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Merck
CN

371289

2-Bromo-3-methyl-2-butene

96%

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About This Item

Linear Formula:
(CH3)2C=C(Br)CH3
CAS Number:
Molecular Weight:
149.03
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
96%
Form:
liquid
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Quality Segment

assay

96%

form

liquid

contains

copper pellets as stabilizer

refractive index

n20/D 1.474 (lit.)

bp

40 °C/75 mmHg (lit.)

density

1.284 g/mL at 25 °C (lit.)

functional group

alkyl halide, bromo

SMILES string

C\C(C)=C(\C)Br

InChI

1S/C5H9Br/c1-4(2)5(3)6/h1-3H3

InChI key

DBELOSOZLGEZBM-UHFFFAOYSA-N

General description

2-Bromo-3-methyl-2-butene is a vinylic bromide compound. Palladium/di-1-adamantyl-n-butylphosphine-catalyzed reductive carbonylation of 2-bromo-3-methyl-2-butene has been reported. Cross-coupling reaction of 2-bromo-3-methyl-2-butene with potassium 6-(benzoyloxy)hexyltrifluoroborate and 3-(benzoyloxy)propyltrifluoroborate has been investigated.

Application

2-Bromo-3-methyl-2-butene may be used in the preparation of:
  • 2,3,4,5-tetramethyl-2,4-hexadiene
  • 2-iodo-3-methyl-2-butene
  • diastereomers of 2-amino-3-hydroxy-4,5-dimethylhexanoic acid
  • lithium reagent, 2-lithio-3-methylbut-2-ene
  • D-allo-(2R,3R,4R)-2-amino-3-hydroxy-4,5-dimethylhexanoic acid-containing peptide, pipecolidepsin A.


pictograms

FlameSkull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

77.0 °F

flash_point_c

25 °C



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