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Merck
CN

244481

1-(Trimethylsilyl)propyne

99%

Synonym(s):

Trimethyl-1-propynylsilane

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About This Item

Linear Formula:
CH3C≡CSi(CH3)3
CAS Number:
Molecular Weight:
112.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
228-314-5
Beilstein/REAXYS Number:
1071311
MDL number:
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Product Name

1-(Trimethylsilyl)propyne, 99%

InChI key

DCGLONGLPGISNX-UHFFFAOYSA-N

InChI

1S/C6H12Si/c1-5-6-7(2,3)4/h1-4H3

SMILES string

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

vapor density

>1 (vs air)

assay

99%

form

liquid

refractive index

n20/D 1.417 (lit.)

bp

99-100 °C (lit.)

density

0.758 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

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Application

1-(Trimethylsilyl)propyne was used in the synthesis of highly substituted indenes via palladium-catalyzed carboannulation and indenones via a rhodium-catalyzed reaction with 2-bromophenylboronic acids.

flash_point_f

39.2 °F - closed cup

pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_c

4 °C - closed cup

ppe

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

Regulatory Information

危险化学品
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Daohua Zhang et al.
The Journal of organic chemistry, 72(1), 251-262 (2006-12-30)
The synthesis of highly substituted indenes has been achieved by three different transition metal-mediated methods. The first method involves the palladium-catalyzed carboannulation of internal alkynes. The second method utilizes a two-step approach, which involves first the palladium/copper-catalyzed cross-coupling of terminal
Yasuyuki Harada et al.
Journal of the American Chemical Society, 129(17), 5766-5771 (2007-04-10)
The Rh-catalyzed reaction of alkynes with 2-bromophenylboronic acids involves carbonylative cyclization to give indenones. The key steps in the reaction involve the addition of an arylrhodium(I) species to an alkyne and the oxidative addition of C-Br bonds on the adjacent
Tetrahedron Letters, 33, 5969-5969 (1992)
Journal of the American Chemical Society, 105, 7473-7473 (1983)
Journal of Polymer Science Part A: Polymer Chemistry, 25, 1353-1353 (1987)

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