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Merck
CN
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文件

523380

Sigma-Aldrich

4-[(三甲基硅基)乙炔基]苯甲醛

97%

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别名:
4-(Trimethylsilylethynyl)benzaldehyde, 4-[2-(Trimethylsilyl)ethynyl]benzaldehyde, p-[(Trimethylsilyl)ethynyl]benzaldehyde
线性分子式:
(CH3)3SiC≡CC6H4CHO
CAS号:
77123-57-0
分子量:
202.32
MDL编号:
MFCD02093765
UNSPSC代码:
12352100
PubChem化学物质编号:
24874332
NACRES:
NA.22

质量水平

200

检测方案

97%

mp

66-70 °C (lit.)

SMILES字符串

C[Si](C)(C)C#Cc1ccc(C=O)cc1

InChI

1S/C12H14OSi/c1-14(2,3)9-8-11-4-6-12(10-13)7-5-11/h4-7,10H,1-3H3

InChI key

UZQDUXAJFTWMDT-UHFFFAOYSA-N

相关类别

一般描述

4-[(Trimethylsilyl)ethynyl]benzaldehyde can be synthesized by reacting 4-bromobenzaldehyde and triphenylphosphine in anhydrous triethylamine with ethynyltrimethylsilane and then with palladium(II) acetate under argon. It can also be prepared by Sonogashira coupling reaction between 4-bromobenzaldehyde and (trimethylsilyl) ethynyl.

应用

4-[(Trimethylsilyl)ethynyl]benzaldehyde may be used in the preparation of the following:
  • 4,4,5,5-tetramethyl-2-{4-[(trimethylsilyl)ethynyl]phenyl}imidazolidine-1,3-diol
  • 5,10,15-triphenyl-20-{4-[2-(trimethylsilyl)ethynyl]phenyl}porphyrin

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

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On the potential of porphyrin-spiked triarylamine stars for bulk heterojunction solar cells.
Kengthanomma T, et al.
Journal of Material Chemistry A, 1(35), 10524-10531 (2013)
Facile synthesis of ethynylated benzoic acid derivatives and aromatic compounds via ethynyltrimethylsilane.
Austin WB, et al.
The Journal of Organic Chemistry, 46(11), 2280-2286 (1981)
Synthesis of covalently bonded nanostructure from two porphyrin molecular wires leading to a molecular tube.
Ishida T, et al.
Tetrahedron Letters, 47(30), 5265-5268 (2006)
Linear porphyrin dimers with fluorenyl arms linked by an ethynyl bridge.
Merhi A, et al.
Tetrahedron, 69(34), 7112-7124 (2013)
Cascade Reactions of Me3Si-Substituted Imidazolidine-1, 3-Diols with PbO2, Including Oxidation of the Corresponding Diol and Subsequent Elimination of the Trimethylsilyl Fragment.
Tretyakov E, et al.
European Journal of Organic Chemistry, 2007(22), 3639-3647 (2007)

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