Category: 882-33-7

《Directed oxidative coupling of thiols in the synthesis of unsymmetrical disulfides》 was written by Burmistrova, D. A.; Smolyaninov, I. V.; Berberova, N. T.. Recommanded Product: 1,2-DiphenyldisulfaneThis research focused onunsym disulfide preparation; thiol oxidative coupling. The article conveys some information:

Oxidative coupling of two different thiols bearing aliphatic, alicyclic, aromatic, and hetero-aromatic moieties promoted by mild oxidizing agents, viz., sterically hindered o-benzo(imino)-quinones, carried out in N-methylpyrrolidone at room temperature led to unsym. disulfides RSSR1 [R = n-Pr, c-hexyl, Ph, etc.; R1 = c-pentyl, Ph, 4-pyridyl, etc.]. Among the studied oxidizers, the most active was 3,6-di-tert-butyl-o-benzoquinone, which, in contrast to 3,5-di-tert-butyl-o-benzoquinone, was not involved in the Michael addition Under the optimal reaction conditions, the yields of the target unsym. disulfides reach 81%. In the experiment, the researchers used 1,2-Diphenyldisulfane(cas: 882-33-7Recommanded Product: 1,2-Diphenyldisulfane)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly. Recommanded Product: 1,2-Diphenyldisulfane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Organic & Biomolecular Chemistry included an article by Kumar, Vipin; Banert, Klaus; Ray, Devalina; Saha, Biswajit. Application of 882-33-7. The article was titled 《An atom-economical and regioselective metal-free C-5 chalcogenation of 8-aminoquinolines under mild conditions》. The information in the text is summarized as follows:

A general and simple metal-free protocol for expedient C-H functionalization leading to the regioselective generation of C-5 chalcogenated 8-aminoquinoline analogs I [R = H, Me, 5-(((tert-butoxy)carbonyl)amino)pentan-2-yl; R1 = H, OMe, Me; R2 = Ph, Pr, 4-chlorophenyl, etc.; Z = S, Se] in up to 90% yield at room temperature (25 °C) has been established. This methodol. is an eco-friendly approach to the atom-economical utilization of diaryl/dialkyl chalcogenides R2ZZR2 for direct access to chalcogenated quinolines and is scalable to the gram scale without considerable decrease in the yield of the product. It represents a practical alternative to the existing metal-catalyzed functionalization of 8-aminoquinoline derivatives with broad functional group tolerance. The controlled experiments suggest that the reaction possibly proceeds through an ionic pathway at room temperature Furthermore, the potentiality for the functionalization of free amines in chalcogenated-8-aminoquinolines I provides an attractive perspective for further elaboration of the amine substituent through chem. manipulations. The applicability of the standardized method has been augmented through late-stage antimalarial drug diversification of primaquine analogs. In the experiment, the researchers used 1,2-Diphenyldisulfane(cas: 882-33-7Application of 882-33-7)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. Application of 882-33-7 They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Iali, Wissam; Suleiman, Rami K.; El Ali, Bassam published an article in Applied Organometallic Chemistry. The title of the article was 《Highly efficient NHC-iridium(I) catalyzed disulfide bond forming reaction》.Recommanded Product: 1,2-Diphenyldisulfane The author mentioned the following in the article:

The N-heterocyclic carbene (NHC) iridium(I) complex [IrCl (COD)(IMes)] [IMes = 1,3-bis(2,4,6-trimethylphenyl) imidazole-2-ylidene] showed an excellent catalytic activity in the reactions of the aerobic oxidative coupling of thiols into disulfides RSSR1 [R = R1 = nPr, Ph, (CH2)2OH, etc.]. The use of oxygen of air as a green oxidant allowed the thiols to be quant. converted into the corresponding disulfides under mild conditions and in a short reaction time. The replacement of chloride ligand on the iridium by the strong-donating thiolate ligand yielded an electron-rich and sensitive-to-oxygen active species [Ir(S-R)(COD)(IMes)] at room light and subsequently promoted the catalytic oxidative coupling reactions. This active species was successfully isolated and characterized by X-ray diffraction and found also to be essential in revealed a plausible mechanism for this Ir-catalyzed transformation. The D. Functional Theory (DFT)-calculated free energy profile of the proposed mechanism of catalyst system could reasonably account for the key role of air in pursuing the catalytic reaction. The results came from multiple reactions, including the reaction of 1,2-Diphenyldisulfane(cas: 882-33-7Recommanded Product: 1,2-Diphenyldisulfane)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. Recommanded Product: 1,2-Diphenyldisulfane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Computed Properties of C12H10S2In 2019 ,《In situ Formation of RSCl/ArSeCl and Their Oxidative Coupling with Enaminone Derivatives Under Transition-metal Free Conditions》 was published in Advanced Synthesis & Catalysis. The article was written by Shang, Zhenhua; Chen, Qingyu; Xing, Linlin; Zhang, Yilin; Wait, Laura; Du, Yunfei. The article contains the following contents:

