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Sigma-Aldrich

Silver p-toluenesulfonate

≥99%

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Synonym(s):
p-Toluenesulfonic acid silver salt, Silver tosylate
Linear Formula:
CH3C6H4SO3Ag
CAS Number:
16836-95-6
Molecular Weight:
279.06
Beilstein:
3598937
EC Number:
240-859-0
MDL number:
MFCD00007511
UNSPSC Code:
12352302
PubChem Substance ID:
24850577
NACRES:
NA.23

Quality Level

100

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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)

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The Journal of Organic Chemistry, 56, 2781-2781 (1991)
G Shanmugam et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 95, 177-183 (2012-05-29)
Bulk crystals of newly identified organic nonlinear optical material 4-methylanilinium p-toluenesulfonate (PMPT) were grown by slow evaporation solution growth method using ethanol as a solvent. It crystallizes in monoclinic system with a noncentrosymmetric space group P2(1). The formation of the
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
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