52358-73-3

Basic information

• Product Name: 1,3-Dibromonaphthalene
• Synonyms: 1,3-Dibromonaphthalene
• CAS NO: 52358-73-3
• Molecular Formula: C₁₀H₆Br₂
• Molecular Weight: 285.96
• Mol File: 52358-73-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 62.8°C
• Boiling Point: 288.1°C (rough estimate)
• Flash Point: 181.084 °C
• Appearance: /
• Density: 1.8199 (estimate)
• Refractive Index: 1.6000 (estimate)
• CAS DataBase Reference: 1,3-Dibromonaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dibromonaphthalene(52358-73-3)
• EPA Substance Registry System: 1,3-Dibromonaphthalene(52358-73-3)

Safety Data

• Hazardous Substances Data: 52358-73-3(Hazardous Substances Data)

Usage

General Description

1,3-Dibromonaphthalene is a chemical compound with the molecular formula C10H6Br2. It is a dark brown solid at room temperature and is insoluble in water. 1,3-Dibromonaphthalene is primarily used as an intermediate in the synthesis of various chemicals and dyes. It is also used as a building block in organic synthesis, particularly in the preparation of other aromatic compounds. The compound is considered to be harmful if ingested, inhaled, or in contact with skin, and can cause irritation to the eyes and respiratory system. Additionally, it is a potential environmental hazard, as it may persist in the environment and bioaccumulate in organisms.

Upstream product

• 19922-78-2 1,2,3,4-tetrabromo-1,2,3,4-tetrahydronaphthalene 
• 91-20-3 naphthalene 
• 20191-76-8 2,4-dibromo-1-naphthylamine 
• 74924-94-0 4-bromonaphthalene-2-amine 
• 7499-65-2 4-bromo-2-nitronaphthalene 

Downstream Products

• 580-13-2 2-bromonaphthalene 
• 90-11-9 1-Bromonaphthalene 

Relevant articles and documents

Halogen bonds of iodonium ions: A world dissimilar to silver coordination

A distinct difference between the three-center halogen bond and the analogous three-center coordinative bond of silver is demonstrated by computational, X-ray crystallographic and solution NMR spectroscopic investigations of their complexes with a bidentate Lewis base. Iodine(I) preferentially forms an entropically favored monomeric complex, whereas silver(I) forms enthalpically favored dimeric complexes. Counterion coordination considerably influences the structure of the silver complexes in the solution and solid state, whereas it does not have notable effect on the analogous halogen bond.

Bromination of naphthalene. Preparation of 1,3-dibromonaphthalene

Photobromination of naphthalene with molecular bromine gives only one stereoisomer α,2β,3α,4β-tetrabromo-1,2,3,4-tetrahydronaphthalene (yield 90%); dehydrobromination of which results in the formation of 1,3- dibromonaphthalene in 88% yield.