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371289 Sigma-Aldrich

2-Bromo-3-methyl-2-butene

96%

  • CAS Number 3017-70-7

  • Linear Formula (CH3)2C=C(Br)CH3

  • Molecular Weight 149.03

  •  MDL number MFCD00191852

  •  PubChem Substance ID 24863097

  •  NACRES NA.22

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Properties

Related Categories Alkenyl, Building Blocks, Chemical Synthesis, Halogenated Hydrocarbons, Organic Building Blocks More...
assay   96%
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.)
SMILES string   C\C(C)=C(\C)Br
InChI   1S/C5H9Br/c1-4(2)5(3)6/h1-3H3
InChI key   DBELOSOZLGEZBM-UHFFFAOYSA-N

Description

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.

Packaging

5, 25 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1992 6.1(3) / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
77.0 °F
Flash Point(C) 
25 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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