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1,3-Benzodithiole,2-(1,3-benzodithiol-2-ylidene)-, also known as dibenzotetrathiafulvalene (DBTTF), is a π-electron donor that forms conductive radical cation salts and charge-transfer complexes, some of which exhibit semiconducting properties. Its derivatives, including those with hydroxyl groups or additional sulfur/selenium atoms, have been synthesized and studied for their redox behavior and electrical conductivity.

24648-13-3

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24648-13-3 Usage

Explanation

1,3-Benzodithiole,2-(1,3-benzodithiol-2-ylidene)is derived from benzene, a basic structure in organic chemistry consisting of a six-carbon ring with alternating single and double bonds.

Explanation

The compound contains two sulfur atoms, which are part of the dithiolene ring system.

Explanation

A dithiolene ring system is a chemical structure consisting of a double bond and two sulfur atoms, which is present in 1,3-Benzodithiole,2-(1,3-benzodithiol-2-ylidene)-.

Explanation

The compound has unique electronic and optical properties that make it suitable for applications in organic electronics and materials science.

Explanation

Due to its electronic and optical properties, 1,3-Benzodithiole,2-(1,3-benzodithiol-2-ylidene)can be used in the development of new materials and devices in the fields of organic electronics and materials science.

Explanation

The compound can act as a ligand, which is a molecule that binds to a central metal atom to form a coordination complex.

Explanation

When used as a ligand, 1,3-Benzodithiole,2-(1,3-benzodithiol-2-ylidene)can form stable complexes with transition metals, which have potential applications in various fields.

Explanation

The compound may have properties that could be useful in the development of new drugs or therapies.

Explanation

Further research may be conducted to explore the potential medicinal uses of 1,3-Benzodithiole,2-(1,3-benzodithiol-2-ylidene)based on its pharmacological properties.

Check Digit Verification of cas no

The CAS Registry Mumber 24648-13-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,6,4 and 8 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 24648-13:
(7*2)+(6*4)+(5*6)+(4*4)+(3*8)+(2*1)+(1*3)=113
113 % 10 = 3
So 24648-13-3 is a valid CAS Registry Number.
InChI:InChI=1/C14H8S4/c1-2-6-10-9(5-1)15-13(16-10)14-17-11-7-3-4-8-12(11)18-14/h1-8H

24648-13-3 Well-known Company Product Price

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  • Aldrich

  • (695637)  Dibenzotetrathiafulvalene  97%

  • 24648-13-3

  • 695637-500MG

  • 1,430.91CNY

  • Detail

24648-13-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(1,3-Benzodithiol-2-ylidene)-1,3-benzodithiole

1.2 Other means of identification

Product number -
Other names VASOPRESSIN,[ASU196,ARG8]

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:24648-13-3 SDS

24648-13-3Relevant academic research and scientific papers

REACTION OF 1,3-BENZODITHIOL-2-YLIDENES WITH ELEMENTAL SULFUR AND SELENIUM: A CONVENIENT PREPARATION OF 2-THIOXO- AND 2-SELENOXO-1,3-BENZODITHIOLES

Nakayama, Juzo,Sugiura, Hidetoshi,Hoshino, Masamatsu

, p. 2585 - 2588 (1983)

A variety of 1,3-benzodithiol-2-ylidene carbenes react with elemental sulfur and selenium to give 2-thioxo- and 2-selenoxo-1,3-benzodithioles in good yields.

New semiconducting benzo-TTF salts: Synthesis and physical properties

Boudiba, Louiza,Kaboub, Lakhemici,Gouasmia, Abdelkrim,Fabre, Jean M.

, p. 1291 - 1296 (2005)

The synthesis of new π-electron donors of benzotetrathiafulvalene derivatives 4-11 with one or two hydroxyl functions and additional sulfur or selenium atoms is described. Their redox potentials were measured by cyclic voltammetry. Radical cation salts (RCS) and charge-transfer complexes (CTC) were prepared and their conductivities were measured. Some of the RCS are semi-conductors. Georg Thieme Verlag Stuttgart.

