NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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silver(1+) ion trifluoromethanesulfonate
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IUPAC Traditional name
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silver(1+) triflate
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silver(1+) ion triflate
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Synonyms
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Silver triflate
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Silver trifluoromethanesulphonate 99%
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AgOTf
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Silver trifluoromethanesulfonate
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Ag(OTf)
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Silver (trifluoromethyl)sulfonate
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Trifluoromethanesulfonic acid silver salt
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Silver trifluoromethanesulfonate
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TRIFLUOROMETHANESULFONIC ACID
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三氟甲磺酸 银盐
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三氟甲磺酸银
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三氟甲烷磺酸银
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CAS Number
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EC Number
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MDL Number
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Beilstein Number
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PubChem SID
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PubChem CID
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Wikipedia Title
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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-3.4301212
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H Acceptors
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3
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H Donor
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0
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LogD (pH = 5.5)
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-1.2283616
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LogD (pH = 7.4)
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-1.2283617
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Log P
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1.1480371
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Molar Refractivity
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15.8602 cm3
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Polarizability
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7.460577 Å3
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Polar Surface Area
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57.2 Å2
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Rotatable Bonds
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1
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Lipinski's Rule of Five
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true
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DETAILS
DETAILS
MP Biomedicals
Apollo Scientific
Wikipedia
Sigma Aldrich
Apollo Scientific Ltd -
PC6450
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Increases leaving group ability of halogens; can be used for conversion of alkyl halides to triflates & acyl halides to acyl triflates; soluble in ether and other organic solvents. |
Sigma Aldrich -
483346
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Application Reactive triflating agent; used with Pd(PPh3)4 as catalyst for cross coupling reaction. Gold Catalysts - 21st Century ′Gold Rush′ Packaging 1 g in glass bottle 5 g in poly bottle |
Sigma Aldrich -
176435
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Packaging 1, 10, 25 g in glass bottle Application Gold Catalysts - 21st Century ′Gold Rush′ Yields olefins from secondary phosphates and thiophosphates. Using this reagent the etherification of alcohols with primary alkyl halides can be accomplished under mild conditions.Used to generate cationic rhodium catalysts from chlororhodium complexes for the hydrophosphination of acetylenes. Also employed as a catalyst for the preparation of silyl ethers by hydrosilylation of aldehydes. |
Sigma Aldrich -
85325
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Other Notes Reagent for the substitution of halides by triflate.; Reagent for the glycosylation of glycosyl halides1,2,3; Reagent used for the deprotection of protected thiols4 |
REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • Silver salt soluble in ether, fairly soluble in benzene and toluene, less soluble in acetonitrile and insoluble in chloroform and dichloromethane; useful, e.g. in promotion of the leaving ability of halogens. For use in the conversion of alkyl halides to triflates, see: J. Chem. Soc., 173 (1956); J. Am. Chem. Soc., 90, 1598 (1968); Tetrahedron Lett., 3159 (1970); J. Chem. Soc., Perkin 1, 2887 (1980). Review: Synthesis, 85 (1982).
- • Acyl halides are converted to acyl triflates, powerful acylating reagents, which can bring about Friedel-Crafts-type acylation without added Lewis acid catalyst: Chem. Ber., 116, 1195 (1983).
- • Reaction with chlorosilanes gives silyl triflates, powerful silylating reagents, and, likewise trialkyltin halides are converted to the corresponding triflates: Chem. Ber., 103, 868 (1970).
- • For use as a catalyst for the oxy-Cope rearrangement of allyl alkynyl carbinols, where other silver salts are ineffective, see: Tetrahedron Lett., 25, 2873 (1984):
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PATENTS
PATENTS
PubChem Patent
Google Patent