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Merck

434191

Sigma-Aldrich

乙烯基溴 溶液

1.0 M in THF

别名:

溴乙烯

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About This Item

线性分子式:
CH2=CHBr
CAS号:
分子量:
106.95
Beilstein:
1361370
MDL號碼:
分類程式碼代碼:
12162002
PubChem物質ID:
NACRES:
NA.23

蒸汽壓力

12.46 psi ( 55 °C)
3.6 psi ( 20 °C)

品質等級

形狀

liquid

濃度

1.0 M in THF

密度

0.927 g/mL at 25 °C

儲存溫度

2-8°C

SMILES 字串

BrC=C

InChI

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

InChI 密鑰

INLLPKCGLOXCIV-UHFFFAOYSA-N

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一般說明

乙烯基溴属于卤代烯 ,由于未饱和乙烯基的存在,具有很高的反应活性。在加入聚合物或材料的结构中时,它可以为聚合物或材料带来阻燃性。它也是一种多功能的结构单元,可用于聚合、加成反应、取代反应和交联反应,如Suzuki-Miyaura 和Negishi反应。 它可用于将放射性标记引入医学成像用分子。

應用

乙烯基溴溶液可用作前体,用于通过不对称还原偶联,进行手性2-乙烯基四氢萘的立体选择性合成。这些手性化合物是天然产物、农用化学品和液晶中的重要结构单元。

  • Sequential Vinyl Radical Cyclization/Fixation of Carbon Dioxide through Electrochemical Reduction of Vinyl Bromide in the Presence of an Electron-Transfer Mediator: This study explores the electrochemical reduction of vinyl bromide with a focus on vinyl radical cyclization and carbon dioxide fixation (A Katayama, H Senboku, 2016).

  • A Comparison of the Wavelength-Dependent Photochemical Reactions of Ozone with Vinyl Bromide and Fluoride in Argon Matrices: The study compares the photochemical reactions of vinyl bromide and fluoride with ozone, examining their behavior in argon matrices (BS Ault, 2021).

訊號詞

Danger

危險分類

Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

標靶器官

Central nervous system, Respiratory system

安全危害

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

1.4 °F - closed cup

閃點(°C)

-17 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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分析证书(COA)

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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
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
Derek R Boyd et al.
Organic & biomolecular chemistry, 5(3), 514-522 (2007-01-26)
Enantiopure trans-dihydrodiols have been obtained by a chemoenzymatic synthesis from the corresponding cis-dihydrodiol metabolites, obtained by dioxygenase-catalysed arene cis-dihydroxylation at the 2,3-bond of monosubstituted benzene substrates. This generally applicable, seven-step synthetic route to trans-dihydrodiols involves a regioselective hydrogenation and a
Ian Paterson et al.
Organic letters, 12(16), 3724-3727 (2010-08-14)
Using a combination of asymmetric vinylogous Mukaiyama aldol and Stille cross-coupling reactions, an advanced polyene fragment of the chivosazoles was prepared in a highly stereocontrolled manner. This key C1-C13 pentaene subunit, featuring the conjugated (2E,4Z,6E,8Z)-tetraenoate motif and anti-configured C10 and
Carcinogenicity of 1,3-butadiene, ethylene oxide, vinyl chloride, vinyl fluoride, and vinyl bromide.
Yann Grosse et al.
The Lancet. Oncology, 8(8), 679-680 (2007-08-30)

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