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176427

Sigma-Aldrich

Silver p-toluenesulfonate

≥99%

Synonym(s):

p-Toluenesulfonic acid silver salt, Silver tosylate

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About This Item

Linear Formula:
CH3C6H4SO3Ag
CAS Number:
16836-95-6
Molecular Weight:
279.06
Beilstein/REAXYS Number:
3598937
EC Number:
240-859-0
MDL number:
MFCD00007511
UNSPSC Code:
12352302
PubChem Substance ID:
24850577
NACRES:
NA.23

assay

≥99%

form

powder

reaction suitability

reagent type: catalyst
core: silver

SMILES string

[Ag+].Cc1ccc(cc1)S([O-])(=O)=O

InChI

1S/C7H8O3S.Ag/c1-6-2-4-7(5-3-6)11(8,9)10;/h2-5H,1H3,(H,8,9,10);/q;+1/p-1

InChI key

JUDUFOKGIZUSFP-UHFFFAOYSA-M

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Application

Converts alkyl halides to tosylates, and benzyl selenyl chlorides into their corresponding selenyl tosylates.

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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The Journal of Organic Chemistry, 56, 2781-2781 (1991)
Pei Liu et al.
Organic & biomolecular chemistry, 10(24), 4696-4698 (2012-05-18)
A convenient one-pot Mannich-type-cyclization-oxidation tandem process has been developed for the synthesis of 1,3,5-trisubstituted pyrazoles derivatives from aldehydes, hydrazines and alkynes using p-toluenesulfonic acid monohydrate (PTSA) as a multifunctional catalyst. This method provides a flexible and rapid route to 1,3,5-trisubstituted
Mild C-H halogenation of anilides and the isolation of an unusual palladium(I)-palladium(II) species.
Robin B Bedford et al.
Angewandte Chemie (International ed. in English), 50(24), 5524-5527 (2011-05-14)
Hans H Adomat et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 902, 84-95 (2012-07-24)
Androgens are key mediators of prostate development and function, a role that extends to the development of prostate diseases such as benign prostatic hyperplasia (BPH) and prostate cancer. In prostate, DHT is the major androgen and reduction and glucuronidation are
Ananda S Amarasekara et al.
Carbohydrate research, 346(17), 2820-2822 (2011-11-01)
The effects of adding D(2)SO(4), and p-toluenesulfonic acid-d to D-cellobiose dissolved in D(2)O were investigated at 23°C by plotting (13)C NMR chemical shift changes (Δδ) against the acid to D-cellobiose molar ratio. (13)C Chemical shifts of all 18 carbon signals
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