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B78203

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

98%

Synonym(s):

1-Propenyl bromide

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About This Item

Linear Formula:
CH3CH=CHBr
CAS Number:
590-14-7
Molecular Weight:
120.98
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24892021
EC Number:
209-671-6
Beilstein/REAXYS Number:
1719096
MDL number:
MFCD00000186
Assay:
98%
Form:
liquid
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Quality Level

100

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

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
GHS02,GHS07

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

flash_point_f

39.2 °F - closed cup

flash_point_c

4 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
0000545786
0000545786
0000336003
0000336003
SHBS1146

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Gold (I)?Catalyzed Intermolecular [2+ 2] Cycloadditions between Allenamides and Alkenes.
Faustino H, et al.
Advanced Synthesis & Catalysis, 354(9), 1658-1664 (2012)
Synthesis of 1?Iodopropyne.
Bartko S G, et al.
Organic Syntheses, 93, 245-262 (2003)
Asymmetric total synthesis of (+)-aphanamol I based on the transition metal catalyzed [5+ 2] cycloaddition of allenes and vinylcyclopropanes.
Wender P A and Zhang L
Organic Letters, 2(15), 2323-2326 (2000)
View All Related Papers

Global Trade Item Number

SKUGTIN
B78203-100G04061837075834