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B24875 1-Trimethylsilyl-1-propyne, 98%

CAS-Nummer
6224-91-5
Synonyme
Methyl trimethylsilyl acetylene
Propargyltrimethylsilane

Stock No. Größe Preis ($) Menge Verfügbarkeit
B24875-03 1g 40,00
B24875-06 5g 105,00
B24875-14 25g 405,00
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1-Trimethylsilyl-1-propyne, 98%

MDL
MFCD00009271
EINECS
228-314-5

Chemische Eigenschaften

Formel
CH3C≡CSi(CH3)3
Molmasse
112.25
Schmelzpunkt
-69°
Siedepunkt
99-100°
Flammpunkt
-3°(26°F)
Dichte
0.753
Brechungsindex
1.4200
Storage & Sensitivity
Ambient temperatures.
Löslichkeit
Miscible with toluene.

Anwendungen

1-Trimethylsilyl-1-propyne is employed in the preparation of alkynyl silane derivatives. It is also used to prepare highly substituted indenes using palladium-catalyzed carboannulation. Further, it plays an important role in the preparation of indenones through a rhodium-catalyzed reaction with 2-bromophenylboronic acids.

Bemerkungen

Store in a cool place. Incompatible with strong oxidizing agents and strong bases.

Literaturverweise

Alkylation of the lithio-derivative proceeds with only a small amount of allylic rearrangement to the allene, and is thus a useful route to substituted terminal alkynes: Tetrahedron Lett., 5041 (1968):

Trost, B. M.; Koester, D. C.; Herron, A. N. Stereocontrolled Synthesis of Vinyl Boronates and Vinyl Silanes via Atom-Economical Ruthenium-Catalyzed Alkene-Alkyne Coupling. Angew. Chem. Int. Ed. 2015, 127 (52), 16089-16092.

Thakur, A.; Louie, J. Advances in Nickel-Catalyzed Cycloaddition Reactions To Construct Carbocycles and Heterocycles. Acc. Chem. Res. 2015, 48 (8), 2354-2365.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H225

Highly flammable liquid and vapour.

Sicherheitshinweise: P210-P243-P403

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Take precautionary measures against static discharge. Store in a well-ventilated place.

Weitere Referenzen

Beilstein
1071311
Gefahrenklasse
3
Verpackungsgruppe
II
Harmonized Tariff Code
2931.90
TSCA
No

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