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1,2-Benzenedicarbonitrile, 4,5-dimercapto- (also known as 4,5-dicyanobenzene-1,2-dithiol or dcbdt) is a versatile aromatic ortho-dithiol ligand used in coordination chemistry, particularly for forming nickel complexes such as [Ni(dcbdt)2]z- with varying oxidation states. Its incorporation into metal complexes, including group 10 metals (Ni, Pd, Pt), leads to significant electronic and optical effects, such as red-shifted Q-band absorption in phthalocyanine systems and enhanced intersystem-crossing due to metal-ligand orbital mixing. The ligand's electron-withdrawing cyano groups and thiolate coordination sites facilitate charge transfer interactions, influencing HOMO-LUMO gaps and photophysical properties.

352320-69-5

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352320-69-5 Usage

Structure

A dithiophene derivative with two carbonitrile groups (-CN) and two thiol (-SH) groups

Applications

a. Organic synthesis
b. Materials chemistry

Usage in production

a. Functionalized oligothiophenes for organic electronics
b. Organic light-emitting diodes (OLEDs)
c. Organic solar cells

Building block for

a. Coordination polymers
b. Metal-organic frameworks (MOFs)

Potential applications

a. Optoelectronics
b. Energy storage

Check Digit Verification of cas no

The CAS Registry Mumber 352320-69-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,5,2,3,2 and 0 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 352320-69:
(8*3)+(7*5)+(6*2)+(5*3)+(4*2)+(3*0)+(2*6)+(1*9)=115
115 % 10 = 5
So 352320-69-5 is a valid CAS Registry Number.

352320-69-5SDS

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 4,5-bis(sulfanyl)benzene-1,2-dicarbonitrile

1.2 Other means of identification

Product number -
Other names 4,5-dicyanobenzene-1,2-dithiol

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:352320-69-5 SDS

352320-69-5Downstream Products

352320-69-5Relevant academic research and scientific papers

Group 10 metal-thiocatecholate capped magnesium phthalocyanines-coupling chromophore and electron donor/acceptor entities and its impact on sulfur induced red-shifts

Bartlett, Malcolm Alan,Sundermeyer, J?rg

, p. 16255 - 16263 (2018)

A new and facile method of generating thiolate groups at the phthalocyanine (Pc) β-position is presented as well the unique properties that these groups confer on the Pc ligand upon coordination of group 10 metals Ni, Pd and Pt(dppe) or SnMe3. In particular, the Q-band is shifted to almost 800 nm for all group 10 metals used, and the complexes show panchromatic absorption owing to new absorbance bands that appear between 400 and 650 nm. Enhanced intersystem-crossing for all transition metal coordinated Mg(Pc) complexes was demonstrated by the moderate to very high singlet oxygen quantum yields of 0.36, 0.76 and 0.91 for the Ni, Pd and Pt coordinating complexes, respectively, which show that the heavy metals have direct influence on the Pc π-system and inter-system-crossing (ISC). This was further confirmed by MO calculations, which show mixing of metal and ligand orbitals, as well as suggest that the Q-band transition has both π → π* and ligand-to-metal charge transfer characteristics. Furthermore, the origin of the Q-band red-shift was shown to be due to greater destabilization of the HOMO compared to LUMO/LUMO+1, thus decreasing the HOMO-LUMO band gap.

Surface modified polymer hollow nanocapsules, and method for preparing the same

-

, (2018/05/05)

The present invention relates to surface-modified polymer hollow nanocapsules in which polymer hollow nanocapsules, formed via polymerization of a composition containing a compound represented by chemical formula 1, are surface-modified to have a positive zeta potential when dispersed in water; and a method of preparing the same. In the chemical formula 1: X is subphthalocyanine, phthalocyanine, or porphyrin; L_1 is -OR_1- or -SR_2-, wherein the R_1 and R_2 are each independently a direct bond, an alkylene group having 1-10 carbon atoms, an alkenylene group having 2-10 carbon atoms, a cycloalkylene group having 6-20 carbon atoms, a cycloalkenylene group having 6-20 carbon atoms, or an arylene group having 6-20 carbon atoms; Y_1 is a vinyl group, an acryl group, a methacryl group, a thiol group, or an amine group; and m is an integer of 3-10.COPYRIGHT KIPO 2018

A Multifunctional Subphthalocyanine Nanosphere for Targeting, Labeling, and Killing of Antibiotic-Resistant Bacteria

Roy, Indranil,Shetty, Dinesh,Hota, Raghunandan,Baek, Kangkyun,Kim, Jeesu,Kim, Chulhong,Kappert, Sandro,Kim, Kimoon

, p. 15152 - 15155 (2016/01/25)

Developing a material that can combat antibiotic-resistant bacteria, a major global health threat, is an urgent requirement. To tackle this challenge, we synthesized a multifunctional subphthalocyanine (SubPc) polymer nanosphere that has the ability to target, label, and photoinactivate antibiotic-resistant bacteria in a single treatment with more than 99 % efficiency, even with a dose as low as 4.2 J cm-2 and a loading concentration of 10 nM. The positively charged nanosphere shell composed of covalently linked SubPc units can increase the local concentration of photosensitizers at therapeutic sites. The nanosphere shows superior performance compared to corresponding monomers presumably because of their enhanced water dispersibility, higher efficiency of singlet-oxygen generation, and phototoxicity. In addition, this material is useful in fluorescence labeling of living cells and shows promise in photoacoustic imaging of bacteria in vivo.

Synthesis, structure and physical properties of tetrabutylammonium salts of nickel complexes with the new ligand dcbdt = 4,5-dicyanobenzene-1,2-dithiolate, [Ni(dcbdt)2]z- (z = 0.4, 1, 2)

Simao, Dulce,Alves, Helena,Belo, Dulce,Rabaca, Sandra,Lopes, Elsa Branco,Santos, Isabel Cordeiro,Gama, Vasco,Duarte, Maria Teresa,Henriques, Rui Teives,Novais, Horacio,Almeida, Manuel

, p. 3119 - 3126 (2007/10/03)

The synthesis and characterization of the new aromatic ortho-dithiol, 4,5-dicyanobenzene-1,2-dithiol (3) is reported. This compound was used to prepare tetrabutylammonium salts of novel nickel complexes; the nickel(II) salt (nBu4N)2-[Ni(dcbdt)

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