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V1902

Sigma-Aldrich

Vinyl bromide

98%

Synonym(s):

Bromoethylene

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About This Item

Linear Formula:
CH2=CHBr
CAS Number:
Molecular Weight:
106.95
Beilstein/REAXYS Number:
1361370
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

vapor density

3.8 (15 °C, vs air)

Quality Level

vapor pressure

1551 mmHg ( 37.8 °C)

assay

98%

autoignition temp.

986 °F

contains

200 ppm monomethyl ether hydroquinone as inhibitor

expl. lim.

15 %

bp

16 °C/750 mmHg (lit.)

mp

−139 °C (lit.)

density

1.517 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

BrC=C

InChI

1S/C2H3Br/c1-2-3/h2H,1H2

InChI key

INLLPKCGLOXCIV-UHFFFAOYSA-N

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Related Categories

Application

  • FTIR and Raman Spectroscopy Study of Soot Deposits: Investigates soot formation during the infrared multiphoton dissociation of vinyl bromide, suggesting potential applications in materials science regarding soot characteristics (Samoudi et al., 2022).
  • Nickel-Catalyzed Reductive Cross-Coupling: Describes a method for coupling vinyl bromides with unactivated alkyl halides, highlighting its utility in synthetic organic chemistry for creating complex molecules (Gong et al., 2017).
  • Silver-Promoted Synthesis of Vinyl Sulfones: This study explores the reactivity of vinyl bromides with sulfonyl hydrazides under aqueous conditions, applicable to pharmaceutical synthesis due to the biorelevance of sulfones (Zhang et al., 2020).
  • Visible Light on Vinyl Halides: Examines the photocatalytic properties of vinyl bromides, which could influence the development of green chemistry applications (Pagire et al., 2020).
  • Palladium Catalyzed Cross-Coupling of Diboronates: Focuses on the reactions of vinyl bromides with diboronates, offering insights into new methodologies for constructing biologically active compounds (Li et al., 2014).

Other Notes

V1902-100 g, V1902-900 g, and 1902-2.2 kg includes installed 316SS needle valve.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Flam. Gas 1A - Press. Gas Liquefied gas

Storage Class

2A - Gases

wgk_germany

WGK 3

flash_point_f

55.4 °F

flash_point_c

13 °C

ppe

Eyeshields, Faceshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hsin-Lun Kao et al.
Organic letters, 13(19), 5204-5207 (2011-09-02)
The synthesis of vinyl sulfides through the coupling reaction of thiols with vinyl iodides, bromides, and chlorides is described. The thiols can couple with aryl iodides in the presence of only 0.5 mol % Cu(2)O without the need for an
Piotr Pawluć et al.
Organic letters, 11(15), 3390-3393 (2009-07-04)
A new, efficient protocol for the highly stereoselective one-pot synthesis of (E)-beta-aryl vinyl iodides and (E)-beta-aryl vinyl bromides from styrenes based on sequential ruthenium-catalyzed silylative coupling-N-halosuccinimide-mediated halodesilylation reactions is reported.
Xiaodan Zhao et al.
The Journal of organic chemistry, 71(10), 3988-3990 (2006-05-06)
(E/Z)-isomers containing vinyl bromides were stereoselectively carbonylated to the corresponding (E)-alpha,beta-ethylenic carboxylic acids in the ionic liquid [BMIM]PF6. Vinyl dibromides also underwent hydroxycarbonylation to give monoacids. The products are pure by proton NMR spectroscopic determination without purification by silica gel
Cheon-Gyu Cho et al.
Organic letters, 7(16), 3569-3572 (2005-07-29)
An effective, readily scalable two-step synthesis of trisubstituted (E)-vinyl bromides involving bromination of alpha,beta-unsaturated lactones followed by hydrolytic fragmentation has been developed. Several trisubstituted (E)-vinyl bromides, including multigram quantities of (+)-(E)-4-bromo-2-methyl-3-pentenol, a synthetic intermediate required for the C(8)-C(11) moieties of
Changhui Sun et al.
Organic letters, 11(18), 4084-4087 (2009-08-20)
With the catalysis of CuI/trans-N,N'-dimethylcyclohexane-1,2-diamine, a number of carboxylic acids underwent efficient intramolecular O-vinylation with vinyl bromides leading to the synthesis of the corresponding five- and six-membered enol lactones. The same catalytic system also led to the efficient cycloisomerization of

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