Skip to Content
Merck
All Photos(1)

Key Documents

167851

Sigma-Aldrich

4-Bromo-1-butene

97%

Synonym(s):

1-Bromo-3-butene, 3-Butenyl bromide, 4-Bromobut-1-ene, Allylcarbinyl bromide, But-3-en-1-yl bromide

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
BrCH2CH2CH=CH2
CAS Number:
Molecular Weight:
135.00
Beilstein:
1098377
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.462 (lit.)

bp

98-100 °C (lit.)

density

1.33 g/mL at 25 °C (lit.)

functional group

alkyl halide
allyl
bromo

storage temp.

2-8°C

SMILES string

BrCCC=C

InChI

1S/C4H7Br/c1-2-3-4-5/h2H,1,3-4H2

InChI key

DMAYBPBPEUFIHJ-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Stereoselective epoxidation of 4-bromo-1-butene was carried out with three alkene-utilizing bacteria: Mycobacterium LI, Mycobacterium E3 and Nocardia IP1.

Application

  • 4-Bromo-1-butene was used in the synthesis of 4-(3-butenyloxy)benzoic acid.
  • It was also used in the total synthesis of largazole.
  • It was used in double alkylation of lactams, followed by Grubbs ring-closing metathesis, to yield gymnodimine (biotoxin).
  • It was used in preparation of dienehydrazides.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Resp. Sens. 1 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

33.8 °F - closed cup

Flash Point(C)

1 °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

Tetrahedron, 60, 5613-5613 (2004)
Burcu Colak et al.
Bioconjugate chemistry, 27(9), 2111-2123 (2016-08-12)
Thiol-ene radical coupling is increasingly used for the biofunctionalization of biomaterials and the formation of 3D hydrogels enabling cell encapsulation. Indeed, thiol-ene chemistry presents interesting features that are particularly attractive for platforms requiring specific reactions of peptides or proteins, in
Synthesis, 3490-3490 (2006)
Synthesis and photopolymerization of a liquid-crystalline diepoxide.
Broer DJ, et al.
Macromolecules, 26(6), 1244-1247 (1993)
Stereoselective epoxidation of 4-bromo-1-butene and 3-butene-1-ol with three alkene-utilizing bacteria.
Archelas A, et al.
Biocatalysis and Biotransformation, 1(4), 283-292 (1988)

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