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

CAS No.
82192-59-4
Chemical Name:
Silane, 1,1'-(1-propyne-1,3-diyl)bis[1,1,1-tris(1-methylethyl)-
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)-
CBNumber:
CB92488317
Molecular Formula:
C21H44Si2
Molecular Weight:
352.75
MDL Number:
MFCD17013305
MOL File:
82192-59-4.mol
Last updated:2023-03-20 15:47:56

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

Boiling point 130-135 °C(Press: 0.08 Torr)
Density 0.816±0.06 g/cm3(Predicted)
solubility both the reagent and its lithio derivative are soluble in ether or THF.

Silane, 1,1'-(1-propyne-1,3-diyl)bis[1,1,1-tris(1-methylethyl)- Chemical Properties,Uses,Production

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.

Silane, 1,1'-(1-propyne-1,3-diyl)bis[1,1,1-tris(1-methylethyl)- Preparation Products And Raw materials

Raw materials

Preparation Products

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

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Silane, 1,1'-(1-propyne-1,3-diyl)bis[1,1,1-tris(1-methylethyl)- Silane, 1-propyne-1,3-diylbis[tris(1-methylethyl)- 1,3-Bis(triisopropylsilyl)propyne 82192-59-4