5-Bromo-2,1,3-benzothiadiazole

Base Information

• Chemical Name: 5-Bromo-2,1,3-benzothiadiazole
• CAS No.: 1753-75-9
• Molecular Formula: C6H3 Br N2 S
• Molecular Weight: 215.073
• Hs Code.: 2934999090
• European Community (EC) Number: 692-289-0
• DSSTox Substance ID: DTXSID80379963
• Nikkaji Number: J2.878.947E
• Wikidata: Q72451709
• Mol file: 1753-75-9.mol

Synonyms:5-bromo-2,1,3-benzothiadiazole;1753-75-9;5-Bromobenzo[c][1,2,5]thiadiazole;5-Bromobenzo-2,1,3-thiadiazole;2,1,3-Benzothiadiazole, 5-bromo-;5-Bromo-benzo[2,1,3]thiadiazole;5-bromobenzo[1,2,5]thiadiazole;MFCD00460091;SCHEMBL19707;5-bromobenz-2,1,3-thiadiazole;DTXSID80379963;LLCRUZDFDGTAAN-UHFFFAOYSA-N;5-bromo-benzo[1,2,5]thiadiazole;5-bromanyl-2,1,3-benzothiadiazole;5-bromo-[2,1,3]-benzothiadiazole;AKOS003197225;AS-2043;5-Bromo-2,1,3-benzothiadiazole, 95%;SY039598;CS-0036497;FT-0620065;EN300-385170;W13149;A812079;W-206224;Z1269146473

Chemical Property of 5-Bromo-2,1,3-benzothiadiazole

Chemical Property:

• Vapor Pressure: 0.0103mmHg at 25°C
• Melting Point: 51-53°C
• Boiling Point: 272.2°Cat760mmHg
• PKA: -0.73±0.36(Predicted)
• Flash Point: 118.4°C
• PSA: 54.02000
• Density: 1.859g/cm³
• LogP: 2.45380
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 213.92003
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

97% ^*data from raw suppliers

5-Bromobenzo-2,1,3-thiadiazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NSN=C2C=C1Br

Technology Process of 5-Bromo-2,1,3-benzothiadiazole

There total 4 articles about 5-Bromo-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: 91.0%

4-Bromo-benzene-1,2-diamine (1575-37-7) → 5-bromobenzo[c][1,2,5]thiadiazole (1753-75-9)

Guidance literature:

With pyridine; thionyl chloride; at 0 ℃; for 5h; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1039/c6ra06616j

Reference yield: 70.0%

4-bromo-1,2-phenylenediamine dihydrochloride → 5-bromobenzo[c][1,2,5]thiadiazole (1753-75-9)

Guidance literature:

4-bromo-1,2-phenylenediamine dihydrochloride; With thionyl chloride; In toluene; for 1h; Reflux;

With pyridine; In toluene; for 19h; Reflux;

DOI:10.1021/jp301561x

Reference yield:

di-μ-chlorobis{chlorobis(5-bromo-2,1,3-benzothiadiazole)copper(II)} → 5-bromobenzo[c][1,2,5]thiadiazole (1753-75-9) + copper dichloride

Guidance literature:

With water;

upstream raw materials:

4-Bromo-benzene-1,2-diamine

Downstream raw materials:

4,5-bis[5-(4-methoxyphenyl)-2-methylthiophen-3-yl]benzo[c][1,2,5]thiadiazole

5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzo[c][1,2,5]thiodiazole

5-bromo-4-nitro-benzo[1,2,5]thiadiazole

benzo[1,2,5]thiadiazol-5-ol