7051-34-5

Basic information

• Product Name: (Bromomethyl)cyclopropane
• Synonyms: CPMBr;Cyclopropylcarbinyl bromide;Bromo(cyclopropyl)methane;(Bromomethyl)cyclopropane,96%;1-(Bromomethyl)cyclopropane, 95+%;(Bromomethyl)cyclopropane,Cyclopropylmethyl bromide;(Bromomethyl)cyclopr;Cyclopropane Methyl Chloride
• CAS NO: 7051-34-5
• Molecular Formula: C₄H₇Br
• Molecular Weight: 135
• EINECS: 230-331-8
• Product Categories: Methyl Halides;Ring Systems;Cycloalkanes;Miscellaneous Reagents;Halides;Methyl Halides
• Mol File: 7051-34-5.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 105-107 °C(lit.)
• Flash Point: 107 °F
• Appearance: Clear colorless to slightly colored/Liquid
• Density: 1.392 g/mL at 25 °C(lit.)
• Vapor Pressure: 33.582mmHg at 25°C
• Refractive Index: n20/D 1.457(lit.)
• Storage Temp.: 0-6°C
• Water Solubility: Not miscible in water.
• Stability: Stable. Flammable. Incompatible with strong bases, strong oxidizing agents.
• BRN: 605296
• CAS DataBase Reference: (Bromomethyl)cyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: (Bromomethyl)cyclopropane(7051-34-5)
• EPA Substance Registry System: (Bromomethyl)cyclopropane(7051-34-5)

Safety Data

• Hazard Codes: Xi,F,Xn
• Statements: 10-36/37/38-22
• Safety Statements: 23-24/25-37/39-26-16-36/37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 7051-34-5(Hazardous Substances Data)

Usage

Description

(Bromomethyl)cyclopropane is a cyclopropane derivative that serves as a synthetic building block for the introduction of the cyclopropylmethyl group. It is also utilized in the synthesis of 1,4-dienes through iron-catalyzed cross-coupling with alkenyl Grignard reagents.

Uses

Used in Organic Synthesis:
(Bromomethyl)cyclopropane is used as a synthetic building block for the introduction of the cyclopropylmethyl group. This application is valuable for creating complex organic molecules and pharmaceutical compounds that require the unique structural features of cyclopropyl groups.
Used in the Synthesis of 1,4-Dienes:
In the field of organic chemistry, (Bromomethyl)cyclopropane is used as a reactant in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents. This method allows for the formation of conjugated dienes, which are important intermediates in the production of various specialty chemicals and pharmaceuticals.

InChI:InChI=1/C4H7Br/c5-3-4-1-2-4/h4H,1-3H2

Upstream product

• 506-68-3 bromocyane 
• 931-82-8 ((trimethylsilyl)methyl)cyclopropane 
• 756488-62-7 N-(cyclopropyl)methylbenzamide 
• 7789-69-7 phosphorus pentabromide 
• 50-47-5 desipramine 
• 2516-33-8 Cyclopropylmethanol 
• 124-63-0 methanesulfonyl chloride 
• 5239-82-7 cyclopropylacetic acid 
• 36630-46-3 (but-3-enyl)bis[dimethylglyoximato^(1-)](pyridine)cobalt(III) 
• 79-15-2 N-bromoacetamide 
• 5911-08-0 chloro(cyclopropyl)methane 
• 7789-60-8 phosphorus tribromide 
• 75-09-2 dichloromethane 
• 10035-10-6 hydrogen bromide 

Downstream Products

• 86215-19-2 3-Cyclopropylmethyl-1-(p-tolyl)-3-azabicyclo<3.1.0>hexan 
• 100205-32-1 1-Cyclopropylmethyl-3-(3-methoxy-phenyl)-3-methyl-piperidine 
• 100205-32-1 (S)-1-Cyclopropylmethyl-3-(3-methoxy-phenyl)-3-methyl-piperidine 
• 591-80-0 pent-4-enoic acid 
• 5239-82-7 cyclopropylacetic acid 
• 74339-18-7 1-anilino-1,1-diphenyl-4-pentene 
• 74339-17-6 1-anilino-2-cyclopropyl-1,1-diphenylethane 
• 96530-31-3 (E)-1-Benzenesulfonyl-6-cyclopropyl-hex-3-en-2-one 
• 96530-36-8 1-Benzenesulfonyl-3-cyclopropylmethyl-pent-4-en-2-one 
• 107754-39-2 4-[5-(cyclopentyloxycarbonyl)amino-1-cyclopropylmethylindol-3-ylmethyl]-3-methoxybenzoic acid 
• 126849-24-9 N-[2-(1-Cyclopropylmethyl-piperidin-4-yl)-ethyl]-N-methyl-benzamide 
• 126234-01-3 7-Cyclopropylmethyl-8-methyl-6,7,8,9-tetrahydro-2H-2,7,9a-triaza-benzo[cd]azulen-1-one 
• 3572-80-3 (-)-Cyclazocine 
• 124217-16-9 trans-7-(cyclopropylmethyl)octahydro-4a-(3-methoxyphenyl)-8a-methyl-2H-pyrano<2,3-c>pyridine 

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.

METHOD FOR PRODUCING (BROMOMETHYL)CYCLOPROPANE AND (BROMOMETHYL)CYCLOBUTANE

The present invention relates to a method for obtaining high purity (bromomethyl)cyclopropane and (bromomethyl)cyclobutane, starting respectively with cyclopropylmethanol and cyclobutylmethanol, under synthesis conditions that enable high productivity and high yield.

Production of ethylcycloalkanes bromomethylbiphenyl

PROBLEM TO BE SOLVED: To provide a production method by which bromomethyl cycloalkanes can be easily obtained in an industrial scale.SOLUTION: A method for producing bromomethyl cycloalkanes comprises brominating cycloalkyl methanols by use of hydrogen bromide, wherein the reaction is carried out in the presence of an ionic liquid.