Structural study and electrical conductivity of salts based on functionalized TTF containing peripheral selenium atoms

Kaboub, Lakhemici,Legros, Jean-Pierre,Donnadieu, Bruno,Gouasmia, Abdel-Krim,Boudiba, Louiza,Fabre, Jean-Marc

, p. 351 - 356 (2007/10/03)

Five new substituted tetrathiafulvalene derivatives containing the acetoxyphenyl group as a side-chain have been synthesized using a Wittig-type condensation. Four of them contain peripheral selenium atoms. From cyclic voltammetry data, the electron donor abilities of the obtained compounds have been found to be similar to that of BEDT-TTF. The crystal structures of three of these new donors have been determined. A series of radical cation salts derived from these donors has been obtained by electrocrystallization; the electrical conductivity of these phases measured on compressed powder pellets range from 5 x 10-4 to 4 x 10-5 S cm-1. Charge transfer complexes have also been chemically prepared by using TCNQ as an electron acceptor; the electrical conductivity of their compressed powders range from 0.3 to 0.5 S cm-1. The crystal structure of one of these charge transfer complexes has been determined and shows that the donor and the acceptor entities form regular segregated stacks; its rather high conductivity, actually measured on powder, is in agreement with this structural feature.

Ethylenedioxytetrathiafulvenes: New Unsymmetrical ?-Donors

Papavassiliou, G. C.,Lagouvardos, D. J.,Kakoussis, V. C.,Mousdis, G. A.

, p. 1216 - 1218 (2007/10/02)

Ethylenedioxybenzotetrathiafulvalene (EDOBTTF), ethylenedioxypyridinotetrathiafulvalene (EDOPTTF), ethylenedioxymethylenedithiotetrathiafulvalene (EDOMDTTTF), ethylenedioxyvinylenedithiotetrathiafulvalene (EDOVDTTTF), and ethylenedioxymethylenediselenotetrathiafulvalene (EDOMDSTTF) have been prepared and characterized analytically and spectroscopically.

Synthesis of unsimmetrically substituted tetrathiafulvalenes by the "ylid route". Investigations of selectivity.

Fabre, J. M.,Giral, L.,Gouasmia, A.,Cristau, H. J.,Ribeill, Y.

, p. 823 - 826 (2007/10/02)

The selective synthesis of unsimmetrically substituted tetrathiafulvalenes 1 (R R') using phosphonium ylids 2 and dithiolium salts 3 in THF at -80 deg C has been investigated.Several unsymmetrical tetrathiafulvalenes were obtained in good yield. R,R'=CH3; (CH2)4; o-C6H4.It was also shown that the instability of the phosphonium ylid 2 and dithiolylium 3 under the rreaction conditions leads to the formation of variable amounts of symmetrical terathiafulvalenes 1 (R = R').Therefore, purification of the mixture by column chromatography with CS2 as eluent was necessary.

INSERTION OF 1,3-DITHIOLIUM CARBENES INTO N-H BOND OF AMIDES AND IMIDES

Buza, Daniela,Gradowska, Wanda

, p. 1059 - 1069 (2007/10/02)

It was found that 1,3-dithiolium carbenes (4a-d) generated from 2-methoxy-1,3-dithioles (1a-d) were inserted into N-H bond of N-methylbenzamide, acetanilide and succinimide to form N-(1,3-dithiol-2-yl)amides (imides) 8-10, respectively.It was shown that N

Wittig Reaction of 1,3-Benzodithiol-2-ylidenetriphenylphosphorane with Carbon Disulfide

Nakayama, Juzo,Maruyama, Sanae,Hoshino, Masamatsu

, p. 2845 - 2846 (2007/10/02)

1,3-Benzodithiol-2-ylidenetriphenylphosphorane reacted with carbon disulfide to give 1,3-benzodithiole-2-thione, dibenzotetrathiafulvalene, and an unidentified crystalline red compound in addition to triphenylphosphine sulfide.The same products were also obtained by treatment of 1,3-benzodithiol-2-ylthiocarbonyl chloride with base.

REACTIONS OF 1,3-DITHIOLIUM CARBENES IN SITU WITH AROMATIC ALDEHYDES

Buza, Daniela,Gradowska, Wanda

, p. 717 - 729 (2007/10/02)

It was found that 1,3-dithiolium carbenes (3) generated from various 1,3-dithiole derivatives reacted with aromatic aldehydes to form 2-benzoyl-2,2'-(1',3'-dithiolyl)-1,3-dithioles (6).The proposed mechanism of reaction has been discussed.

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