Skip to Content
Merck
All Photos(2)

Key Documents

B78203

Sigma-Aldrich

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

98%

Synonym(s):

1-Propenyl bromide

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3CH=CHBr
CAS Number:
Molecular Weight:
120.98
Beilstein:
1719096
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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. 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

Signal Word

Danger

Hazard Statements

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Facile multi-decagram synthesis of methyl but-2-ynoate.
Darses B, et al.
Organic Chemistry Frontiers : An International Journal of Organic Chemistry / Royal Society of Chemistry, 1(1), 117-119 (2014)
Total Synthesis of Skyllamycins A?C.
Total Synthesis of Natural Products, 119-150 (2018)
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)
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service