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Benzene, 1,1'-[(phenylmethylene)bis(thio)]bis-, also known as 4,4'-dimercaptobiphenyl or DMBP, is an organic compound with the chemical formula C12H10S2. It is a colorless to pale yellow crystalline solid that is soluble in organic solvents and slightly soluble in water. DMBP is primarily used as a chemical intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. It is also employed as a reagent in analytical chemistry for the detection of heavy metal ions, particularly mercury, due to its ability to form colored complexes with these ions. The compound is characterized by its two benzene rings connected by a methylene bridge (-CH2-) and two sulfur atoms, which give it its distinctive structure and properties.

7695-69-4

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7695-69-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 7695-69-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,6,9 and 5 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 7695-69:
(6*7)+(5*6)+(4*9)+(3*5)+(2*6)+(1*9)=144
144 % 10 = 4
So 7695-69-4 is a valid CAS Registry Number.

7695-69-4SDS

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 bis(phenylthio)methylbenzene

1.2 Other means of identification

Product number -
Other names benzaldehyde diphenyldithioacetal

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:7695-69-4 SDS

7695-69-4Relevant academic research and scientific papers

Direct Synthesis of Unsymmetrical Dithioacetals

Bognar, Sabine,van Gemmeren, Manuel

supporting information, p. 4859 - 4863 (2021/02/03)

Dithioacetals are a frequently used motif in synthetic organic chemistry and have recently seen increasing attention as structural motif in promising antiviral agents against plant pathogens. Most existing reports, however, only discuss symmetrical dithioacetals. Examples of mixed dithioacetals are scarce and no general method for the selective synthesis of these compounds exists. Herein, a synthetically simple general one-step protocol was developed for the synthesis of a broad range of unsymmetrical dithioacetals consisting of one aromatic and one aliphatic thiol moiety from the corresponding aldehyde/thiol mixture. The mixed S,S-acetals were obtained in high yields, and a great variety of functional groups was tolerated. Kinetic control enabled an excellent selectivity in regard to the unsymmetrical dithioacetal.

Dithioacetalization or thioetherification of benzyl alcohols using 9-mesityl-10-methylacridinium perchlorate photocatalyst

Pramanik, Milan,Choudhuri, Khokan,Mathuri, Ashis,Mal, Prasenjit

supporting information, p. 10211 - 10214 (2020/09/21)

We report herein the use of 9-mesityl-10-methylacridinium perchlorate as the visible-light photocatalyst for dithioacetalization or thioetherification of benzyl alcohols in one pot using aerial dioxygen as a terminal oxidant. EPR analysis and Stern-Volmer

Pot-economy autooxidative condensation of 2-Aryl-2-lithio-1,3-dithianes

Vale, Joao R.,Rimpil?inen, Tatu,Siev?nen, Elina,Rissanen, Kari,Afonso, Carlos A. M.,Candeias, Nuno R.

, p. 1948 - 1958 (2018/02/23)

The autoxidative condensation of 2-aryl-2-lithio-1,3-dithianes is here reported. Treatment of 2-aryl-1,3-dithianes with n-BuLi in the absence of any electrophile leads to condensation of three molecules of 1,3-dithianes and formation of highly functionalized α-thioether ketones orthothioesters in 51-89% yields upon air exposure. The method was further expanded to benzaldehyde dithioacetals, affording corresponding orthothioesters and α-thioether ketones in 48-97% yields. The experimental results combined with density functional theory studies support a mechanism triggered by the autoxidation of 2-aryl-2-lithio-1,3-dithianes to yield a highly reactive thioester that undergoes condensation with two other molecules of 2-aryl-2-lithio-1,3-dithiane.

