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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:
1700085
MDL number:
MFCD00040824
UNSPSC Code:
12352100
PubChem Substance ID:
24862134
NACRES:
NA.22
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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.)

functional group

bromo

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

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

84.2 °F - closed cup

Flash Point(C)

29 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000314105
0000185490
0000203079
BCBC4166V
BCBC4166

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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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