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345830

Sigma-Aldrich

3-Bromo-2-methylpropene

97%

Synonym(s):

Methallyl bromide, Methylallyl bromide

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About This Item

Linear Formula:
H2C=C(CH3)CH2Br
CAS Number:
1458-98-6
Molecular Weight:
135.00
MDL number:
MFCD00134155
UNSPSC Code:
12352100
PubChem Substance ID:
24861353
NACRES:
NA.22

Assay

97%

form

liquid

impurities

0.1% hydroquinone

refractive index

n20/D 1.472 (lit.)

bp

94-95 °C (lit.)

density

1.339 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)CBr

InChI

1S/C4H7Br/c1-4(2)3-5/h1,3H2,2H3

InChI key

USEGQJLHQSTGHW-UHFFFAOYSA-N

General description

Rotational isomerism in 3-bromo-2-methylpropene has been studied by IR spectroscopy.

Application

3-Bromo-2-methylpropene may be used:
  • in the synthesis of alkenyl imines
  • in the synthesis of 2-methylpropenyl (“methallyl”) complex, Cp*Os(η3-allyl)Br2
  • in a study of chiral phase transfer alkylation leading to (S)-α-alkylcysteines

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

44.6 °F - closed cup

Flash Point(C)

7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Taek-Soo Kim et al.
The Journal of organic chemistry, 71(21), 8276-8278 (2006-10-10)
We reported efficient enantioselective synthetic methodologies for (R)-alpha-alkylcysteines and (S)-alpha-alkylcysteines. The phase-transfer catalytic alkylation of 2-phenyl-2-thiazoline-4-carboxylic acid tert-butyl ester and 2-o-biphenyl-2-thiazoline-4-carboxylic acid tert-butyl ester, in the presence of chiral catalysts (1 or 2), gave the corresponding alkylated products, which could
Synthesis of Hydride and Alkyl Compounds Containing the Cp* Os (η3-allyl) Fragment. Crystal Structures of Cp* Os (η3-C8H13) Br2 and [Cp* Os (η3-C4H7) Me (H2O)][BF4].
Mui HD, et al.
Organometallics, 18(17), 3264-3272 (1999)
Rotational isomerism in 3-bromo, 2-methylpropene studied by ir spectroscopy.
Diallo AO.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 36(9), 799-803 (1980)
Intramolecular "hydroiminiumation" of alkenes: application to the synthesis of conjugate acids of cyclic alkyl amino carbenes (CAACs).
Rodolphe Jazzar et al.
Angewandte Chemie (International ed. in English), 46(16), 2899-2902 (2007-03-14)

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