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Bis(3-nitrophenyl) disulfide, with the molecular formula C12H8N2O4S2, is a yellow crystalline solid that is insoluble in water but soluble in organic solvents. It is a chemical compound known for its strong odor and should be handled with care due to its irritant properties. It is commonly used as a reagent in organic synthesis, particularly in the formation of disulfide bonds in proteins and peptides, and as a precursor in the synthesis of other organic compounds.

537-91-7

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537-91-7 Usage

Uses

Used in Organic Synthesis:
Bis(3-nitrophenyl) disulfide is used as a reagent for the formation of disulfide bonds in proteins and peptides, which is crucial for the proper folding and function of these biomolecules.
Used in Pharmaceutical Industry:
Bis(3-nitrophenyl) disulfide is used as a precursor in the synthesis of other organic compounds, which may have potential applications in the development of pharmaceuticals and therapeutic agents.
Used in Research and Development:
Due to its unique properties and reactivity, Bis(3-nitrophenyl) disulfide is utilized in research and development for studying the chemistry and biology of disulfide bonds and their role in various biological processes.
It is important to follow proper safety precautions when handling Bis(3-nitrophenyl) disulfide, including wearing appropriate personal protective equipment and working in a well-ventilated area to minimize exposure to its strong odor and irritant properties.

Check Digit Verification of cas no

The CAS Registry Mumber 537-91-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,3 and 7 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 537-91:
(5*5)+(4*3)+(3*7)+(2*9)+(1*1)=77
77 % 10 = 7
So 537-91-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H8N2O4S2/c15-13(16)9-3-1-5-11(7-9)19-20-12-6-2-4-10(8-12)14(17)18/h1-8H

537-91-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Bis(3-nitrophenyl) disulfide

1.2 Other means of identification

Product number -
Other names Disulfide, bis(3-nitrophenyl)

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:537-91-7 SDS

537-91-7Relevant academic research and scientific papers

Palladium-Catalyzed Picolinamide-Directed Benzylic C(sp3)?H Chalcogenation with Diaryl Disulfides and Diphenyl Diselenide

Wang, Kai,Hou, Jiahao,Zhang, Changjun,Cheng, Ke,Bai, Renren,Xie, Yuanyuan

supporting information, p. 2947 - 2952 (2020/06/17)

The first palladium-catalyzed direct benzylic C(sp3)?H chalcogenation with diaryl disulfides and diphenyl diselenide has been established. The coupling reaction proceeds between the thioether radical and palladiumcycle intermediate. Picolinamide serves as an excellent directing group for the C?H activation of benzylic C(sp3)?H and can be easily removed. The current protocol exhibits a relatively broad substrate scope and high functional group compatibility. A mechanistic study indicates that palladium(IV) intermediate is probably formed during the course of the reaction. (Figure presented.).

Preparation method for symmetric diaryl disulfide

-

, (2019/04/17)

The invention discloses a preparation method for symmetric diaryl disulfide. The preparation method comprises the following steps: using aromatic hydrocarbon as shown in a general formula (I) as a rawmaterial and reacting with chlorosulfonic acid to generate aryl chlorosulfonic acid, and reacting with sulfoxide chloride to synthesize aryl sulfonyl chloride as shown in a general formula (II); andpreparing the symmetric diaryl disulfide as shown in a general formula (III) under the action of a reducing agent through a reduction reaction by the aryl sulfonyl chloride as shown in the general formula (II). The disclosed preparation method for the symmetric diaryl disulfide has many advantages of low toxicity of the reaction raw material, short reaction time, cheap reagents and easy acquisition, convenient separation and purification and the like, and has very high application value and industrial production value.

