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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:
593-60-2
Molecular Weight:
106.95
Beilstein:
1361370
EC Number:
209-800-6
MDL number:
MFCD00000183
UNSPSC Code:
12162002
PubChem Substance ID:
24900722
NACRES:
NA.23
Pricing and availability is not currently available.

vapor density

3.8 (15 °C, vs air)

Quality Level

200

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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Signal Word

Danger

Hazard Statements

H220,H280,H302,H350

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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Certificates of Analysis (COA)

Lot/Batch Number
STBL4174
STBL1816
STBL1440
STBK9421
STBK7748

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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)
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
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
R Karl Dieter et al.
The Journal of organic chemistry, 71(15), 5674-5678 (2006-07-15)
The key transformation in the total synthesis of (+)-elaeokanine A was accomplished by asymmetric deprotonation of N-Boc pyrrolidine, followed by the reaction of the in situ generated enantioenriched stereogenic cuprate reagent with (E)-4-bromo-1-iodo-1-trimethylsilyl-1-butene with retention of configuration. N-Boc deprotection, followed
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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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