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(Bromoethynyl)triisopropylsilane

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(Bromoethynyl)triisopropylsilane Basic information

Product Name:
(Bromoethynyl)triisopropylsilane
Synonyms:
  • 2-bromoethynyl-tri(propan-2-yl)silane
  • Bromoethynyl-triisopropyl-silane
  • (2-triisopropylsilyl)ethynyl bromide
  • (2-BROMOETHYNYL)TRIISOPROPYLSILANE
  • [2-Bromoethynyl]tris[propan-2-yl]silane
  • Silane, (bromoethynyl)tris(1-methylethyl)-
  • Silane, (2-bromoethynyl)tris(1-methylethyl)-
  • DK970
CAS:
111409-79-1
MF:
C11H21BrSi
MW:
261.27
Mol File:
111409-79-1.mol
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(Bromoethynyl)triisopropylsilane Chemical Properties

Boiling point:
240.5±9.0 °C(Predicted)
Density 
1.073±0.06 g/cm3(Predicted)
refractive index 
1.49
storage temp. 
Storage temp. 2-8°C
form 
clear liquid
color 
Colorless to Red to Green
InChI
InChI=1S/C11H21BrSi/c1-9(2)13(8-7-12,10(3)4)11(5)6/h9-11H,1-6H3
InChIKey
HNNUBQWDWJNURV-UHFFFAOYSA-N
SMILES
[Si](C#CBr)(C(C)C)(C(C)C)C(C)C
CAS DataBase Reference
111409-79-1
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Safety Information

HS Code 
2931900090
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(Bromoethynyl)triisopropylsilane Usage And Synthesis

Description

(Bromoethynyl)triisopropylsilane is an important sterically hindered organosilicon protective agent, mainly used to protect various types of hydroxyl groups, especially in multifunctional hydroxyl compounds. It can be selectively protected and deprotected for the synthesis of nucleosides, nucleotides and sugar compounds.

Uses

(Bromoethynyl)triisopropylsilane could be used as an alkynylating reagen to synthesize the palladium-catalyzed primary amine-directed C(sp2)–H alkynylation of biaryl-2-amines[1].

References

[1] Jiang, Guangbin et al. “Palladium-catalyzed primary amine-directed regioselective mono- and di-alkynylation of biaryl-2-amines?.” Chemical Communications 14 (2018): 1746–1749.

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