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Benzenesulfonyl iodide, 4-methyl-, also known as 4-methylbenzenesulfonyl iodide or p-tolylsulfonyl iodide, is an organic compound with the chemical formula C7H7IOS. It is a colorless to pale yellow crystalline solid that is soluble in organic solvents such as ethanol, acetone, and dichloromethane. Benzenesulfonyl iodide, 4-methyl- is primarily used as a reagent in organic synthesis, particularly in the preparation of various pharmaceuticals, agrochemicals, and other specialty chemicals. It is also employed as a protecting group in peptide synthesis and as a coupling agent in the formation of carbon-sulfur bonds. Due to its reactivity and potential hazards, it is important to handle 4-methylbenzenesulfonyl iodide with care, following proper safety protocols and guidelines.

1950-78-3

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1950-78-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1950-78-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,9,5 and 0 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1950-78:
(6*1)+(5*9)+(4*5)+(3*0)+(2*7)+(1*8)=93
93 % 10 = 3
So 1950-78-3 is a valid CAS Registry Number.

1950-78-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-methylbenzenesulfonyl iodide

1.2 Other means of identification

Product number -
Other names p-toluenesulfonyl iodide

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:1950-78-3 SDS

1950-78-3Relevant academic research and scientific papers

β-allyl sulfones as addition-fragmentation chain transfer reagents: A tool for adjusting thermal and mechanical properties of dimethacrylate networks

Gorsche, Christian,Griesser, Markus,Gescheidt, Georg,Moszner, Norbert,Liska, Robert

, p. 7327 - 7336 (2014)

Dimethacrylates are known to have good photoreactivity, but their radical polymerization usually leads to irregular, highly cross-linked, and brittle polymer networks with broad thermal polymer phase transitions. Here, the synthesis of mono- and difunctio

Iodosulfonylation of Alkynes under Ultrasound Irradiation

Zhou, Chuanjiang,Zeng, Xianghua

, p. 4614 - 4620 (2021/09/13)

(E)-Iodo vinylsulfones are synthesized under ultrasound irradiation using alkynes, sulfonyl hydrazides, potassium iodide and hydrogen peroxide. The key features of this protocol are the speed and efficiency of the reactions, which afford good to excellent

Metal-free one-pot synthesis of N-arylsulfonamides from nitroarenes and sodium sulfinates in an aqueous medium

Jiang, Xiaolan,Zhang, Kaili,Zhao, Rongrong,Bai, Die,Wang, Jinlong,Li, Binbin,Liu, Qixing,Zhou, Haifeng

supporting information, (2020/09/10)

A metal-free one-pot two-step synthesis of sulfonamides from readily available nitroarenes and sodium arylsulfinates in a mixture of methanol and water has been developed. In this procedure, the aryl amines were produced in situ by the reduction of nitroarenes mediated by diboronic acid, and then coupled with sodium arylsulfinates in the presence of iodine. A series of N-arylsulfonamides with various functional groups were obtained in moderate to good yields under the optimal reaction conditions. In addition, this one-pot process is applicable for gram-scale synthesis.

PROCESS FOR THE PREPARATION OF ARYLSULFONYLPROPENENITRILES BY PHOTOCATALYTIC REACTIONS

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Page/Page column 10-11, (2019/03/17)

The present invention relates to a process for the preparation of arylsulfonylpro- penenitriles. The reaction starting from arylsulfonyl iodides is catalyzed by light. The process is scalable, environmentally benign and provides the product in good yield.

Copper-Catalyzed Difunctionalization of Allenes with Sulfonyl Iodides Leading to (E)-α-Iodomethyl Vinylsulfones

Lu, Ning,Zhang, Zhiguo,Ma, Nana,Wu, Conghui,Zhang, Guisheng,Liu, Qingfeng,Liu, Tongxin

supporting information, p. 4318 - 4322 (2018/07/29)

A highly regioselective iodosulfonylation of allenes in the presence of CuI and 1,10-phenanthroline has been developed for the synthesis of various useful (E)-α-iodomethyl vinylsulfones in moderate to excellent yields. This practical reaction is fast, operationally simple, and in particular, proceeds under very mild conditions to afford the target products with high regio- and stereoselectivity. The selectivity was illustrated by a conceptual DFT analysis.

