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1,2-Bis(5-bromopyridin-2-yl)disulfane is a chemical compound characterized by the molecular formula C10H8Br2N2S2. It is a disulfide derivative featuring two 5-bromopyridin-2-yl groups attached to a central sulfur atom. 1,2-Bis(5-bromopyridin-2-yl)disulfane is known for its potential applications in the synthesis of organic molecules and pharmaceuticals, making it a valuable component in medicinal chemistry and drug development. Additionally, it may find use in material science and as a reagent in various chemical reactions. With a molecular weight of 365.11 grams per mole, the specific properties and behavior of 1,2-Bis(5-bromopyridin-2-yl)disulfane can be influenced by the conditions and environment in which it is utilized.

872273-36-4

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872273-36-4 Usage

Uses

Used in Pharmaceutical Industry:
1,2-Bis(5-bromopyridin-2-yl)disulfane is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1,2-Bis(5-bromopyridin-2-yl)disulfane serves as a building block for the creation of novel molecular structures with potential medicinal properties, aiding in the advancement of drug discovery and design.
Used in Material Science:
1,2-Bis(5-bromopyridin-2-yl)disulfane may be utilized in material science for the development of new materials with specific properties, such as those with enhanced stability or reactivity, depending on the requirements of the application.
Used as a Reagent in Chemical Reactions:
1,2-Bis(5-bromopyridin-2-yl)disulfane also functions as a reagent in various chemical reactions, facilitating specific transformations or processes that are essential for the synthesis of target molecules in organic chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 872273-36-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,7,2,2,7 and 3 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 872273-36:
(8*8)+(7*7)+(6*2)+(5*2)+(4*7)+(3*3)+(2*3)+(1*6)=184
184 % 10 = 4
So 872273-36-4 is a valid CAS Registry Number.

872273-36-4SDS

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 1,2-Bis(5-bromopyridin-2-yl)disulfane

1.2 Other means of identification

Product number -
Other names 5-bromo-2-[(5-bromopyridin-2-yl)disulfanyl]pyridine

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:872273-36-4 SDS

872273-36-4Downstream Products

872273-36-4Relevant academic research and scientific papers

MODULATORS OF THE INTEGRATED STRESS PATHWAY

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Page/Page column 597, (2019/05/22)

Provided herein are compounds, compositions, and methods useful for the modulation of elF2B, for modulating the integrated stress response (ISR) and for treating related diseases; disorders and conditions.

Making the SF5 Group More Accessible: A Gas-Reagent-Free Approach to Aryl Tetrafluoro-λ6-sulfanyl Chlorides

Pitts, Cody Ross,Bornemann, Dustin,Liebing, Phil,Santschi, Nico,Togni, Antonio

supporting information, p. 1950 - 1954 (2019/01/25)

Modern pentafluorosulfanyl (SF5) chemistry has an Achilles heel: synthetic accessibility. Herein, we present the first approach to aryl-SF4Cl compounds (key intermediates in state-of-the-art aryl-SF5 synthesis) that overco

A novel dual-nano assisted synthesis of symmetrical disulfides from aryl/alkyl halides

Devi, Namita,Hazarika, Sukanya,Gogoi, Prasanta,Barman, Pranjit

, p. 1927 - 1938 (2018/07/21)

Here, we have reported a novel approach towards dual-nano assisted synthesis of disulfides from coupling of alkyl/aryl halides and sulfur nanoparticles. The indium oxide nanoparticles as catalyst expedite the conversion and sulfur nanoparticle notably enhances the miscibility, providing a faster, high yielding and cost-effective process in ethanol-water system. The method has synthetic advantages in terms of mild reaction framework, catalyst regeneration, and absence of any sulfide or polysulfide linkage as by-product leading to a column free synthesis. A variety of alkyl, aryl and heteroaryl symmetrical disulfides are obtained in good to excellent yields up to exceeding 98%.

Ni/Ir-Catalyzed Photoredox Decarboxylative Coupling of S-Substituted Thiolactic Acids with Heteroaryl Bromides: Short Synthesis of Sulfoxaflor and Its SF5 Analog

Kanishchev, Oleksandr S.,Dolbier, William R.

supporting information, p. 7677 - 7681 (2017/06/06)

Metallaphotoredox cross-coupling reactions have recently emerged as a powerful tool for the construction of C(sp2)?C(sp3) bonds between alkyl chains and aromatic systems, including electron-deficient heteroaryls, which are known to be challenging coupling partners. In this article, we disclose the Ni/Ir-catalyzed photoredox decarboxylative coupling of readily available S-substituted thiolactic acids with electron-deficient heteroaryl bromides, which resulted in the formation of simple but otherwise not easily accessible heteroarenes with alkylsulfide side chains. To demonstrate a practical use of this coupling reaction, we have shown its efficiency in the one-step synthesis of a key intermediate in the synthesis of the recently marketed insecticide Sulfoxaflor, and for the short synthesis of SF5-Sulfoxaflor.

