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Merck
CN

16500

4-Bromo-1-butene

purum, ≥98.0% (GC)

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About This Item

Linear Formula:
BrCH2CH2CH=CH2
CAS Number:
5162-44-7
Molecular Weight:
135.00
EC Number:
225-937-4
UNSPSC Code:
12352100
PubChem Substance ID:
24850112
Beilstein/REAXYS Number:
1098377
MDL number:
MFCD00000258

Key Documents

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grade

purum

assay

≥98.0% (GC)

contains

silver wool as stabilizer

refractive index

n20/D 1.462

bp

98-100 °C (lit.)

density

1.33 g/mL at 25 °C (lit.)

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.

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Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

33.8 °F - closed cup

flash_point_c

1 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Yongcheng Ying et al.
Journal of the American Chemical Society, 130(26), 8455-8459 (2008-05-30)
Full details of the concise and convergent synthesis (eight steps, 19% overall yield), its extension to the preparation of a series of key analogues, and the molecular target and pharmacophore of largazole are described. Central to the synthesis of largazole
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)
Synthesis and photopolymerization of a liquid-crystalline diepoxide.
Broer DJ, et al.
Macromolecules, 26(6), 1244-1247 (1993)

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