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005264

005264-5g



tert-Butyldiphenylchlorosilane


CAS Number: 58479-61-1
   
Molecular Formula: C16H19ClSi
   
Molecular Weight: 274.87
   
MDL Number: MFCD00000497

Special Handling and Safety: Hazardous for shipment

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Purity:98%
Bp:90-92°/0.01mm
Density:1.057
Refractive Index:1.5680
 
Pictograms:
Signal Word:Danger
Hazard Statements:H314, H318
Precautionary Statements:P280, P301 + P330 + P331, P303 + P361 + P353, P304 + P340, P305 + P351 + P338, P310
UN#:UN2987
Packing Group:II
Hazard Class:8
Flash Point:112°
SDS: See MSDS
 
Excepted Quantities:Not Permitted as Excepted Quantity

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A Reagent to introduce the tert-butyldiphenylsilyl (TBDPS) group that is an exceedingly sterically hindered hydroxyl protecting group, especially in the protection of alcohols.1 The tbutyldiphenylsilyl protecting group is considerably more stable (approximately 100 times) than the tbutyldimethylsilyl protecting group toward acidic hydrolysis.1 Applied in a variety of complex natural product syntheses.2,3,4

1. Protective Groups in Organic Synthesis, 3rd Edition 1999, 141
2. Resonance 2002, 7(12), 48.
3. J. Phys. Chem. B 2004, 108, 12640.
4. Chin. Chem. Lett. 2000, 11, 883.

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