5009-37-0

Basic information

• Product Name: Cyclohexane, 1-bromo-4-(1,1-dimethylethyl)-, trans-
• CAS NO: 5009-37-0
• Molecular Formula: C10H19Br
• Molecular Weight: 219.165
• Mol File: 5009-37-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Cyclohexane, 1-bromo-4-(1,1-dimethylethyl)-, trans-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexane, 1-bromo-4-(1,1-dimethylethyl)-, trans-(5009-37-0)
• EPA Substance Registry System: Cyclohexane, 1-bromo-4-(1,1-dimethylethyl)-, trans-(5009-37-0)

Safety Data

• Hazardous Substances Data: 5009-37-0(Hazardous Substances Data)

Upstream product

• 5451-55-8 4-tert-butylcyclohexanecarboxylic acid 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 21862-63-5 trans-4-tert-butylcyclohexanol 
• 79-27-6 1,1,2,2-tetrabromoethane 
• 907-04-0 bis-(cis-4-tert-butyl-cyclohexanecarbonyl)-peroxide 
• 75-09-2 dichloromethane 
• 937-05-3 cis-4-tert-butyl-1-cyclohexanol 
• 7789-69-7 phosphorus pentabromide 
• 75809-00-6 cis-1-phenylselenenyl-4-tert-butylcyclohexane 
• 5009-39-2 trans-4-tert-butylcyclohexylmercury bromide 
• 98-52-2 4-(1,1-dimethylethyl)-cyclohexanol 
• 943-29-3 trans-4-(tert-butyl)cyclohexane-1-carboxylic acid 

Downstream Products

• 64871-33-6 trans-4-tert-butylcyclohexyltrimethylgermane 
• 64871-34-7 cis-4-tert-butylcyclohexyltrimethylgermane 
• 2228-98-0 4-tert-butylcylohexene 

Relevant articles and documents

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.

Catalytic Access to Alkyl Bromides, Chlorides and Iodides via Visible Light-Promoted Decarboxylative Halogenation

Herein is reported the catalytic, visible light-promoted, decarboxylative halogenation (bromination, chlorination, and iodination) of aliphatic carboxylic acids. This operationally-simple reaction tolerates a range of functional groups, proceeds at room temperature, and is redox neutral. By employing an iridium photocatalyst in concert with a halogen atom source, the use of stoichiometric metals such as silver, mercury, thallium, and lead can be circumvented. This reaction grants access to valuable synthetic building blocks from the large pool of cheap, readily available carboxylic acids.

Simple, chemoselective hydrogenation with thermodynamic stereocontrol

Few methods permit the hydrogenation of alkenes to a thermodynamically favored configuration when steric effects dictate the alternative trajectory of hydrogen delivery. Dissolving metal reduction achieves this control, but with extremely low functional group tolerance. Here we demonstrate a catalytic hydrogenation of alkenes that affords the thermodynamic alkane products with remarkably broad functional group compatibility and rapid reaction rates at standard temperature and pressure.