5,6-Dimethyl-2,1,3-benzothiadiazole

Base Information

• Chemical Name: 5,6-Dimethyl-2,1,3-benzothiadiazole
• CAS No.: 1887-60-1
• Molecular Formula: C8H8 N2 S
• Molecular Weight: 164.231
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00351084
• Nikkaji Number: J150.937C
• Wikidata: Q82127205
• Mol file: 1887-60-1.mol

Synonyms:1887-60-1;5,6-dimethyl-2,1,3-benzothiadiazole;5,6-Dimethylbenzo-2,1,3-thiadiazole;5,6-Dimethylbenzo[c][1,2,5]thiadiazole;2,1,3-Benzothiadiazole,5,6-dimethyl-;Maybridge1_006083;SCHEMBL367773;HMS558M11;DTXSID00351084;BAA88760;STK743031;AKOS000541361;AS-63434;CS-0324094;FT-0619831;?5,6-DIMETHYLBENZO-2,1,3-THIADIAZOLE;SR-01000511600;SR-01000511600-1

Chemical Property of 5,6-Dimethyl-2,1,3-benzothiadiazole

Chemical Property:

• Vapor Pressure: 0.0273mmHg at 25°C
• Melting Point: 89 °C
• Boiling Point: 254.6°Cat760mmHg
• Flash Point: 106.2°C
• PSA: 54.02000
• Density: 1.243g/cm³
• LogP: 2.30810
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 164.04081944
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

98%,99%, ^*data from raw suppliers

5,6-DIMETHYLBENZO-2,1,3-THIADIAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=NSN=C2C=C1C

Technology Process of 5,6-Dimethyl-2,1,3-benzothiadiazole

There total 3 articles about 5,6-Dimethyl-2,1,3-benzothiadiazole 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: 89.0%

4,5-dimethyl-1,2-phenylenediamine (3171-45-7) → 5,6-dimethylbenzo-2,1,3-thiadiazole (1887-60-1)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane; at 50 ℃;

DOI:10.1039/C8NJ05850D

Reference yield: 79.0%

N-phenylsulfinylamine (222851-56-1) + 4,5-dimethyl-1,2-phenylenediamine (3171-45-7) → 5,6-dimethylbenzo-2,1,3-thiadiazole (1887-60-1)

Guidance literature:

In toluene; at 100 ℃; Inert atmosphere;

DOI:10.1002/chem.201804261

Reference yield:

→ 5,6-dimethylbenzo-2,1,3-thiadiazole (1887-60-1)

Guidance literature:

4,5-Dimethyl-o-phenylendiamin, S2Cl2, Benzol, Erwaermen;

DOI:10.1039/j39660001283

upstream raw materials:

4,5-dimethyl-1,2-phenylenediamine

N-phenylsulfinylamine

Downstream raw materials:

4,7-dibromobenzo[c][1,2,5]thiadiazole

5,7-diphenyl-5H,7H-thieno[3',4':4,5]benzo[1,2-c][1,2,5]thiadiazole 6-oxide

C,C'-diphenyl-C,C'-benzo[1,2,5]thiadiazole-5,6-diyl-bis-methanone

5,7-diphenyl-5H,7H-thieno[3',4':4,5]benzo[1,2-c][1,2,5]thiadiazole

Refernces

• 1、 Shi, Zi-Fa,Black, Hayden T.,Dadvand, Afshin,Perepichka, Dmitrii F.. "Pentacenobis(thiadiazole)dione, an n-type semiconductor for field-effect transistors". . p. 5858 - 5860. Retrieved 2014.
• 2、 Mahesh,Karpagam,Putnin, Thitirat,Le, Huong,Bui, Thanh-Tuan,Ounnunkad, Kontad,Goubard, Fabrice. "Role of cyano substituents on thiophene vinylene benzothiadiazole conjugated polymers and application as hole transporting materials in perovskite solar cells". . p. 238 - 247. Retrieved 2018/11/30.
• 3、 -. "A field-effect transistor with the nature of the material and its preparation method (by machine translation)". Paragraph 0022. . Retrieved 2017/01/26.