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B78203

Sigma-Aldrich

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

98%

Synonym(s):

1-Propenyl bromide

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100 G
¥76,900

¥76,900

Estimated to ship onApril 14, 2025

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100 G
¥76,900

About This Item

Linear Formula:
CH3CH=CHBr
CAS Number:
590-14-7
Molecular Weight:
120.98
Beilstein:
1719096
EC Number:
209-671-6
MDL number:
MFCD00000186
UNSPSC Code:
12352100
PubChem Substance ID:
24892021
NACRES:
NA.22

¥76,900

Estimated to ship onApril 14, 2025

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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

Related Categories

Application

1-Bromo-1-propene upon n-BuLi treatment generates the propynyllithium anion, in situ, which later undergoes nucleophilic addition reactions.[1] Some of its other applications are:
  • Synthesis of organic reagents such as methyl but-2-ynoate[1] and 1-iodopropyne.[2]
  • Preparation o f intermediates in the total synthesis of (+)-aphanamol I[3] and skyllamycins A-C.[4]
  • Synthesis of allylated pyrazoles[5], aryl alkynyl sulfides[6] and allenamides.[7]

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

39.2 °F - closed cup

Flash Point(C)

4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 1 petroleums
Hazardous rank II
Water insoluble liquid

JAN Code

B78203-500G:
B78203-5G:
B78203-VAR:
B78203-BULK:
B78203-100G:

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Certificates of Analysis (COA)

Lot/Batch Number
0000336003
SHBS1146
0000208737
0000193414
SHBL9513

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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)
Synthetic scope, computational chemistry and mechanism of a base induced 5-endo cyclization of benzyl alkynyl sulfides.
Motto J M, et al.
Tetrahedron, 67(5), 1002-1010 (2011)
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)
Regioconvergent and Enantioselective Rhodium?Catalyzed Hydroamination of Internal and Terminal Alkynes: A Highly Flexible Access to Chiral Pyrazoles.
Haydl A M, et al.
Chemistry?A European Journal , 22(19), 6547-6551 (2016)
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