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39603 62086-04-8 Tin(II) trifluoromethanesulfonate, 97% Tin(II) triflate Stannous triflate Alfa Aesar


Certificate of Analysis

Tin(II) trifluoromethanesulfonate, 97%

CAS: 62086-04-8 MDL: MFCD00191251  
UN#:UN3288Hazard Class:6.1Packing Group:III
Alternate Name: Tin(II) triflate
Stannous triflate


Pricing and Availability

Size ($) Price Your Price Quantity Options Availability
1g 49.40 Check Availability Add to Favorites Enter qty and click checkbox
5g 185.00 Check Availability Add to Favorites Enter qty and click checkbox

Chemical Properties

Formula: Sn(CF3SO3)2  Melting point: dec.
Formula weight: 416.82  Sensitivity: Moisture Sensitive
Form: Powder 

Literature References

Versatile mild Lewis acid catalyst.

Introduced by Mukaiyama to promote aldol-type reactions via tin enolates, either stoichiometrically: Tetrahedron, 40, 1381 (1984), or catalytically: Tetrahedron, 45, 1197 (1989). In the presence of a chiral amine, the reaction is enantioselective: Chem. Lett., 1209 (1991); J. Am. Chem. Soc., 113, 4247 (1991). For further discussion of this and other reactions of tin enolates, see: Encyclopedia of Reagents for Organic Synthesis, L. A. Paquette, Ed., Wiley, Chichester (1995), vol. 7, p. 4907.

In combination with a base (e.g. DBU), promotes the addition of 1-alkynes to carbonyl groups to give alkynols: J. Org. Chem., 56, 4091 (1991).

Can transfer an allyl group from a homoallylic alcohol to an aldehyde: J. Am. Chem. Soc., 120, 6609 (1998); 122, 1310 (2000).

Promotes glycosidation reactions, e.g. of acetobromoglucose to give, stereoselectively, ß-glucosides: Tetrahedron Lett., 26, 1713 (1985). Also used in a variety of other glycosidation reactions; see, e.g.: Tetrahedron Lett., 28, 5041 (1987); Chem. Lett., 1123 (1996); Liebigs Ann. Chem., 1623 (1996); Tetrahedron, 52, 3897 (1996); Eur. J. Org. Chem., 1423 (2000).

Catalyzes electrophilic sulfonylation of aromatic rings by sulfonyl chlorides, generally in good yields: Tetrahedron, 57, 241 (2001).

Reagent for selective deprotection of N-Boc groups: Synth. Commun., 33, 445 (2003).

Other References

UN#: UN3288
Harmonized Tariff Code: 2904.90

GHS Hazard and Precautionary Statements

Hazard Statements : H331-H302-H312

Toxic if inhaled. Harmful if swallowed. Harmful in contact with skin.

Precautionary Statements : P261-P280-P304+P340-P311-P405-P501A

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.


Risk & Safety

Risk Phrases: 20/21/22
Harmful by inhalation, in contact with skin and if swallowed.
Safety Phrases: 9-36/37-60
Keep container in a well ventilated place. Wear suitable protective clothing and gloves. This material and/or its container must be disposed of as hazardous waste.