Synthesis and nano-Pd catalyzed chemoselective oxidation of symmetrical and unsymmetrical sulfides

Li, Xing,Du, Jia,Zhang, Yongli,Chang, Honghong,Gao, Wenchao,Wei, Wenlong

, p. 3048 - 3055 (2019/03/21)

A highly chemoselective, efficient and nano-Pd catalyzed protocol for the rapid construction of sulfoxides and sulfones via the oxidation of symmetrical and unsymmetrical sulfides using H2O2 as an oxidant has been developed, respectively. The ready availability of starting materials, easy recovery and reutilization of the catalyst, wide substrate scope, and high yields make this protocol an attractive alternative. The process also involves the metal-free and microwave-promoted synthesis of symmetrical diarylsulfides, and FeCl3-mediated preparation of symmetrical diaryldisulfides through the reaction of arenediazonium tetrafluoroborates with Na2S·9H2O as a sulfur source. In addition, unsymmetrical sulfides were generated via the K2CO3-mediated reaction of arenediazonium tetrafluoroborates with symmetrical disulfides.

Conversion of organic halides to disulfanes using KCN and CS2

Abbasi, Mohammad,Nowrouzi, Najmeh,Borazjani, Saeedeh Ghassab

, p. 4251 - 4254 (2017/10/11)

A sulfur transfer reagent was produced in situ upon stirring a mixture of KCN and CS2 in DMF at r.t. for 15 min, which after heating with an alkyl halide or aryl halide and CuI gave the corresponding symmetric dialkyl or diaryl disulfide, respectively, in high to excellent yields.

Aryl diazonium salt and thioacetamide: A catalyst free, efficient blend of an inexpensive arylating agent with "s" surrogate for sulphide synthesis

Bhojane, Jeevan Manohar,Sarode, Sachin Ashok,Nagarkar, Jayashreemilind

, p. 90046 - 90050 (2016/10/07)

Novel, facile C-S and S-S bond coupling reactions were achieved by using an aryl diazonium salt as an arylating agent and thioacetamide as a sulphur surrogate. The reaction proceeds smoothly at room temperature without using any transition metal catalyst, ligand or base. Aryl diazonium salts undergo rapid reactions with thioacetamide at room temperature to give the desired products in a much shorter period than the previously reported metal catalysed protocols.

Investigation on the reduction of sulfonyl chlorides with sulfur dioxide in water as solvent

Zhao, Qian,Qian, Chao,Chen, Xin-Zhi

, p. 1547 - 1550 (2013/10/22)

An operationally simple and environmentally benign method for reductive coupling of sulfonyl chlorides to the corresponding disulfides has been developed. Sulfonyl chlorides can be rapidly reduced with SO2/KI/ H2SO4 system in moderate to good yields at 80 C in water. Graphical Abstract: [Figure not available: see fulltext.]

An improved method for the synthesis of disulfides by periodic acid and sodium hydrogen sulfite in water

Khan, Khalid M.,Taha, Muhammad,Rahim, Fazal,Ali, Muhammad,Jamil, Waqas,Perveen, Shahnaz,Iqbal Choudhary

experimental part, p. 415 - 419 (2011/03/22)

An improved method for the synthesis of disulfide in water by using periodic acid and sodium hydrogen sulfite was developed.

Synthesis of diaryl disulfides via the reductive coupling of arylsulfonyl chlorides

Kabalka, George W.,Reddy, Marepally Srinivasa,Yao, Min-Liang

scheme or table, p. 7340 - 7342 (2010/03/01)

A facile synthesis of diaryl disulfides from arylsulfonyl chlorides in the presence of triphenylphosphine has been developed.

Temperature-controlled selective reduction of arenesulfonyl chlorides promoted by samarium metal in DMF

Liu, Yongjun,Zhang, Yongmin

, p. 4291 - 4294 (2007/10/03)

Promoted by samarium in DMF, arenesulfonyl chlorides can be selectively reduced to diaryldisulfones, diarylthiosulfonates and diaryldisulfides in good to excellent yields by reaction temperature control without the need to pretreat or activate the metallic samarium.

Practical and scaleable syntheses of 3-hydroxythiophenol

Zhang, Mingbao,Ryckman, David,Chen, Guohua,MacMillan, Eric,Duquette, Jason

, p. 112 - 116 (2007/10/03)

3-Hydroxythiophenol is a versatile intermediate for the synthesis of medicinal and heterocyclic compounds. Two novel and practical syntheses of 3-hydroxythiophenol are achieved using readily available and inexpensive starting materials. An overall cost comparison of these syntheses is also given.

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