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007526

007526-1g



Trifluoromethanesulfonic anhydride


CAS Number: 358-23-6
   
Molecular Formula: C2F6O5S2
   
Molecular Weight: 282.14
   
MDL Number: MFCD00000408


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007526-1g
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007526-5g
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007526-10g
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007526-25g
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007526-50g
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007526-100g
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007526-250g
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007526-1kg
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007526-4Kg
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Purity:99.5%
Bp:81-83°
Density:1.677
Refractive Index:1.321
 
Pictograms:
Signal Word:Danger
Hazard Statements:H302, H314, H318
Precautionary Statements:P280, P301 + P312, P301 + P330 + P331, P303 + P361 + P353, P304 + P340, P305 + P351 + P338, P310
UN#:UN3265
Packing Group:II
Hazard Class:8
Risk Statements:14-34
Safety Statements:25-26-36/37/39-45
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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A particularly strong electrophile and versatile triflating reagent in fine chemical and pharmaceutical synthesis.1 Widely used for the synthesis of alkyl and vinyl triflates which are particularly useful in palladium-catalyzed coupling with organotin compounds.2 Applied in the generation of glycosyl triflates from thioglycosides by combination with benzenesulfinyl piperidine or S-(4-methoxyphenyl) benzenethiosulfinate,3,4 stereoselective direct glycosylation with anomeric hydroxy sugars,5 the large scale production of 1-benzenesulfinyl piperidine and other sulfinamides,6 and the direct a-bromination of various ketones.7 Reacts with magnesium alkoxides,8 1,2,3-triazoles,9 and alkoxybenzenes.10

  1. Chim. Oggi 2004, 22, 48.
  2. Synthesis 1993, 735.
  3. J. Am. Chem. Soc. 2001, 123, 9015.
  4. Org. Lett. 2000, 2, 4067.
  5. J. Am. Chem. Soc. 2008, 130, 8537.
  6. J. Carbohydr. Chem. 2005, 24, 415.
  7. Chem. Pharm. Bull. 2000, 48, 1999.
  8. Can. J. Chem. 1999, 77, 258.
  9. Russ. J. Org. Chem.  2003, 39, 1517.
  10. Tetrahedron 1996, 52, 12993.

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