Trifluoromethanesulfonic anhydride CAS#358-23-6
CAS Number: 358-23-6
Chemical Formula: C2F6O5S2
Synonyms:
Methanesulfonic acid, trifluoro-, anhydride
Trifluoromethanesulfonic anhydride solution
TRIFLUOROMETHANE SULFONIC ANHYDRIDE(ORIG INAL IMPORT VIDE BE.NO
MOQ (Minimum Order Quantity): 1 FCL (Full Container Load)
Appearance: Transperant liquid
Trifluoromethanesulfonic anhydride CAS#358-23-6
Trifluoromethanesulfonic anhydride, also known as triflic anhydride, has proven to be an extraordinary reagent for a broad range of transformations. As a commercially and readily available reagent, It has been widely used in synthetic chemistry due to its high electrophilicity. Given its high affinity towards O-nucleophiles, reaction with alcohols, carbonyls, sulfur phosphorus- and iodine oxides towards the formation of the corresponding triflates is strongly favored. As one of the premier leaving groups in organic chemistry, the generated triflates then open the door to various downstream transformations, including (but not limited to) substitution reactions, cross-coupling processes, redox reactions, and rearrangements[1-2].
Trifluoromethanesulfonic anhydride Chemical Properties |
Melting point | -80°C |
Boiling point | 81-83 °C (lit.) |
density | 1.677 g/mL at 25 °C (lit.) |
vapor density | 5.2 (vs air) |
vapor pressure | 8 mm Hg ( 20 °C) |
refractive index | n |
RTECS | PB2772000 |
Fp | 81-83°C |
storage temp. | Store below +30°C. |
solubility | Miscible with dichloromethane. Immiscible with hydrocarbons. |
form | Liquid |
color | Clear colorless to light brown |
Specific Gravity | 1.677 |
Water Solubility | reacts violently with water |
Sensitive | Moisture Sensitive |
BRN | 1813600 |
Stability: | Hygroscopic, Moisture Sensitive |
InChIKey | WJKHJLXJJJATHN-UHFFFAOYSA-N |
LogP | 0.3 at 25℃ |
CAS DataBase Reference | 358-23-6(CAS DataBase Reference) |
NIST Chemistry Reference | Trifluoromethanesulfonic anhydride(358-23-6) |
EPA Substance Registry System | Methanesulfonic acid, trifluoro-, anhydride (358-23-6) |
Safety Information |
Hazard Codes | C |
Risk Statements | 14-21/22-34-35-22-40 |
Safety Statements | 26-36/37/39-43-45-8 |
RIDADR | UN 3265 8/PG 2 |
WGK Germany | 3 |
F | 10-21 |
Hazard Note | Corrosive |
TSCA | Yes |
HazardClass | 8 |
PackingGroup | I |
HS Code | 29049020 |
Toxicity | LD50 orally in Rabbit: 1012 mg/kg |
Product Application of Trifluoromethanesulfonic anhydride CAS#358-23-6
Trifluoromethanesulfonic anhydride is used to convert phenols and imine into triflic ester and NTf group. It is a strong electrophile used for the introduction of triflyl group in chemical synthesis. It serves as a reagent in the preparation of alkyl and vinyl triflates, and for the stereoselective synthesis of mannosazide methyl uronate donors. It acts as a catalyst for glycosylation with anomeric hydroxy sugars to prepare polysaccharides.
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