1,3-Bis(triisopropylsilyl)propyne Chemische Eigenschaften,Einsatz,Produktion Methoden
Physikalische Eigenschaften
bp 130–135°C/0.08 mmHg; d 0.846 g cm?3.
Verwenden
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.
Application
1,3-Bis(triisopropylsilyl)propyne(1,3-bis(TIPS)propyne) is a precursor of a stereoselective bulky C3 nucleophile, functionalized Peterson reagent.
synthetische
1,3-bis(TIPS)propyne is prepared in quantitative
yield by silylation of 3-lithio-1-triisopropylsilyl-1-
propyne with triisopropylsilyl trifluoromethanesulfonate.
Lager
1,3-Bis(triisopropylsilyl)propyne is no special precautions required; the reagent is not changed when stored for
several months at ambient temperature. The Li derivative is handled under inert gas using simple syringe
equipment.
1,3-Bis(triisopropylsilyl)propyne Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte