4-BroMo-7-(dibroMoMethyl)benzo[c][1,2,5]thiadiazole

Base Information

• Chemical Name: 4-BroMo-7-(dibroMoMethyl)benzo[c][1,2,5]thiadiazole
• CAS No.: 1239277-96-3
• Molecular Formula: C7H3Br3N2S
• Molecular Weight: 386.892
• Hs Code.: 2934999090
• Mol file: 1239277-96-3.mol

Synonyms:4-BroMo-7-(dibroMoMethyl)benzo[c][1,2,5]thiadiazole

Chemical Property of 4-BroMo-7-(dibroMoMethyl)benzo[c][1,2,5]thiadiazole

Chemical Property:

• Melting Point: 119-120 °C
• Boiling Point: 400.5±40.0 °C(Predicted)
• PKA: -2.70±0.50(Predicted)
• PSA: 54.02000
• Density: 2.431±0.06 g/cm3(Predicted)
• LogP: 4.24220

Purity/Quality:

99.3% ^*data from raw suppliers

4-Bromo-7-(dibromomethyl)benzo[c][1,2,5]thiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-BroMo-7-(dibroMoMethyl)benzo[c][1,2,5]thiadiazole

There total 3 articles about 4-BroMo-7-(dibroMoMethyl)benzo[c][1,2,5]thiadiazole 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: 83.0%

4-bromo-7-methylbenzo[c][1,2,5]thiadiazole (2255-80-3) → 4-bromo-7-dibromomethyl-2,1,3-benzothiadiazole (1239277-96-3)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In chlorobenzene; at 80 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ja205126t

Reference yield:

3-methyl-1,2-benzenediamine (2687-25-4) → 4-bromo-7-dibromomethyl-2,1,3-benzothiadiazole (1239277-96-3)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; pyridine; thionyl chloride / water / 20 - 60 °C / Inert atmosphere

2: bromine; hydrogen bromide / water / 80 - 130 °C / Inert atmosphere

3: N-Bromosuccinimide; dibenzoyl peroxide / chlorobenzene / 80 °C / Inert atmosphere

With pyridine; hydrogenchloride; N-Bromosuccinimide; thionyl chloride; hydrogen bromide; bromine; dibenzoyl peroxide; In water; chlorobenzene;

DOI:10.1021/ja5110602

Reference yield:

4-Methyl-2,1,3-benzothiadiazol (1457-92-7) → 4-bromo-7-dibromomethyl-2,1,3-benzothiadiazole (1239277-96-3)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; hydrogen bromide / water / 80 - 130 °C / Inert atmosphere

2: N-Bromosuccinimide; dibenzoyl peroxide / chlorobenzene / 80 °C / Inert atmosphere

With N-Bromosuccinimide; hydrogen bromide; bromine; dibenzoyl peroxide; In water; chlorobenzene;

DOI:10.1021/ja5110602

upstream raw materials:

4-bromo-7-methylbenzo[c][1,2,5]thiadiazole

3-methyl-1,2-benzenediamine

4-Methyl-2,1,3-benzothiadiazol

Downstream raw materials:

7-bromobenzo[c][1,2,5]thiadiazole-4-carboxaldehyde

2-{[7-(2-fluoro-4-(N,N-di-p-tolyl)aminophenyl)-2,1,3-benzothiadiazol-4-yl]methylene}malononitrile

2-[(7-(4-[N,N-bis(4-methylphenyl)amino]phenyl)-2,1,3-benzothia-diazol-4-yl)methylene]propane-dinitrile

2-{[7-(4-(N,N-diphenyl)aminophenyl)-2,1,3-benzothiadiazol-4-yl]methylene}malononitrile

Refernces

• 1、 Holliday, Sarah,Ashraf, Raja Shahid,Nielsen, Christian B.,Kirkus, Mindaugas,R?hr, Jason A.,Tan, Ching-Hong,Collado-Fregoso, Elisa,Knall, Astrid-Caroline,Durrant, James R.,Nelson, Jenny,McCulloch, Iain. "A rhodanine flanked nonfullerene acceptor for solution-processed organic photovoltaics". supporting information. p. 898 - 904. Retrieved 2015/01/30.
• 2、 Lin, Li-Yen,Chen, Yi-Hong,Huang, Zheng-Yu,Lin, Hao-Wu,Chou, Shu-Hua,Lin, Francis,Chen, Chang-Wen,Liu, Yi-Hung,Wong, Ken-Tsung. "A low-energy-gap organic dye for high-performance small-molecule organic solar cells". supporting information; experimental part. p. 15822 - 15825. Retrieved 2011/11/13.