A Transition-Metal-Free and Base-Mediated Carbene Insertion into Sulfur-Sulfur and Selenium-Selenium Bonds: An Easy Access to Thio- and Selenoacetals

Arunprasath, Dhanarajan,Sekar, Govindasamy

, p. 698 - 708 (2017/02/23)

A transition-metal-free and base-mediated carbene insertion across sulfur-sulfur and selenium-selenium bonds has been developed by employing N-tosylhydrazone as a stable and safe carbene precursor. The ylide formation from carbene followed by Stevens rearrangement are considered to be the key steps. This thiol and selenol-free protocol delivers thioacetals and selenoacetals in good to excellent yields in short reaction time with good functional group tolerance. A one-pot synthesis involving in situ generation of tosylhydrazone has also been demonstrated. (Figure presented.).

Cyanuric chloride-catalyzed thioacetalization for organocatalytic synthesis of thioacetals

Liu, Yaqin

, p. 679 - 682 (2016/05/09)

The thioacetalization of aromatic aldehydes has been realized with broad diversity in the presence of various thiols and thiophenols using cyanuric chloride as an organocatalyst.

Ethyl lactate mediated thioacetalization of aldehydes at ambient temperature

Wan, Jie-Ping,Jing, Yanfeng,Liu, Yunyun

, p. 1302 - 1305 (2016/09/28)

Dithioacetalization reactions of aldehydes with thiols/thiophenols have been successfully achieved at room temperature by employing the green, bio-based ethyl lactate as the reaction medium. By means of this sustainable approach, a class of dithioacetals has been acquired with high diversity and efficiency.

Dithioacetal Exchange: A New Reversible Reaction for Dynamic Combinatorial Chemistry

Orrillo, A. Gastón,Escalante, Andrea M.,Furlan, Ricardo L. E.

supporting information, p. 6746 - 6749 (2016/05/11)

Reversibility of dithioacetal bond formation is reported under acidic mild conditions. Its utility for dynamic combinatorial chemistry was explored by combining it with orthogonal disulfide exchange. In such a setup, thiols are positioned at the intersection of both chemistries, constituting a connecting node between temporally separated networks. In reverse: Reversibility of dithioacetal bond formation is reported under acidic mild conditions (see figure). Its utility for dynamic combinatorial chemistry was explored by combining it with orthogonal disulfide exchange. In such a setup, thiols are positioned at the intersection of both chemistries, constituting a connecting node between temporally separated networks.

Reduction of titanocene dichloride with dysprosium: Access to a stable titanocene(II) equivalent for phosphite-free Takeda carbonyl olefination

Bousrez,Déchamps,Vasse,Jaroschik

supporting information, p. 9359 - 9362 (2015/06/16)

The reduction of titanocene dichloride with dysprosium yields a new titanocene(ii) equivalent without the need for further stabilising ligands. This reagent can be employed in combination with dithioacetals for the olefination of different carbonyl groups and allows for a simplified all-in-one procedure.

Rhodium-catalyzed denitrogenative thioacetalization of N-sulfonyl-1,2,3-triazoles with disulfides: An entry to diverse transformation of terminal alkynes

Zhang, Hao,Wang, Hui,Yang, Haijun,Fu, Hua

supporting information, p. 6149 - 6153 (2015/06/08)

An efficient and useful rhodium-catalyzed denitrogenative thioacetalization of N-sulfonyl-1,2,3-triazoles has been developed for the first time. The protocol uses readily available N-sulfonyl-1,2,3-triazoles and diaryl disulfides as the starting materials. The corresponding hydrolytic and reductive products with thioacetals were obtained in good to excellent yields, and the reactions were carried out easily under mild conditions with tolerance of some functional groups. Furthermore, the generated thioacetals could be transformed into some useful compounds. Therefore, the present method provides a novel and valuable strategy for the diverse transformation of alkynes.

Efficient and chemoselective acetalization and thioacetalization of carbonyls and subsequent deprotection using InF3 as a reusable catalyst

Madabhushi, Sridhar,Mallu, Kishore Kumar Reddy,Chinthala, Narsaiah,Beeram, China Ramanaiah,Vangipuram, Venkata Sairam

experimental part, p. 697 - 701 (2012/02/15)

An efficient and chemoselective method for preparation of acetals and dithioacetals of aldehydes and their deprotection under catalysis of InF 3 is described.

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