22480-64-4

Basic information

• Product Name: Lithium,(4-bromophenyl)-
• Synonyms: Lithium,(p-bromophenyl)- (6CI,7CI,8CI); Benzene, bromo-, lithium complex; (p-Bromophenyl)lithium; 1-Bromo-4-lithiobenzene; 4-Bromophenyllithium
• CAS NO: 22480-64-4
• Molecular Formula: C₆H₄BrLi
• Molecular Weight: 162.95
• Mol File: 22480-64-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Lithium,(4-bromophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Lithium,(4-bromophenyl)-(22480-64-4)
• EPA Substance Registry System: Lithium,(4-bromophenyl)-(22480-64-4)

Safety Data

• Hazard Codes: 3:
• Safety Statements: −. See also LITHIUM COMPOUNDS." target="_blank">Explodes on exposure to oxygen. When heated to decomposition it emits toxi
• Hazardous Substances Data: 22480-64-4(Hazardous Substances Data)

Usage

General Description

Lithium,(4-bromophenyl)-, also known as 4-bromophenyllithium, is a chemical compound used in organic synthesis as a strong base and nucleophile. It is commonly employed in the formation of carbon-carbon and carbon-heteroatom bonds in the production of pharmaceuticals, agrochemicals, and other fine chemicals. Lithium,(4-bromophenyl)- is highly reactive and must be handled carefully under inert conditions due to its sensitivity to moisture and air. It is typically stored and transported in anhydrous solvents and used in reactions at low temperatures to minimize side reactions and maximize selectivity in the synthesis of complex organic molecules.

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 109-72-8 n-butyllithium 
• 811-49-4 ethyllithium 
• 17946-45-1 tris-(4-bromophenyl)stibine 

Downstream Products

• 16839-13-7 4-bromophenylphosphonic acid 
• 18737-40-1 4-bromophenyltriphenylsilane 
• 198066-39-6 bis-(4-bromo-phenyl)-phenyl-methanol 
• 15799-67-4 (4-bromophenyl)triphenyl stannane 
• 1839-98-1 4-Brom-α,α'-difluor-2'-methyl-stilben 
• 38109-41-0 trans-1-(p-bromophenyl)-4-t-butyl-1-methyl-1-silacyclohexane 
• 38109-42-1 1r-(4-bromo-phenyl)-4c-tert-butyl-1-methyl-silinane 
• 17903-34-3 4-bromophenyl(dimethyl)(ethoxy)silane 
• 16184-89-7 4'-bromo-2,2,2-trifluoroacetophenone 
• 142657-56-5 1-(2,4-difluorophenyl)-1-(4-bromophenyl)epoxyethane 
• 15999-73-2 6-p-Bromphenyl-6-phenylfulven 
• 29334-18-7 bis-(4-bromophenyl)methanol 
• 151238-32-3 (m-bromophenyl)(p-bromophenyl)dimethylsilane 
• 18407-37-9 (4-bromophenyl)dimethylphenyl-1-ylsilane 

Relevant articles and documents

NOVEL COMPOUND, MATERIAL FOR ORGANIC ELECTROLUMINESCENCE ELEMENT, ORGANIC ELECTROLUMINESCENCE ELEMENT, AND ELECTRONIC DEVICE

A compound is represented by a formula (1) below. In the formula (1), X1 to X8 each independently represent a carbon atom to be bonded to a group represented by a formula (20) below, CRX or a nitrogen atom. At least one of X1 to X8 is a carbon atom to be bonded to the group represented by the formula (2). RX is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, and the like.

Preliminary Studies of the Mechanism of Metal-Halogen Exchange. The Kinetics of Reaction of n-Butyllithium with Substituted Bromobenzenes in Hexane Solution

Initial measurements of the rate of reaction of bromobenzene with n-butyllithium in hexane solution have shown the exchange to be first order in bromobenzene and first order in n-butyllithium, with an activation energy of 12 kcal mol-1 (52 kJ mol-1).A Hammett relationship for the reaction of substituted bromobenzenes with n-butyllithium suggests negative charge character in the transition state (ρ ca 2).The addition of a Lewis donor (p-methylanisole) to the hexane solution was found to result in an increase in the rate of exchange, but did not affect the Hammett reaction constant.Several transition-state structures are considered; available evidence suggests that the exchange may be concerted, with either a four-centered structure, or SN2-type attack of the n-butyl anion at the bromine of the aryl bromide