23074-36-4

Basic information

• Product Name: 2-BROMO-1-BUTENE
• Synonyms: 1-Butene, 2-bromo-;1-butene,2-bromo-;2-bromo-1-buten;2-bromo-but-1-ene;2-BROMO-1-BUTENE
• CAS NO: 23074-36-4
• Molecular Formula: C₄H₇Br
• Molecular Weight: 135
• EINECS: 245-412-3
• Mol File: 23074-36-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: -133.4°C
• Boiling Point: 88.05°C
• Flash Point: 11.6 °C
• Appearance: /
• Density: 1.3063
• Vapor Pressure: 70.1mmHg at 25°C
• Refractive Index: 1.4525
• Water Solubility: Soluble in ethanol, acetone and benzene. Not miscible in water.
• CAS DataBase Reference: 2-BROMO-1-BUTENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1-BUTENE(23074-36-4)
• EPA Substance Registry System: 2-BROMO-1-BUTENE(23074-36-4)

Safety Data

• Statements: 10
• Safety Statements: 3/7-9-16-29-33
• RIDADR: 3295
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 23074-36-4(Hazardous Substances Data)

Usage

Uses

2-Bromo-1-butene is used to produce 2-Ethyl-acrylic acid. It acts as a photolytic precursor for 1-buten-2-yl.

InChI:InChI=1/C4H7Br/c1-3-4(2)5/h2-3H2,1H3

Upstream product

• 533-98-2 1,2-dibromobutane 
• 64-19-7 acetic acid 
• 64-17-5 ethanol 
• 139-02-6 sodium phenoxide 
• 107-00-6 but-1-yne 
• 75-16-1 methylmagnesium bromide 
• 513-31-5 2-bromoallyl bromide 
• 127-08-2 potassium acetate 

Downstream Products

• 107-00-6 but-1-yne 
• 3675-69-2 1,2,2-tribromo-butane 
• 10035-10-6 hydrogen bromide 
• 69366-49-0 [(E)-3-ethylbuta-1,3-dienyl]benzene 
• 82902-62-3 2-(2-methylphenyl)but-1-ene 
• 21758-19-0 4-(but-1-en-2-yl)anisole 
• 163688-20-8 2-ethyl-5-fluoro-1H-indole 
• 4359-77-7 3-ethyl-3-buten-2-one 
• 24299-32-9 anti-1-Carbethoxy-2-ethylidencyclopropan 
• 24299-31-8 syn-1-Carbethoxy-2-ethylidencyclopropan 

Relevant articles and documents

Asymmetric Synthesis of Serricornin via Boronic Esters

Highly stereoselective boronic ester chemistry has been used for the synthesis of (4S,6S,7S)-7- hydroxy-4,6-dimethylnonanone (1), the pheromone of the cigarette beetle. 2-Bromo-1-butene (8) was made from 1-butyne via bromoboration and protodeboronation, and was converted to 1-ethylethenylmagnesium bromide. (R,R)-1,2-Dicyclohexyl-1,2-ethanediol ["(R)-DICHED"] methylboronate was treated with (dichloromethyl)lithium to yield (R)-DICHED (S)-1-chloroethylboronate (9), which with 1-ethylethenylmagnesium bromide yielded (R)-DICHED (R)-(2-ethyl-1-methyl-2- propenyl)boronate (10). Further chain extensions with (chloromethyl)lithium, (dichloromethyl)- lithium followed by methylmagnesium bromide, and (dichloromethyl)lithium followed by ethyl- magnesium bromide completed assembly of the carbon skeleton. Deboronation with hydrogen peroxide yielded (3S,5S,6S)-2-ethyl-3,5-dimethylocten-6-ol (14), which with osmium tetraoxide and sodium periodate yielded 1.

Structure based interference with insect behaviour - Cyclopropene analogues of pheromones containing Z-alkenes

Analogues of the pheromones of three insect species (Musca domestica L., Plutella xylostella L. and Ephestia elutella Hbn.) in which a Z-alkene has been replaced by a 1,2-disubstituted cyclopropene have been synthesized. The analogues interfere with normal mating behaviour for each species.

Alkyl Bromide Photobromination: Catalysis by Hydrogen Bromide and the Elimination-Readdition Pathway

In the photobromination of alkyl bromides, hydrogen bromide is shown to act as a catalyst and a kinetic study implies that two molecules of the acid are involved in catalysis.The catalysis is specific in two ways: only HBr is effective and it operates only with alkyl bromides having a β-hydrogen available for substitution.HBr favours the formation of 1,2-dibromides.This catalytic pathway is superimposed on the classical, uncatalysed mechanism.Isotopic labelling experiments show that an elimination-readdition pathway may also account for part of the reaction (maximum 20percent) but cannot explain the migration of bromine which is observed in the formation of β-dibromides.