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B78203

Sigma-Aldrich

1-Bromo-1-propene (cis and trans)

98%

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Synonym(s):
1-Propenyl bromide
Linear Formula:
CH3CH=CHBr
CAS Number:
Molecular Weight:
120.98
Beilstein/REAXYS Number:
1719096
EC Number:
MDL number:
PubChem Substance ID:

assay

98%

form

liquid

contains

copper as stabilizer

refractive index

n20/D 1.4538 (lit.)

bp

58-63 °C (lit.)

mp

−116 °C (lit.)

density

1.413 g/mL at 25 °C (lit.)

SMILES string

C\C=C\Br

InChI

1S/C3H5Br/c1-2-3-4/h2-3H,1H3/b3-2+

InChI key

NNQDMQVWOWCVEM-NSCUHMNNSA-N

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1 of 4

This Item
B78106614874614769
vibrant-m

B78203

1-Bromo-1-propene (cis and trans)

vibrant-m

B78106

1-Bromopropane

vibrant-m

614874

1-Bromopropane-d7

vibrant-m

614769

1-Bromopropane-3,3,3-d3

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

form

liquid

form

liquid

form

-

form

-

refractive index

n20/D 1.4538 (lit.)

refractive index

n20/D 1.434 (lit.)

refractive index

-

refractive index

-

mp

−116 °C (lit.)

mp

−110 °C (lit.)

mp

-110 °C (lit.)

mp

-110 °C (lit.)

bp

58-63 °C (lit.)

bp

71 °C (lit.)

bp

71 °C (lit.)

bp

71 °C (lit.)

Application

1-Bromo-1-propene upon n-BuLi treatment generates the propynyllithium anion, in situ, which later undergoes nucleophilic addition reactions. Some of its other applications are:
  • Synthesis of organic reagents such as methyl but-2-ynoate and 1-iodopropyne.
  • Preparation o f intermediates in the total synthesis of (+)-aphanamol I and skyllamycins A-C.
  • Synthesis of allylated pyrazoles, aryl alkynyl sulfides and allenamides.

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

39.2 °F - closed cup

flash_point_c

4 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves


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Synthesis of 1?Iodopropyne.
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