The reaction of diorganyl disulfides or diselenides RX2R (R = Ph, 4-chlorophenyl, 1,3-benzothiazol-2-yl, etc.; X = Se, S) with PhICl2 in DMF at room temperature led to the in situ formation of the reactive organosulfenyl chloride (RSCl) or selenyl chloride (RSeCl), which reacted with enaminone compounds (E)-R2NHC(R1)=CHR3 (R1 = Me, Ph, thiophen-2-yl, etc.; R2 = H, Ph, Bn; R3 = methoxycarbonyl, benzoyl, CN, N-phenylcarbamoyl; R1R3 = -C(O)(CH2)3-) to afford a series of α-thioenaminones/α-selenylenaminones (E)-R2NHC(R1)=C(R3)XR resp., including the bioactive inhibitor for Cdc25B and its analog, via the intermol. oxidative C(sp2)-S/Se cross coupling reactions under metal-free conditions. The results came from multiple reactions, including the reaction of 1,2-Diphenyldisulfane(cas: 882-33-7Computed Properties of C12H10S2)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Computed Properties of C12H10S2Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Turkish Journal of Chemistry included an article by Osipova, Victoria; Polovinkina, Maria; Osipova, Anastasia; Gracheva, Yulia; Okhlobystin, Andrey. Synthetic Route of C12H10S2. The article was titled 《In silico and in vitro evaluation of the biological activity of some organic sulfur-containing compounds》. The information in the text is summarized as follows:

It was predicted, using the Prediction of Activity Spectra for Substances online software, that organic sulfur-containing compounds 2,6-di-tert-butyl-4-mercaptophenol (1), 2,6-di-tert-butyl-4-(3-mercaptopropyl)phenol (2), bis-3-[3,5-di-tert-butyl-4-(hydroxyphenyl)propyl] sulfide (3), bis(3,5-di-tert-butyl-4-hydroxyphenyl) disulfide (4), di-Ph disulfide (5), dibenzyl disulfide (6), di-Bu disulfide (7), di-tert-Bu disulfide (8), diallyl disulfide (9), and Me Pr trisulfide (10) could possess antioxidant activity and act as active scavengers of oxygen metabolites. The effect of the organic sulfur compounds on the rate of generation O-·2 on adrenaline oxidation in an alk. medium and on the ability of the biopreparation, based on the liver of Russian sturgeon, to deactivate O-·2 was studied. The effect of the organic sulfur compounds on the rate of O-·2 generation in the model system of the quinoid oxidation of adrenaline in an alk. medium and on the ability of the biopreparation to deactivate O-·2 was studied. It was found that O-·2 generation rate decreased in the presence of the studied compounds, evidencing for their antiradical activity. Increase of superoxide dismutation activity of the biopreparation in the presence of compounds 1-10 was also shown, and this fact could indicate their ability to increase the antioxidant status and decrease the probability of oxidative stress development. The results of the forecast were consistent with the data of the exptl. studies. In addition to this study using 1,2-Diphenyldisulfane, there are many other studies that have used 1,2-Diphenyldisulfane(cas: 882-33-7Synthetic Route of C12H10S2) was used in this study.

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Ethers do have nonbonding electron pairs on their oxygen atoms, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Synthetic Route of C12H10S2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Steen, Jorn D.; Volker, Anouk; Duijnstee, Daniel R.; Sardjan, Andy S.; Browne, Wesley R. published an article in Journal of Physical Chemistry C. The title of the article was 《pH-Induced Changes in the SERS Spectrum of Thiophenol at Gold Electrodes during Cyclic Voltammetry》.Safety of 1,2-Diphenyldisulfane The author mentioned the following in the article:

Thiophenol is a model compound used in the study of self-assembly of arylthiols on Au surfaces. In particular, changes in the surface-enhanced Raman scattering (SERS) spectra of these self-assembled monolayers (SAMs) with a change of conditions were ascribed to, for example, differences in orientation with respect to the surface, protonation state, and electrode potential. Here, potential-induced changes in the SERS spectra of SAMs of thiophenol on electrochem. roughened Au surfaces can be due to local pH changes at the electrode. The changes observed during the potential step and cyclic voltammetry experiments are identical to those induced by acid-base switching experiments in a protic solvent. The potential-dependent spectral changes, assigned earlier to changes in mol. orientation with respect to the surface, can be ascribed to changes in the pH locally at the electrode. The pH at the electrode can change as much as several pH units during electrochem. measurements that reach pos. potentials where oxidation of adventitious H2O can occur. Also, once perturbed by applying pos. potentials, the pH at the electrode takes considerable time to recover to that of the bulk solution The changes in pH even during cyclic voltammetry in organic solvents can be equivalent to the addition of strong acids, such as CF3SO3H, and such effects should be considered in the study of the redox chem. of pH-sensitive redox systems and potential-dependent SERS in particular. In the experiment, the researchers used many compounds, for example, 1,2-Diphenyldisulfane(cas: 882-33-7Safety of 1,2-Diphenyldisulfane)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly. Safety of 1,2-Diphenyldisulfane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Safety of 1,2-DiphenyldisulfaneIn 2021 ,《Programmed Formation of HCN Oligomers through Organosulfur Catalysis》 appeared in Journal of Organic Chemistry. The author of the article were Grundke, Caroline; Kong, Caleb; Kampf, Christopher J.; Gupton, B. Frank; McQuade, D. Tyler; Opatz, Till. The article conveys some information:

