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Safety Information

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

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About This Item

Linear Formula:
BrCH2CH2CH=CH2
CAS Number:
5162-44-7
Molecular Weight:
135.00
Beilstein:
1098377
EC Number:
225-937-4
MDL number:
MFCD00000258
UNSPSC Code:
12352100
PubChem Substance ID:
24850226
NACRES:
NA.22

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

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

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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

H225,H317,H319,H334,H335

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

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

167851-BULK:
167851-VAR:
167851-1G:
167851-50G:
167851-10G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCB7049
BCBP4275V
BCBG3968V
BCBB6962V
BCBB6962

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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)
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