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003015

003015-5g



Trimethylsilyl trifluoromethanesulfonate


CAS Number: 27607-77-8
   
Molecular Formula: C4H9F3O3SSi
   
Molecular Weight: 222.26
   
MDL Number: MFCD00000406


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003015-5g
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003015-10g
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003015-25g
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003015-100g
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003015-250g
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003015-1Kg
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003015-2.5Kg
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Purity:99%
Bp:77°/80mm
Density:1.150
Refractive Index:1.3600
 
Pictograms:
Signal Word:Danger
Hazard Statements:H226, H314, H318
Precautionary Statements:P201, P210, P261, P280, P301 + P330 + P331, P302 + P352, P304 + P312, P305 + P351 + P338, P310
UN#:UN2920
Packing Group:II
Hazard Class:8
, 3

Flash Point:25°
SDS: See MSDS
 
Limited Quantities:1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities:Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

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Strong Lewis acid catalyst and highly reactive silylating agent with a much greater selectivity for C-silylation than chlorotrimethylsilane.1 It is used to cleave t-butyl esters directly to trimethylsilyl esters,2 promote chemoselective reactions of acyclic acetals in the presence of cyclic acetals,3 promote cycloaddition of nitrones with silyl enol ethers,4 catalyze the conversion of aldehydes to homoallyl ethers in an Ionic Liquid 5 and assist facile deprotection of N,O-Acetonides.6 Employed in the synthesis of enaminones as an Activator,7 one-pot synthesis of α-aminonitriles and their fluorinated analogues,8 and synthesis of N-vinyl derivatives of nucleobases as a Lewis acid catalyst.9

1. J. Prakt. Chem. 1999, 341, 410.
2. Org. Lett. 2002, 4, 1947.
3. J. Chem. Soc., Perkin Trans. 11994, 2357.
4. J. Chem. Soc., Perkin Trans. 11993, 3157.
5. Synthesis2005, 2661.
6. J. Org. Chem. 2007, 73, 752.
7. Synth. Commun.  1997, 27, 4275.
8. Synlett  2007, 2395.
9. Synthesis 2002, 0172.

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