3540-84-9

Basic information

• Product Name: 4-BROMO-1-CYCLOHEXENE
• Synonyms: 4-BROMO-1-CYCLOHEXENE
• CAS NO: 3540-84-9
• Molecular Formula: C₆H₉Br
• Molecular Weight: 161.04
• Mol File: 3540-84-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 164.1 °C at 760 mmHg
• Flash Point: 52.3 °C
• Appearance: /
• Density: 1.411 g/cm³
• Vapor Pressure: 2.62mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: 4-BROMO-1-CYCLOHEXENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-1-CYCLOHEXENE(3540-84-9)
• EPA Substance Registry System: 4-BROMO-1-CYCLOHEXENE(3540-84-9)

Safety Data

• Hazardous Substances Data: 3540-84-9(Hazardous Substances Data)

Usage

General Description

4-Bromo-1-cyclohexene is a chemical compound with the molecular formula C6H9Br. It is a colorless to yellow liquid that is insoluble in water but soluble in organic solvents. It is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. 4-Bromo-1-cyclohexene is also a useful building block for the preparation of various functionalized cyclohexenes and cycloalkenes. It is a highly reactive compound with a wide range of applications in the field of organic chemistry. Additionally, it is considered to be a potential environmental hazard, and proper handling and disposal procedures should be followed during its use.

InChI:InChI=1/C6H9Br/c7-6-4-2-1-3-5-6/h1-2,6H,3-5H2

Upstream product

• 556-48-9 1,4-Cyclohexanediol 
• 35076-92-7 1,4-dibromocyclohexane 
• 1165952-92-0 cyclohexa-1,4-diene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 128-08-5 N-Bromosuccinimide 
• 110-83-8 cyclohexene 
• 186-04-9 cis-bicyclo<2.2.0>hexane 
• 41413-37-0 Bicyclo<3.1.0>hexan-2-ol 

Downstream Products

• 92075-22-4 1-tert-Butyl-4-(3-cyclohexen-1-yl)-1,4-dihydro-5H-tetrazol-5-on 
• 2566-56-5 4-Iodocyclohexene 
• 7452-94-0 (trans)-4-(trimethylsilyl)cyclohexanol 
• 71-43-2 benzene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 223113-55-1 4-allylsulfanyl-cyclohexene 
• 40934-72-3 (3-cyclohexenyl)trimethylsilane 

Relevant articles and documents

Radical Rearrangements of Bicyclohexane: Homolytic Substitution of a Cyclobutane Ring

Bromine atoms react with bicyclohexane in an SH2 reaction at the bridgehead carbon atoms; the bicyclohex-2-yl radical rearranges by β-scission of the inter-ring bond.

Silylaminyl Radicals. Part 2. Free Radical Chain Halogenation of Hydrocarbons using N-Halogenobis(trialkylsilyl)amines

The liquid-phase halogenation of a number of hydrocarbons and of 1-chlorobutane by N-halogenobis(trialkylsilyl)amines has been studied using product analysis techniques.The reactions take place by free radical chain mechanisms which involve the propagation steps generalised in equations (A) and (B) (X=Br or Cl).At 353 K, the molar reactivities of toluene (benzylic C-H) and cyclohexane towards (R3Si)2N+RH(R3Si)2NH+R (A) R+(R3Si)2NXRX+(R3Si)2N (B) (Me3Si)2N are approximately equal and toluene is 5.2 times more reactive than perdeuteriotoluene.The relative rates of hydrogen abstraction by (Me3Si)2N and (ButMe2Si)2N from the primary, secondary, and tertiary C-H groups in 2-methylbutane show that the silylaminyl radicals are not only highly reactive but also sterically demanding.Thus, at 333 K the average primary C-H reactivity is 0.6 times that of the tertiary C-H towards attack by (Me3Si)2N, but 4.2 times that of the tertiary C-H towards attack by the more bulky (ButMe2Si)2N.Silylaminyl radicals are much more reactive in hydrogen abstraction than are analogous dialkylaminyl radicals and this difference is interpreted in terms of thermodynamic and polar effects which arise because of the ?-donor-?-acceptor nature of the trialkylsilyl substituent.