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100-87-8

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100-87-8 Usage

General Description

Toluene-alpha-sulphonic acid, also known as benzenemethanesulfonic acid, is a chemical compound with the molecular formula C7H8O3S. It is an organic sulfonic acid characterized by a benzene ring attached to a methanesulfonic acid group. This compound is often used as a strong acid catalyst in various chemical reactions due to its ability to donate protons effectively. Phenylmethanesulfonic acid finds applications in organic synthesis, particularly in esterification and other reactions that require acidic conditions. Its acidic nature and unique structure make it a valuable reagent in the field of organic chemistry, facilitating the formation of various chemical compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 100-87-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 0 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 100-87:
(5*1)+(4*0)+(3*0)+(2*8)+(1*7)=28
28 % 10 = 8
So 100-87-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H8O3S.Na/c8-11(9,10)6-7-4-2-1-3-5-7;/h1-5H,6H2,(H,8,9,10);/q;+1/p-1

100-87-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Phenylmethanesulfonic acid

1.2 Other means of identification

Product number -
Other names benzylsulfonic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:100-87-8 SDS

100-87-8Relevant articles and documents

Synthesis of sulfonyl chlorides and sulfonic acids in SDS micelles

Bahrami, Kiumars,Khodaei, Mohammad M.,Abbasi, Jamshid

, p. 316 - 322 (2012)

H2O2/POCl3 is found to be a reactive reagent system that can be used in sodium dodecyl sulfate (SDS) micellar solution in aqueous media for the direct oxidative chlorination of thiol and di-sulfide derivatives to give the desired sulfonyl chlorides. The oxidation of thiols and disulfides to sulfonic acids with this system is also reported. In most cases, these reactions are highly selective, simple, and clean, affording products in excellent yields and high purity. Georg Thieme Verlag Stuttgart · New York.

Intermediates in the Peroxy Acid Oxidation of Phenyl Phenylmethanethiosulfinate

Freeman, Fillmore,Angeletakis, Christos N.

, p. 3991 - 3996 (1981)

The m-chloroperoxybenzoic acid (MCPBA) oxidation of phenyl phenylmethanethiosulfinate (9) in CDCl3 has been studied.Low-temperature 1H NMR and 13C NMR spectra show that phenyl phenylmethanethiosulfonate (7), phenylmethanesulfonic acid (26), and phenylmethanesulfinic acid (27) are formed during the early stages of oxidation.Although 7 may be formed via direct attack of MCPBA at the sulfinyl sulfur atom of 9, the presence of 7, 26, and 27 is also explicable in terms of formation and rearrangement of metastable α-disulfoxide (13) and sulfenyl sulfinate (14) intermediates.

Formation of Elusive vic-Disulfoxides and OS-Sulfenyl Sulfinates during the m-Chloroperoxybenzoic Acid (MCPBA) Oxidation of Alkyl Aryl Disulfides and Their Regioisomeric Sulfinothioic Acid S-Esters

Freeman, Fillmore,Angeletakis, Christos N.

, p. 793 - 798 (1985)

The initial step in the 1 equiv m-chloroperoxybenzonic acid (MCPBA) oxidation of 2,2-dimethylpropyl phenyl disulfide (10) and phenyl phenylmethyl disulfide (14) occurs predominantly at the sulfur atom bonded to the alkyl group to give S-phenyl 2,2-dimethylpropanesulfinothioate (5) and S-phenyl phenylmethanesulfinothioate (6), respectively.The 2 equiv MCPBA oxidation of disulfide 10 gives S-phenyl 2,2-dimethylpropanesulfonothioate (23) as the major product.The 1 equiv MCPBA oxidation of thiosulfinates 5 and 6 and S-2,2-dimethylpropyl benzenesulfinothioate (9) ultimately gives thiosulfonate 23, S-phenyl phenylmethanesulfonothioate (17), and thiosulfonate 23, respectively, as the major products.Thus, peroxidation of regioisomeric S-alkyl and S-aryl sulfinothioates 5 and 9 occurs predominantly at the sunfenyl sulfur atom to give diastereomeric vic-disulfoxides (α-disulfoxides) which may undergo cycloelimination to sulfines and sulfenic acids, dissociate to sulfinyl radicals, and rearrange intramoleculary to OS-sulfenyl silfinates and/or to sulfonothioic acid S-esters.OS-Sulfenyl sulfinates may isomerize to sulfonothioic acid S-esters or dissociate to sulfinyl radicals and/or to thiyl and sulfonyl radicals.The sulfinyl radicals may combine to form vic-disulfoxides and/or OS-sulfenyl sulfinates while the thiyl and sulfonyl radicals may lead to sulfonothioic acid S-esters.

Selective and mild oxidation of thiols to sulfonic acids by hydrogen peroxide catalyzed by methyltrioxorhenium

Ballistreri, Francesco P.,Tomaselli, Gaetano A.,Toscano, Rosa M.

, p. 3291 - 3293 (2008)

Aromatic and aliphatic thiols are oxidized in acetonitrile at 20 °C by hydrogen peroxide in the presence of methyltrioxorhenium as the catalyst to yield the corresponding sulfonic acids in high isolated yields (85-94%).

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Cavallito,Fruehauf

, p. 2248 (1949)

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Effects of methoxy substituents on the glutathione peroxidase-like activity of cyclic seleninate esters

Press, David J.,McNeil, Nicole M. R.,Hambrook, Miranda,Back, Thomas G.

, p. 9394 - 9401 (2014/12/11)

Cyclic seleninate esters function as mimetics of the antioxidant enzyme glutathione peroxidase and catalyze the reduction of hydrogen peroxide with a stoichiometric thiol. While a single electron-donating methoxy substituent para to the selenium atom enhances the catalytic activity, m-methoxy groups have little effect and o-methoxy substituents suppress activity. The effects of multiple methoxy groups are not cumulative. This behavior can be rationalized by opposing mesomeric and steric effects. Oxidation of the product disulfide via its thiolsulfinate was also observed.

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