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550256

Sigma-Aldrich

Silver methanesulfonate

Synonym(s):

Silver methylsulfonate, Methanesulfonic acid silver salt

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About This Item

Linear Formula:
AgSO3CH3
CAS Number:
2386-52-9
Molecular Weight:
202.97
EC Number:
219-199-2
MDL number:
MFCD00064795
UNSPSC Code:
12161600
PubChem Substance ID:
24879101
NACRES:
NA.22

form

solid

reaction suitability

core: silver
reagent type: catalyst

mp

252-256 °C (lit.)

SMILES string

[Ag+].CS([O-])(=O)=O

InChI

1S/CH4O3S.Ag/c1-5(2,3)4;/h1H3,(H,2,3,4);/q;+1/p-1

InChI key

MLKQJVFHEUORBO-UHFFFAOYSA-M

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Application

Gold Catalysts — 21st Century ′Gold Rush′
Catalyst for:
  • Heterocyclization reactions
  • CO2-mediated rearrangement of propargyl alcohols for the synthesis of a,ß-unsaturated ketones and esters

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Eric D Nacsa et al.
Organic letters, 15(1), 38-41 (2012-12-15)
The cyclopropenone catalyzed nucleophilic substitution of alcohols by methanesulfonate ion with inversion of configuration is described. This work provides an alternative to the Mitsunobu reaction that avoids the use of azodicarboxylates and generation of hydrazine and phosphine oxide byproducts. This
Chad E Wujcik et al.
Journal of separation science, 33(6-7), 826-833 (2010-01-21)
Hydrophilic retention coefficients for 17 peptides were calculated based on retention coefficients previously published for TSKgel silica-60 and were compared with the experimental elution profile on a Waters Atlantis HILIC silica column using TFA and methanesulfonic acid (MSA) as ion-pairing
Claudio Pettinari et al.
Inorganic chemistry, 50(21), 11173-11183 (2011-10-18)
Five new silver(I) complexes of formulas [Ag(Tpms)] (1), [Ag(Tpms)(PPh(3))] (2), [Ag(Tpms)(PCy(3))] (3), [Ag(PTA)][BF(4)] (4), and [Ag(Tpms)(PTA)] (5) {Tpms = tris(pyrazol-1-yl)methanesulfonate, PPh(3) = triphenylphosphane, PCy(3) = tricyclohexylphosphane, PTA = 1,3,5-triaza-7-phosphaadamantane} have been synthesized and fully characterized by elemental analyses, (1)H, (13)C
Siddheshwar K Chauthe et al.
Bioorganic & medicinal chemistry letters, 22(6), 2251-2256 (2012-02-22)
A series of dimeric phloroglucinol compounds were synthesized in a single step using commercially available phloroglucinol and methanesulfonic acid. Based on the reported anticancer activity of plant derived dimeric phloroglucinols, these synthesized compounds were evaluated for their in vitro anti-proliferative
Luca Casettari et al.
Drug development and industrial pharmacy, 38(8), 979-984 (2011-11-30)
Dibutyrylchitin (DBC), a lipophilic chitin diester, has been synthesized from chitin and butyric anhydride with methanesulfonic acid as catalyst. Exhaustive esterification of free alcoholic groups of chitin was assessed by FT-IR and (1)H-NMR spectroscopy. High degree of alkyl substitution allowed
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