2,5-Diamino-1,4-benzenedithiol Dihydrochloride

Base Information

• Chemical Name: 2,5-Diamino-1,4-benzenedithiol Dihydrochloride
• CAS No.: 75464-52-7
• Molecular Formula: C₆H₈N₂S₂*2ClH
• Molecular Weight: 245.197
• Hs Code.: 29309090
• European Community (EC) Number: 678-120-3
• DSSTox Substance ID: DTXSID10562260
• Mol file: 75464-52-7.mol

Synonyms:75464-52-7;2,5-Diamino-1,4-benzenedithiol Dihydrochloride;2,5-diaminobenzene-1,4-dithiol dihydrochloride;2,5-DIAMINO-1,4-BENZENEDITHIOL 2HCL;2,5-diaminobenzene-1,4-dithiol;dihydrochloride;MFCD00142835;2,5-Diamino-1,4-benzenedithiol diHCl;2,5-Dimercapto-1,4-phenylenediamine Dihydrochloride;1,4-Benzenedithiol, 2,5-diamino-, dihydrochloride;SCHEMBL42653;YSWG173;C6H10Cl2N2S2;DTXSID10562260;HVXLKRWRWNFGBA-UHFFFAOYSA-N;BCP09549;TD8133;AKOS015844820;CS-W008259;DS-7376;SY077238;D2022;2,5-diaminobenzene-1,4-dithioldihydrochloride;2,5-Diamino-1,4-benzene dithiol dihydrochloride;A838424;2,5-bis(azanyl)benzene-1,4-dithiol dihydrochloride;2,5-Diaminobenzene-1,4-dithiol--hydrogen chloride (1/2);1,4-Diamino-2,5-benzenedithiol inverted exclamation mark currencydihydrochloride;2,5-Diaminobenzene-1,4-bisthiol inverted exclamation mark currencydihydrochloride

Chemical Property of 2,5-Diamino-1,4-benzenedithiol Dihydrochloride

Chemical Property:

• Vapor Pressure: 1.85E-07mmHg at 25°C
• Melting Point: 210°C(dec.)(lit.)
• Boiling Point: 420.1 °C at 760 mmHg
• Flash Point: 207.9 °C
• PSA: 129.64000
• LogP: 4.19480
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Dimethylformamide
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 243.9662461
• Heavy Atom Count: 12
• Complexity: 106

Purity/Quality:

98% ^*data from raw suppliers

2,5-Diaminobenzene-1,4-dithiolDihydrochloride ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1S)N)S)N.Cl.Cl

Technology Process of 2,5-Diamino-1,4-benzenedithiol Dihydrochloride

There total 3 articles about 2,5-Diamino-1,4-benzenedithiol Dihydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

SKA-50 (16162-28-0) → 2,5-diaminobenzene-1,4-dithiol bis(hydrochloride) (75464-52-7)

Guidance literature:

SKA-50; With potassium hydroxide;

With hydrogenchloride; In water;

DOI:10.1039/c9cc02273b

Reference yield:

1,4-phenylenediamine (106-50-3) → 2,5-diaminobenzene-1,4-dithiol bis(hydrochloride) (75464-52-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride; pyrographite / 50 °C

1.2: 24 h / 95 °C

2.1: bromine / chloroform / 50 °C / Reflux

3.1: potassium hydroxide / water / 5 h / Reflux; Inert atmosphere

3.2: Inert atmosphere

With hydrogenchloride; bromine; pyrographite; potassium hydroxide; In chloroform; water;

DOI:10.1039/c7tc03959j

Reference yield:

N,N'-bis(thiocarbamoyl)-1,4-phenylenediamine (1519-70-6) → 2,5-diaminobenzene-1,4-dithiol bis(hydrochloride) (75464-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bromine / chloroform / 50 °C / Reflux

2.1: potassium hydroxide / water / 5 h / Reflux; Inert atmosphere

2.2: Inert atmosphere

With bromine; potassium hydroxide; In chloroform; water;

DOI:10.1039/c7tc03959j

upstream raw materials:

1,4-phenylenediamine

N,N'-bis(thiocarbamoyl)-1,4-phenylenediamine

SKA-50

Downstream raw materials:

4,4'-(benzo[1,2-d:4,5-d']bis(thiazole)-2,6-diyl)diphenol

C₇₄H₁₀₀N₂O₈S₂

C₇₄H₁₀₀N₂O₈S₂

C₃₄H₂₄N₂O₂S₂

Refernces

Preparation, characterization, and field-effect transistor performance of benzo[1,2-d:4,5-d′]bisthiazole derivatives

10.1246/cl.2008.766

The research focuses on the synthesis, characterization, and application of benzo[1,2-d:4,5-d0]bisthiazole (BBT) derivatives for n-channel organic field-effect transistors (OFETs). The researchers synthesized BBT derivatives 2–4 through a coupling reaction of 2,5-diamino-1,4-benzenedithiol dihydrochloride with corresponding aldehydes, followed by air oxidation. These compounds were purified by sublimation and characterized by spectroscopic data and elemental analysis. The electrochemical properties were measured in dichloromethane, revealing reduction peaks and HOMO-LUMO energy gaps. The crystal structure of compound 2 was analyzed by X-ray, showing a zigzag molecular structure and herringbone packing. Thin films of these derivatives were deposited on SiO2/Si substrates and their orientation was investigated using X-ray diffraction. The OFET devices fabricated with these materials exhibited high-performance characteristics, with compound 2 showing an electron mobility of 0.24 cm2 V?1 s?1 and a low threshold voltage. The research highlights the potential of BBT derivatives for efficient n-channel OFETs, with the herringbone packing of compound 2 contributing to its superior performance.

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