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Product Name:1,3-Bis(triisopropylsilyl)propyne
CAS:82192-59-4
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| | Silane, 1,1'-(1-propyne-1,3-diyl)bis[1,1,1-tris(1-methylethyl)- Basic information |
| Product Name: | Silane, 1,1'-(1-propyne-1,3-diyl)bis[1,1,1-tris(1-methylethyl)- | | Synonyms: | 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 | | CAS: | 82192-59-4 | | MF: | C21H44Si2 | | MW: | 352.75 | | EINECS: | | | Product Categories: | | | Mol File: | 82192-59-4.mol |  |
| | Silane, 1,1'-(1-propyne-1,3-diyl)bis[1,1,1-tris(1-methylethyl)- Chemical 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)- Usage And Synthesis |
| 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. | | 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 |
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