167851
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:
Molecular Weight:
135.00
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
225-937-4
Beilstein/REAXYS Number:
1098377
MDL number:
Assay:
97%
Form:
liquid
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
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.
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signalword
Danger
hcodes
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
危险化学品
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Synthesis, 3490-3490 (2006)
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 167851-10G | 04061838749697 |
| 167851-50G | 04061838749710 |
| 167851-1G | 04061838749703 |