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Merck

V1902

Sigma-Aldrich

Vinylbromid

98%

Synonym(e):

Bromethylen

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About This Item

Lineare Formel:
CH2=CHBr
CAS-Nummer:
Molekulargewicht:
106.95
Beilstein:
1361370
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12162002
PubChem Substanz-ID:
NACRES:
NA.23
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Dampfdichte

3.8 (15 °C, vs air)

Qualitätsniveau

Dampfdruck

1551 mmHg ( 37.8 °C)

Assay

98%

Selbstzündungstemp.

986 °F

Enthält

200 ppm monomethyl ether hydroquinone as inhibitor

Expl.-Gr.

15 %

bp

16 °C/750 mmHg (lit.)

mp (Schmelzpunkt)

−139 °C (lit.)

Dichte

1.517 g/mL at 25 °C (lit.)

Lagertemp.

2-8°C

SMILES String

BrC=C

InChI

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

InChIKey

INLLPKCGLOXCIV-UHFFFAOYSA-N

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Anwendung

  • 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).

Sonstige Hinweise

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

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

Regulierungsbehörde

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Schlaucholive

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Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

2A - Gases

WGK

WGK 3

Flammpunkt (°F)

55.4 °F

Flammpunkt (°C)

13 °C

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves


Zulassungslistungen

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EU REACH Annex XVII (Restriction List)

CAS No.

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Analysenzertifikate (COA)

Lot/Batch Number

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

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
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.
Qiwu Zhao et al.
Organic letters, 10(18), 4037-4040 (2008-08-30)
A general and highly efficient synthesis of 4-alkylidene-2-azetidinones was achieved by the Cu(I)-catalyzed intramolecular C-N coupling of amides with vinyl bromides. This 4-exo ring closure was found to be fundamentally preferred over other modes (5-exo, 6-exo, and 6-endo) of cyclization
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

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    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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