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523380

4-[(Trimethylsilyl)ethynyl]benzaldehyde

97%

Synonym(s):

4-(Trimethylsilylethynyl)benzaldehyde, 4-[2-(Trimethylsilyl)ethynyl]benzaldehyde, p-[(Trimethylsilyl)ethynyl]benzaldehyde

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About This Item

Linear Formula:
(CH3)3SiC≡CC6H4CHO
CAS Number:
77123-57-0
Molecular Weight:
202.32
NACRES:
NA.22
PubChem Substance ID:
24874332
UNSPSC Code:
12352100
MDL number:
MFCD02093765
Assay:
97%
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Quality Segment

200

assay

97%

mp

66-70 °C (lit.)

functional group

aldehyde

SMILES string

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

General description

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.

Application

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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