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82192-59-4

82192-59-4 Structure

82192-59-4 Structure
IdentificationBack Directory
[Name]

Silane, 1,1'-(1-propyne-1,3-diyl)bis[1,1,1-tris(1-methylethyl)-
[CAS]

82192-59-4
[Synonyms]

1,3-Bis(triisopropylsilyl)propyne
Silane, 1-propyne-1,3-diylbis[tris(1-methylethyl)-
Silane, 1,1'-(1-propyne-1,3-diyl)bis[1,1,1-tris(1-methylethyl)-
[Molecular Formula]

C21H44Si2
[MDL Number]

MFCD17013305
[MOL File]

82192-59-4.mol
[Molecular Weight]

352.75
Chemical PropertiesBack Directory
[solubility ]

both the reagent and its lithio derivative are soluble in ether or THF.
Hazard InformationBack Directory
[Physical properties]

bp 130–135°C/0.08 mmHg; d 0.846 g cm?3.
[Uses]

1,3-Bis(triisopropylsilyl)propyne is a precursor of a stereoselective bulky C3 nucleophile, functionalized Peterson reagent.
The main use of the title reagent is as a precursor of the lithium derivative. 1,3-Bis(triisopropylsilyl)propyne is cleanly lithiated by treatment with equiv of n-butyllithium in THF at ?20°C (15 min) to what is probably an equilibrium mixture of propargylic and allenic species (1) and (2) (eq 1).The bulky triisopropylsilyl (TIPS) group serves as a controlling group in the addition of (1/2) to electrophiles.	Silane, 1,1'-(1-propyne-1,3-diyl)bis[1,1,1-tris(1-methylethyl)-
[Preparation]

1,3-bis(TIPS)propyne is prepared in quantitative yield by silylation of 3-lithio-1-triisopropylsilyl-1- propyne with triisopropylsilyl trifluoromethanesulfonate.
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