzyl ethers. This ortho-directing effect is reinforced in substrates bearing an additional methoxy group at the meta position. The generated dianions can be reacted with a selection of electrophiles including carboxylic esters and dihalosilanes or germanes, which afford interesting benzofuran, sila(germa)dihydrobenzofuran, and silachroman derivatives from simple aryl benzyl ethers.