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
Beilstein:
1071311
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
SMILES string
CC#C[Si](C)(C)C
InChI
1S/C6H12Si/c1-5-6-7(2,3)4/h1-4H3
InChI key
DCGLONGLPGISNX-UHFFFAOYSA-N
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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Liq. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
39.2 °F - closed cup
Flash Point(C)
4 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
Tetrahedron Letters, 33, 5969-5969 (1992)
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
Journal of Polymer Science Part A: Polymer Chemistry, 25, 1353-1353 (1987)
Journal of the American Chemical Society, 105, 7473-7473 (1983)
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