SF5-Pyridylaryl-λ3-iodonium salts and their utility as electrophilic reagents to access SF5-pyridine derivatives in the late-stage of synthesis

Das, Prajwalita,Takada, Masahiro,Matsuzaki, Kohei,Saito, Norimichi,Shibata, Norio

supporting information, p. 3850 - 3853 (2017/04/06)

Electrophilic pentafluorosulfanyl (SF5) heteroarylation of target molecules using novel reagents is described. Unsymmetrical diaryliodonium reagents 1 having 2-SF5-pyridine have been synthesized in good yields. They are efficient electrophilic reagents for carbon and heterocentered nucleophiles, producing the corresponding SF5-pyridine derivatives in good to excellent yields.

IF5 affects the final stage of the Cl-F exchange fluorination in the synthesis of pentafluoro-λ6-sulfanyl-pyridines, pyrimidines and benzenes with electron-withdrawing substituents

Cui, Benqiang,Kosobokov, Mikhail,Matsuzaki, Kohei,Tokunaga, Etsuko,Shibata, Norio

supporting information, p. 5997 - 6000 (2017/07/10)

A difficult chlorine-fluorine (Cl-F) exchange fluorination reaction in the final stage of the preparation of pentafluoro-λ6-sulfanyl-(hetero)arenes having electron-withdrawing substituents has now been elucidated through the use of iodine pentafluoride. A major side-reaction of C-S bond cleavage was sufficiently inhibited by the potential interaction between F and I with a halogen bonding.

Silver-induced self-immolative Cl-F exchange fluorination of arylsulfur chlorotetrafluorides: Synthesis of arylsulfur pentafluorides

Cui, Benqiang,Jia, Shichong,Tokunaga, Etsuko,Saito, Norimichi,Shibata, Norio

supporting information, p. 12738 - 12741 (2017/12/06)

A novel strategy for the synthesis of arylsulfur pentafluorides by silver carbonate-induced Cl-F exchange fluorination of arylsulfur chlorotetrafluorides is reported. This fluorination does not require any exogenous fluoride sources. Rather, the reaction proceeds via the self-immolation of the substrate Ar-SF4Cl.

Organocatalytic visible light induced S-S bond formation for oxidative coupling of thiols to disulfides

Tankam, Theeranon,Poochampa, Kamolrut,Vilaivan, Tirayut,Sukwattanasinitt, Mongkol,Wacharasindhu, Sumrit

, p. 788 - 793 (2016/01/20)

In this work, we developed a visible light induced oxidative coupling of thiols into the corresponding disulfides in a process catalyzed by an inexpensive and non hazardous Rose Bengal dye. Our optimization study revealed that the use of Rose Bengal catal

Synthesis and characterization of 2-pyridylsulfur pentafluorides

Kanishchev, Oleksandr S.,Dolbier, William R.

supporting information, p. 280 - 284 (2015/04/21)

Current approaches to prepare SF5-substituted heterocycles during the synthesis of targeted heterocyclic compounds require the use of SF5-functionalized aryl or alkyne reagents or SF5Cl as a source of the SF5 functional group. Herein we report that excess oxidative fluorination of 2,2' -dipyridyl disulfide with a KF/Cl2 /MeCN system leads to the formation of thirteen new 2-pyridylsulfur chlorotetrafluorides (2-SF4Cl-pyridines). These molecules are found to undergo further chlorine-fluorine exchange reactions by treatment with silver(I) fluoride enabling ready access to a series of ten new substituted 2-pyridylsulfur pentafluorides (2-SF5-pyridines). This is the first preparatively simple and readily scalable example of the transformation of an existing heterocyclic sulfur functionality to prepare SF5-substituted heterocycles.

Hypervalent iodine(III)-promoted metal-free S-H activation: An approach for the construction of S-S, S-N, and S-C bonds

Rattanangkool, Eakkaphon,Krailat, Watanya,Vilaivan, Tirayut,Phuwapraisirisan, Preecha,Sukwattanasinitt, Mongkol,Wacharasindhu, Sumrit

, p. 4795 - 4804 (2014/08/05)

The activation of the sulfur atom of thiols with (diacetoxyiodo)benzene (DIB) has been explored in the preparation of symmetrical disulfides and sulfenamides. Disulfides can be produced in excellent yields (75-95%) upon treatment of thiols with DIB. The reaction was complete in less than five minutes at room temperature. Aliphatic, aromatic, and heteroaromatic thiols are compatible with this transformation. Moreover, heteroaromatic disulfides obtained from heteroaromatic thiols further reacted with a nucleophilic amine in the presence of a base to provide the corresponding sulfenamides in fair to good yields (43-90%) in a one-pot fashion. The methodology was successfully extended to indole as a representative electron-rich aromatic compound, which allowed successful construction of a S-C bond in one pot. The key benefits of this reaction include lower toxicity, low cost of DIB reagent, and mild reaction conditions (room temperature, undried solvents and open flask).

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