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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Neal W Sach et al.
Organic letters, 14(15), 3886-3889 (2012-07-18)
A general synthesis of aryl ethers from primary and secondary alcohols and aryl mesylates is presented. The reaction proceeds via a sulfonyl-transfer mechanism. In this paper, we compare the sulfonyl transfer reaction to Mitsunobu ether formation. The reaction can be
Benedetto Natalini et al.
Talanta, 85(3), 1392-1397 (2011-08-03)
The successful enantioseparation of five 6-desfluoroquinolones with three polysaccharide-based stationary phases (namely, the cellulose-based Chiralpak IB and the two amylose-based Chiralpak AD-H and Lux Amylose-2) is herein described. The investigated species differ for the nature of substituents and/or the position
Solvejg Jørgensen et al.
Physical chemistry chemical physics : PCCP, 15(14), 5140-5150 (2013-03-02)
The gas phase reaction between methane sulfonic acid (CH3SO3H; MSA) and the hydroxyl radical (HO), without and with a water molecule, was investigated with DFT-B3LYP and CCSD(T)-F12 methods. For the bare reaction we have found two reaction mechanisms, involving proton
Oleksandr O Grygorenko et al.
Organic & biomolecular chemistry, 11(6), 975-983 (2012-12-22)
The conformational behaviour of model peptides containing a 2-pyrrolidinemethanesulfonic acid (2PyMS) residue was studied in both the crystalline state and in solution using X-ray, NMR and IR experiments. It was found that in crystals dipeptide PhC(O)-2PyMS-Phe-NHiPr adopted β-turn conformation, which
Norio Murai et al.
Organic letters, 14(11), 2818-2821 (2012-05-18)
A one-pot primary aminomethylation of aryl halides, triflates, mesylates, and tosylates via Suzuki-Miyaura cross-coupling reactions with sodium phthalimidomethyltrifluoroborate followed by deamidation with ethylenediamine is reported.
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