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Key Documents

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:
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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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.

Recommended products

Stainless steel hose adapter Z146838 or stainless steel body mini gas regulator Z513547 is recommended.

hose barb

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regulator

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Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

2A - Gases

WGK

WGK 3

Flash Point(F)

55.4 °F

Flash Point(C)

13 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Qiwu Zhao et al.
The Journal of organic chemistry, 74(1), 459-462 (2008-11-27)
With CuI as the catalyst and K(3)PO(4) x 3 H(2)O as the base, highly efficient intramolecular S-vinylation of thiols with vinyl chlorides or bromides was successfully implemented without the help of an additional ligand. Moreover, the competition experiments revealed that
Mina Lee et al.
The Journal of chemical physics, 123(17), 174310-174310 (2005-12-27)
The vibrational spectrum of the vinyl bromide cation in the first excited electronic state A 2A' was obtained by one-photon mass-analyzed threshold ionization (MATI) spectroscopy. The use of an improved vacuum-ultraviolet radiation source based on four-wave sum frequency mixing in
James A Marshall et al.
Organic letters, 6(3), 445-448 (2004-01-30)
[reaction: see text] Additions of vinylic zinc bromide reagents to alpha-chiral aldehydes (R(1) = CH(2)OTBS, R(2) = Me; R(1) = Me, R(2) = OTBS) in the presence of lithiated (+)- or (-)-N-methylephedrine proceed with predominant reagent control to afford anti
Bryden A F Le Bailly et al.
Chemical communications (Cambridge, England), 48(10), 1580-1582 (2011-11-02)
An iron-catalysed, hydride-mediated reductive cross-coupling reaction has been developed for the preparation of alkanes. Using a bench-stable iron(II) pre-catalyst, reductive cross-coupling of vinyl iodides, bromides and chlorides with aryl- and alkyl Grignard reagents successfully gave the products of formal sp(3)-sp(3)
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.

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