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359998

Sigma-Aldrich

(2-Bromovinyl)trimethylsilane

approx. 90% trans, 98%

Synonym(s):

β-(Trimethylsilyl)vinyl bromide, 1-Bromo-2-(trimethylsilyl)ethylene

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About This Item

Linear Formula:
BrCH=CHSi(CH3)3
CAS Number:
41309-43-7
Molecular Weight:
179.13
Beilstein/REAXYS Number:
1700085
MDL number:
MFCD00040824
UNSPSC Code:
12352100
PubChem Substance ID:
24862134
NACRES:
NA.22

Quality Level

200

assay

98%

form

liquid

refractive index

n20/D 1.466 (lit.)

bp

50-51 °C/52 mmHg (lit.)

density

1.167 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)\C=C\Br

InChI

1S/C5H11BrSi/c1-7(2,3)5-4-6/h4-5H,1-3H3/b5-4+

InChI key

FKXCNOSKBLGEMQ-SNAWJCMRSA-N

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pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

84.2 °F - closed cup

flash_point_c

29 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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Spiro [2.4] hepta-1, 4, 6-triene
Billups WE, et al.
Journal of the American Chemical Society, 116(14), 6463-6463 (1994)
Arkady Krasovskiy et al.
Organic letters, 13(15), 3818-3821 (2011-07-12)
Negishi couplings at olefinic centers do not always occur with the anticipated maintenance of stereochemistry. The source of erosion has been traced to the ligand, and a modified method has been developed that solves the stereochemical issue and significantly improves
Alan R. Katritzky et al.
The Journal of organic chemistry, 62(23), 8201-8204 (2001-10-24)
A new general route to conjugated enynyl ketones was developed based on a two-step procedure. First, palladium-catalyzed cross-coupling reactions of 1-(benzotriazol-1-yl)propargyl ethyl ether (3) and vinyl triflates or vinyl bromides afforded the key intermediates [1-(benzotriazol-1-yl)-1-enynyl]methyl ethyl ethers 5a-d in good

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