tert-Butyldiphenyl(prop-2-yn-1-yloxy)silane
95%
Reagent
Code: #150798
CAS Number
88159-06-2
blur_circular Chemical Specifications
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Molecular Information
Weight
294.47 g/mol
Formula
C₁₉H₂₂OSi
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Registry Numbers
MDL Number
MFCD31555366
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Physical Properties
Melting Point
58-60 °C
Boiling Point
338.3±34.0 °C(Predicted)
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Storage & Handling
Density
1.00±0.1 g/cm3(Predicted)
Storage
2-8°C
description Product Description
This compound, tert-butyldiphenyl(prop-2-yn-1-yloxy)silane, is the tert-butyldiphenylsilyl (TBDPS)-protected form of propargyl alcohol. It serves as a key building block in organic synthesis, allowing the terminal alkyne to undergo selective reactions (e.g., couplings, cycloadditions) without interference from the hydroxyl group. The bulky TBDPS protecting group provides excellent stability in basic, neutral, and mildly acidic conditions, and can be removed orthogonally using fluoride ions (e.g., TBAF) in the presence of other functional groups. This reagent is particularly valuable for constructing polyfunctional molecules, such as pharmaceuticals, natural products, and materials, where precise control over the propargyl functionality is essential. The steric bulk of TBDPS also minimizes side reactions during multi-step sequences.
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