Metal-free, highly regioselective sulfonylation of NH-1,2,3-triazoles with sodium sulfinates and thiosulfonates

Reddy, Raju Jannapu,Shankar, Angothu,Waheed, Md.,Nanubolu, Jagadeesh Babu

, p. 2014 - 2017 (2018/04/25)

A convenient and metal-free protocol for the highly regioselective sulfonylation of NH-1,2,3-triazoles is described. A range of readily accessible NH-1,2,3-triazoles were sulfonylated with various aryl sulfinates in the presence of molecular iodine. The scope was extended to thiosulfonates as an efficient sulfonylating agent and nitrochromene derived triazoles were also explored for selective N-sulfonylation. A variety of synthetically viable N2-sulfonyl triazoles were obtained in moderate to high yields with excellent regioselectivities via N–S bond construction under mild reaction conditions.

Water-Compatible Synthesis of 2-Trifluoromethyl-1,3-Dioxanes

Becerra-Figueroa, Liliana,Tiniakos, Alexander F.,Prunet, Jo?lle,Gamba-Sánchez, Diego

supporting information, p. 6929 - 6932 (2018/11/25)

A water-compatible method for the diastereoselective synthesis of 2-trifluormethyl-1,3-dioxanes is described. The reaction proceeds under mild reaction conditions using simple inorganic bases; it has a very good substrate scope and can be performed with different Michael acceptors. Additionally, the reaction products can be further functionalized, showing an excellent perspective for future applications.

DENTAL MATERIALS WITH DEBONDING-ON-DEMAND PROPERTIES

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Paragraph 0093; 0094; 0095; 0096; 0097; 0103, (2017/08/01)

Radically polymerizable dental material, which contains at least one compound of Formula I: and at least one thermolabile radically polymerizable compound and/or at least one photolabile radically polymerizable compound. The materials are characterized by

Electrosynthesis of vinyl sulfones from alkenes and sulfonyl hydrazides mediated by KI: Аn electrochemical mechanistic study

Terent'ev, Alexander O.,Mulina, Olga M.,Pirgach, Dmitry A.,Ilovaisky, Alexey I.,Syroeshkin, Mikhail A.,Kapustina, Nadezhda I.,Nikishin, Gennady I.

, p. 6871 - 6879 (2017/11/06)

A variety of vinyl sulfones were prepared from alkenes and sulfonyl hydrazides via electrochemical oxidative sulfonylation. The reaction proceeds in an experimentally convenient undivided electrochemical cell equipped with graphite and iron electrodes employing KI as a redox catalyst and a supporting electrolyte. Applying extremely high current density up to 270 mA/cm2 permits rapid synthesis in a compact reactor and with small surface area electrodes. A possible reaction mechanism was proposed with the use of cyclic voltammetry. It is the combination of anodic and cathodic processes in this reaction that makes it possible to obtain products under mild conditions with yields from moderate to high.

Iodine-catalyzed Sulfonylation of Arylacetylenic Acids and Arylacetylenes with Sodium Sulfinates: Synthesis of Arylacetylenic Sulfones

Meesin, Jatuporn,Katrun, Praewpan,Pareseecharoen, Chayaporn,Pohmakotr, Manat,Reutrakul, Vichai,Soorukram, Darunee,Kuhakarn, Chutima

, p. 2744 - 2752 (2016/04/26)

A highly efficient and generally applicable iodine-catalyzed reaction of arylacetylenic acids and arylacetylenes with sodium sulfinates for the synthesis of arylacetylenic sulfones was developed. The methodology has the advantages of a metal-free strategy, easy to handle reagents, functional group tolerance, a wide range of arylacetylenic acids and arylacetylenes, and easy access to arylacetylenic sulfones. (Chemical Equation Presented).

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