An efficient, inexpensive, and reliable synthesis of diaminomaleonitrile (DAMN, 1) is described starting from readily available acetone cyanohydrin as the source of hydrogen cyanide (HCN). Diaminomaleonitrile (DAMN) is known to be an important intermediate in heterocyclic and medicinal chem. as well as being a possible precursor for the origin of life’s hypothesis within prebiotic chem. The mechanism of its formation through organosulfur catalysis has been investigated by electrospray ionization mass spectrometry (ESI-MS) using two newly synthesized cationic “”marker”” mols. as a tool that allows for sensitive detection. As a result, the proposed mechanism of a thiocyanate-mediated synthesis of the HCN tetramer DAMN starting from organic disulfides was confirmed. The results came from multiple reactions, including the reaction of 1,2-Diphenyldisulfane(cas: 882-33-7Safety of 1,2-Diphenyldisulfane)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. Safety of 1,2-Diphenyldisulfane They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Quality Control of 1,2-DiphenyldisulfaneIn 2019 ,《Unsymmetrical Disulfides Synthesis via Sulfenium Ion》 was published in Chemistry – An Asian Journal. The article was written by Parida, Amarchand; Choudhuri, Khokan; Mal, Prasenjit. The article contains the following contents:

An umpolung approach for the synthesis of unsym. disulfides via sulfenium ion was reported. In-situ generated electrophilic sulfenium ion from electron-rich thiols reacted with second thiols to yield unsym. disulfides. Using an iodine catalyst and 4-dimethylaminopyridine (DMAP)/water as promoter, the target synthesis were achieved in one-pot under aerobic condition. In the part of experimental materials, we found many familiar compounds, such as 1,2-Diphenyldisulfane(cas: 882-33-7Quality Control of 1,2-Diphenyldisulfane)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.The C-O bonds that comprise simple ethers are strong. They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes. Quality Control of 1,2-Diphenyldisulfane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Advanced Synthesis & Catalysis included an article by Choudhuri, Khokan; Maiti, Saikat; Mal, Prasenjit. Formula: C12H10S2. The article was titled 《Iodine(III) Enabled Dehydrogenative Aryl C-S Coupling by in situ Generated Sulfenium Ion》. The information in the text is summarized as follows:

An umpolung based one pot and direct C-S coupling approach under metal free and mild condition were described. Electrophile sulfenium ions were generated in situ from thiols RSH (R = Ph, Et, 4-nitrophenyl, 3-chlorophenyl, etc.) using iodine(III) reagent PhI(OAc)2 (PIDA) and subsequently used for aromatic electrophilic substitution (EArS) to synthesize diaryl sulfides R1SR (R1 = 2,4,6-trimethylphenyl, 4-methoxyphenyl, 2,4-dimethylphenyl, etc.). Also by using of appropriate amount of PIDA, cascaded synthesis of C-S and S=O bonds led to aryl sulfinyl arenes R1S(O)R in one pot. Covalent self-sorting or competitive experiments further confirmed the involvement of sulfenium ion in the EArS. The results came from multiple reactions, including the reaction of 1,2-Diphenyldisulfane(cas: 882-33-7Formula: C12H10S2)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Formula: C12H10S2 Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 1,2-DiphenyldisulfaneIn 2020 ,《C-N, C-S and S-S Bond Cleavage by Rhodium PCcarbeneP Pincer Complexes》 was published in Chemistry – An Asian Journal. The article was written by Tinnermann, Hendrik; Young, Rowan D.. The article contains the following contents:

Rhodium carbene pincer complexes I·BArF4 [1-L, L = PPh3, PPh2(C6F5)] react with isothiocyanate, carbodiimide and disulfide to enable C-S, C-N and S-S bond cleavage. The cleaved mols. are sequestered by the metal center and the pincer alkylidene linkage, forming η2-coordinated sulfide or imide centered pincer complexes. When a C-S or S-S bond is cleaved, the resulting complexes can bridge two rhodium centers through sulfur forming dimeric complexes and eliminating a monodentate phosphine ligand. In the part of experimental materials, we found many familiar compounds, such as 1,2-Diphenyldisulfane(cas: 882-33-7Reference of 1,2-Diphenyldisulfane)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Ethers do have nonbonding electron pairs on their oxygen atoms, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. Reference of 1,2-Diphenyldisulfane The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem