77332-65-1

Basic information

• Product Name: 1-bromo-5-chloronaphthalene
• Synonyms: 1-bromo-5-chloronaphthalene;88-10028,1-BROMO-5-CHLORONAPHTHALENE
• CAS NO: 77332-65-1
• Molecular Formula: C₁₀H₆BrCl
• Molecular Weight: 241.51164
• Mol File: 77332-65-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 115-116 °C
• Boiling Point: 318.2°Cat760mmHg
• Flash Point: 156.7°C
• Appearance: /
• Density: 1.592g/cm³
• Vapor Pressure: 0.000685mmHg at 25°C
• Refractive Index: 1.67
• CAS DataBase Reference: 1-bromo-5-chloronaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-5-chloronaphthalene(77332-65-1)
• EPA Substance Registry System: 1-bromo-5-chloronaphthalene(77332-65-1)

Safety Data

• Hazardous Substances Data: 77332-65-1(Hazardous Substances Data)

Usage

General Description

1-bromo-5-chloronaphthalene is a chemical compound that belongs to the class of naphthalene derivatives. It is a highly reactive compound that is commonly used in organic synthesis, particularly in the production of various pharmaceuticals, dyes, and pesticides. 1-bromo-5-chloronaphthalene is synthesized through the Bromination of 5-chloronaphthalene, resulting in the substitution of a hydrogen atom with a bromine atom. 1-bromo-5-chloronaphthalene is a versatile compound known for its wide range of applications in the chemical industry, and its structure makes it valuable in the development of new materials and processes. Additionally, it is important to handle this compound with caution, as it is considered hazardous to human health and the environment.

InChI:InChI=1/C10H6BrCl/c11-9-5-1-4-8-7(9)3-2-6-10(8)12/h1-6H

Upstream product

• 90-11-9 1-Bromonaphthalene 
• 42918-20-7 1-allyl-2-bromobenzene 
• 10026-13-8 phosphorus pentachloride 
• 50638-04-5 5-bromnaphthalin-1-sulfochlorid 
• 4766-33-0 5-amino-1-bromonaphthalene 

Downstream Products

• 5018-89-3 2-(5-chloro-[1]naphthoyl)-benzoic acid 
• 14955-98-7 o-(5-Chloro-1-naphthylmethyl)-benzoic acid 
• 14944-57-1 o-(5-Chloro-1-naphthylmethyl)-acetophenone 

Relevant articles and documents

A Visible Light and Iron-mediated Carbocationic Route to Polysubstituted 1-Halonaphthalenes by Benzannulation using Allylbenzenes and Polyhalomethanes

A wide array of polysubstituted 1-bromo and chloronaphthalenes are obtained from coupling of allylbenzenes and polyhalomethanes. The reaction is mediated by iron metal under visible light irradiation and proceeds via a Kharasch addition intermediate followed by intramolecular FeIII mediated Friedel-Crafts alkylation, with the formation of two Csp2?Csp2 bonds in the process. This method gives easy access to 1-halonaphthalenes with substituent(s) at C-5 to C-8 that are otherwise hard to synthesize. (Figure presented.).

The Reaction of Iodine Monochloride with Polycyclic Aromatic Compounds: Polar and Electron Transfer Pathways

Several polycyclic aromatic hydrocarbons were treated with iodine monochloride.Although iodination is the predominant reaction of benzenoid arenes, chlorination is the sole reaction with anthracene, phenanthrene and naphthalene compounds (except for 5), whose oxidation half-wave potentials are less than 1.58 V vs Ag/Ag(+) (0.1 M).Arenes with higher potentials are unreactive.Naphthalene (9) and its derivatives with mild electron-withdrawing substituents are chlorinated; the exception (5) yields the 1-iodo product (21).The reaction is first order in substrate and second order in ICl.An electron transfer pathway involving radical cation intermediates is assumed.Ion-pair collapse of the radical cation-ICl intermediates is proposed for the chlorinations and radical-pair collapse for the iodination.