29342-65-2

Basic information

• Product Name: Bicyclo[2.2.1]heptane, 2-bromo- (9CI)
• Synonyms: Bicyclo[2.2.1]heptane, 2-bromo- (9CI);2-Norbornyl bromide;Bicyclo[2.2.1]hept-2-yl bromide
• CAS NO: 29342-65-2
• Molecular Formula: C₇H₁₁Br
• Molecular Weight: 175.06624
• Product Categories: CYCLOPENTANE
• Mol File: 29342-65-2.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 81-83℃ (30 Torr)
• Flash Point: 60°C
• Appearance: /
• Density: 1.464g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Bicyclo[2.2.1]heptane, 2-bromo- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]heptane, 2-bromo- (9CI)(29342-65-2)
• EPA Substance Registry System: Bicyclo[2.2.1]heptane, 2-bromo- (9CI)(29342-65-2)

Safety Data

• Hazardous Substances Data: 29342-65-2(Hazardous Substances Data)

Upstream product

• 498-66-8 norborn-2-ene 
• 497-38-1 Norbornan-2-on 
• 37907-15-6 exo-3-deuterio-endo-2-bromobicyclo<2.2.1>heptane 
• 30983-85-8 endo-2-iodobicyclo<2.2.1>heptane 
• 120497-57-6 2-iodobicyclo[2.2.1]heptane 
• 74380-89-5 dipotassium exo-2-norbornylpentafluorosilicate 
• 74380-89-5 dipotassium 2-norbornylpentafluorosilicate 
• 593-60-2 Vinyl bromide 
• 542-92-7 cyclopenta-1,3-diene 
• 2534-77-2 exo-2-bromonorbornane 
• 765-91-3 endo-2-norbornyl chloride 
• 67844-27-3 exo-2-norbornyl chloride 
• 497-36-9 (+/-)-endo-2-norborneol 
• 85202-08-0 2,2-dibromobicyclo<2.2.1>heptane 

Downstream Products

• 498-66-8 norborn-2-ene 
• 279-23-2 norbornene 
• 497-37-0 exo-2-norbornanol 
• 50414-49-8 2-exo-phenyloxybicyclo[2.2.1]heptane 
• 17152-77-1 p-Norborn-2-yl-phenol 
• 17152-43-1 o-Norborn-2-yl-phenol 
• 279-19-6 nortricyclane 
• 18947-78-9 2,2'-bicyclo<2.2.1>heptane 
• 25273-25-0 exo-2-ethoxybicyclo[2.2.1]heptane 
• 279-19-6 nortricyclene 
• 497-38-1 Norbornan-2-on 
• 35520-82-2 2-nitronorbornane 
• 497-36-9 Norborneol 
• 2534-77-2 (+/-)-endo-2-bromonorbornane 

Relevant articles and documents

Correlation of gas-phase stability of bridgehead carbocations with rates of solvolysis and ab initio calculations

The stability of bridgehead carbocations has been determined by Fourier transform ion cyclotron resonance spectroscopy (FT ICR) based on dissociative proton attachment (DPA) of bromides and alcohols. The stability of the ions correlates with the solvolytic reactivity of bridgehead derivatives over a rate range of 23 log units, and with theoretical calculations for hydride transfer of bridgehead hydrocarbons at the MP2/6-311G** level.

Decarboxylative Bromination of Sterically Hindered Carboxylic Acids with Hypervalent Iodine(III) Reagents

Sterically hindered three-dimensional (3D) alkyl halides are promising precursors for various reactions; however, they are difficult to synthesize via conventional reactions. We present an efficient and practical method for decarboxylative bromination of sterically hindered 3D aliphatic carboxylic acids using commercially available (diacetoxyiodo)benzene and potassium bromide, one of the most stable and cheapest bromine sources in nature. The present method features a metal-free/Br2-free system, mild reaction conditions, one-pot operation under air at room temperature, wide functional group compatibility, and gram-scale synthetic capability. This highly efficient reaction cleanly converts a broad range of carboxylic acids, the most inexpensive and readily available sources of highly strained/naturally occurring/drug-related scaffolds, into the corresponding alkyl bromides in good to high yields.

PROCESS FOR THE PREPARATION OF ORGANIC BROMIDES

The present invention provides a process for the preparation of organic bromides, by a radical bromodecarboxylation of carboxylic acids with a bromoisocyanurate.