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Merck
CN

263567

1,4-双(三甲基甲硅烷基)丁二炔

98%, stable crystalline form of butadiyne

别名:

1,4-双(三甲基甲硅烷基)-1,3-丁二炔, BTMSBD

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关于此项目

线性分子式:
(CH3)3SiC≡CC≡CSi(CH3)3
化学文摘社编号:
分子量:
194.42
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1758268
Assay:
98%
Form:
solid
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InChI

1S/C10H18Si2/c1-11(2,3)9-7-8-10-12(4,5)6/h1-6H3

SMILES string

C[Si](C)(C)C#CC#C[Si](C)(C)C

InChI key

LBNVCJHJRYJVPK-UHFFFAOYSA-N

assay

98%

form

solid

refractive index

n20/D 1.384 (lit.)

mp

111-113 °C (lit.)

density

0.974 g/mL at 20 °C (lit.)

storage temp.

2-8°C

Quality Level

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Application

1,4-Bis(trimethylsilyl)butadiyne can be used as a reagent to prepare:
  • 1,1,3,4-Tetrasilyl-substituted 1,3-butadienes or 1,1,3,4-tetrasilyl-substituted 1,2-butadienes by hydrosilylation reaction using various hydridosilanes and catalysts.
  • Glycosylated oligo(ethynylene)s using the Negishi reaction.
  • (±) Falcarinol, a polyacetylene class of fatty alcohol.

pictograms

Flame

signalword

Danger

hcodes

pcodes

Hazard Classifications

Flam. Sol. 1

存储类别

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Manuel M Bentlohner et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(67), 17089-17094 (2017-09-15)
We report on the synthesis and structure, as well as on the mechanism of formation of the [Ge
Hydrosilylation of 1, 4-Bis (trimethylsilyl) butadiyne and Silyl-Substituted Butenynes.
Kusumoto T, et al.
Bulletin of the Chemical Society of Japan, 65(5), 1280-1290 (1992)
A short synthesis of (+) and (-)-falcarinol
McLaughlin NP, et al.
Tetrahedron, 66, 9681-9687 (2010)
Hydrosilylation of 1, 4-bis (trimethylsilyl) butadiyne and silyl-substituted butenynes
Kusumoto T, et al.
Bulletin of the Chemical Society of Japan, 65, 1280-1290 (1992)
Tobias N Hoheisel et al.
Organic letters, 10(20), 4525-4528 (2008-09-25)
A convenient and efficient sp-sp carbon heterocoupling protocol based on the Negishi reaction was developed, in which the required zinc diacetylide was generated from 1,4-bis(trimethylsilyl)butadiyne in situ and reacted with a bromoacetylene in apolar solvent mixtures. The method has been

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