Home > Compound List > Compound details
2923-28-6 molecular structure
click picture or here to close

silver(1+) ion trifluoromethanesulfonate

ChemBase ID: 8488
Molecular Formular: CAgF3O3S
Molecular Mass: 256.9373096
Monoisotopic Mass: 255.85712152
SMILES and InChIs

SMILES:
FC(F)(F)S(=O)(=O)[O-].[Ag+]
Canonical SMILES:
FC(S(=O)(=O)[O-])(F)F.[Ag+]
InChI:
InChI=1S/CHF3O3S.Ag/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1
InChIKey:
QRUBYZBWAOOHSV-UHFFFAOYSA-M

Cite this record

CBID:8488 http://www.chembase.cn/molecule-8488.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
silver(1+) ion trifluoromethanesulfonate
IUPAC Traditional name
silver(1+) triflate
silver(1+) ion triflate
Synonyms
Silver triflate
Silver trifluoromethanesulphonate 99%
AgOTf
Silver trifluoromethanesulfonate
Ag(OTf)
Silver (trifluoromethyl)sulfonate
Trifluoromethanesulfonic acid silver salt
Silver trifluoromethanesulfonate
TRIFLUOROMETHANESULFONIC ACID
三氟甲磺酸 银盐
三氟甲磺酸银
三氟甲烷磺酸银
CAS Number
2923-28-6
EC Number
220-882-2
MDL Number
MFCD00013226
Beilstein Number
3598402
PubChem SID
24888337
160971795
24871884
24850578
PubChem CID
76223
Wikipedia Title
Silver_trifluoromethanesulfonate

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa -3.4301212  H Acceptors
H Donor LogD (pH = 5.5) -1.2283616 
LogD (pH = 7.4) -1.2283617  Log P 1.1480371 
Molar Refractivity 15.8602 cm3 Polarizability 7.460577 Å3
Polar Surface Area 57.2 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
soluble in water expand Show data source
Apperance
Crystalline expand Show data source
Melting Point
286 °C(lit.) expand Show data source
286°C expand Show data source
356°C expand Show data source
356-357°C expand Show data source
Odor
odorless expand Show data source
Storage Warning
Corrosive/Irritant/Air Sensitive/Light Sensitive/Hygroscopic/Store under Argon expand Show data source
IRRITANT, LIGHT SENSITIVE expand Show data source
Light Sensitive expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
Nature polluting Nature polluting (N) expand Show data source
Irritant Irritant (Xi) expand Show data source
UN Number
UN3260 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
8 expand Show data source
Packing Group
III expand Show data source
Risk Statements
34-50 expand Show data source
36/37/38 expand Show data source
R:36/37/38-58 expand Show data source
Safety Statements
26-36 expand Show data source
26-36/37/39-45-61 expand Show data source
S:20-25-26-37/39-61 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS05 expand Show data source
GHS07 expand Show data source
GHS09 expand Show data source
GHS Signal Word
Warning expand Show data source
NFPA704
NFPA 704 diagram
0
1
0
expand Show data source
GHS Hazard statements
H314-H318-H400 expand Show data source
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
P280-P273-P303+P361+P353-P305+P351+P338-P310 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Purity
≥98.0% (Ag) expand Show data source
≥99% expand Show data source
≥99.95% trace metals basis expand Show data source
97% expand Show data source
98% expand Show data source
99% expand Show data source
Grade
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Linear Formula
CF3SO3Ag expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Apollo Scientific Apollo Scientific Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02157026 external link
Silver Salt
MP Biomedicals - 05225932 external link
MP Biomedicals Rare Chemical collection
Apollo Scientific Ltd - PC6450 external link
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 external link
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 external link
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 external link
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 IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle 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):
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle