Silver p-toluenesulfonate, 98+%
Silver p-toluenesulfonate, 98+%
Silver p-toluenesulfonate, 98+%
Thermo Scientific Chemicals

Silver p-toluenesulfonate, 98+%

CAS: 16836-95-6 | C7H8AgO3S | 280.07 g/mol
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Quantity:
5 g
25 g
Catalog number L00307.14
also known as L00307-14
Price (EUR)
148,00
Each
Quantity:
25 g
Request bulk or custom format
Price (EUR)
148,00
Each
Chemical Identifiers
CAS16836-95-6
IUPAC Name4-methylbenzene-1-sulfonic acid silver
Molecular FormulaC7H8AgO3S
InChI KeyBRYKBDMLJJLFAB-UHFFFAOYSA-N
SMILES[Ag].CC1=CC=C(C=C1)S(O)(=O)=O
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SpecificationsSpecification SheetSpecification Sheet
Assay from Supplier's CofA≥98.0% (U.S. specification)
Clarity0.5% w/v solution in water is transparent to very faintly turbid by JIS K 8001 5.2 (non-U.S. specification)
Loss on Drying<1.0% (200°C/constant wt., non-U.S. specification)
Appearance (Color)White to pale grey or pale brown
Assay (Argentometric Titration)>98.0 to <102.0% (non-U.S. specification)
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Silver p-toluenesulfonate is used to converts alkyl halides to tosylates, and benzyl selenyl chlorides into their corresponding selenyl tosylates. It used in promotion of the leaving ability of halogens. For use in the conversion of alkyl halides to alkyl tosylates.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Silver p-toluenesulfonate is used to converts alkyl halides to tosylates, and benzyl selenyl chlorides into their corresponding selenyl tosylates. It used in promotion of the leaving ability of halogens. For use in the conversion of alkyl halides to alkyl tosylates.

Solubility
Soluble in water.

Notes
Light Sensitive. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.
RUO – Research Use Only

General References:

  1. Stanley G. Smith.; Winstein, S. Sulfoxides as nucleophiles ☆. Tetrahedron. 1958, 3, (3), 317-319.
  2. Gerald F. Koser.; Richard H. Wettach. Reactions of silver arylsulfonates with iodosobenzene dichloride. J. Org. Chem. 1977, 42, (8), 1476-1478.
  3. Silver salt soluble in many organic solvents; useful, e.g. in promotion of the leaving ability of halogens. For use in the conversion of alkyl halides to alkyl tosylates, see: J. Am. Chem. Soc., 81, 4113 (1959); J. Chem. Soc., 6748 (1965).
  4. Induces carbocation rearrangements in alkyl halides, e.g. promotes the stereospecific disrotatory ring-opening of the cyclopropyl cation resulting from ionization of gem-dibromocyclopropanes: J. Org. Chem., 41, 384 (1976).
  5. For conversion of benzylic bromides to styrenes, see: Bul. Chem. Soc. Jpn., 66, 589 (1993).