| Identification | Back Directory | [Name]
4,7-DIBROMO-2,1,3-BENZOTHIADIAZOLE | [CAS]
15155-41-6 | [Synonyms]
DBBTA
K0092
BT-2Br
Dibromo BTD
4,7-Dibromo-2,1,3-Benzothidiazole
4,7-DIBROMO-2,1,3-BENZOTHIADIAZOLE
4,7-Dibromobenzo-2,1,3-thiadiazole
4,7-Dibromo-benzo[1,2,5]thiadiazol
4,7-DibroMo-1,2,3-benzothiadiazole
2,1,3-Benzothiadiazole, 4,7-dibromo-
4,7-Dibromo-2,1,3-benzothiadiazole>
4,7-Dibromobenzo[c][1,2,5]thiadiazole
4,7-Dibromobenzo[c]-1,2,5-thiadiazole 95%
4,7-Dibromobenzo[c][1,2,5]thiadiazole ,97%
4,7-dibroMo-,4,7-DibroMo-1,2,3-benzothiadiazole
4,7-Dibromobenzo[c]-1,2,5-thiadiazole (Dibromo BTD)
4,7-DibroMo-2,1,3-benzothidiazole,4,7-DibroMobenzo[c][1,2,5]thiadiazole
2,1,3-Benzothiadiazole, 4,7-dibroMo-
4,7-DibroMo-2,1,3-benzothiadiazole | [EINECS(EC#)]
629-084-2 | [Molecular Formula]
C6H2Br2N2S | [MDL Number]
MFCD00658844 | [MOL File]
15155-41-6.mol | [Molecular Weight]
293.97 |
| Questions And Answer | Back Directory | [Synthesis]
Under nitrogen protection, benzothiadiazole (6.81 g, 50 mmol) was dissolved in 200 mL of concentrated sulfuric acid. N-bromosuccinimide (18.71 g, 10⁵ mol) was added in three batches at 60 °C, and the mixture was stirred for 12 hours. The reaction solution was poured into 900 mL of ice water and filtered. The residue was washed three times each with deionized water, methanol, and n-hexane. This process was repeated three times. The final residue was dried to obtain a solid product with a yield of 69%. ¹H NMR, ¹³C NMR, MS, and elemental analysis showed that the obtained compound was the target product. |
| Chemical Properties | Back Directory | [Melting point ]
186-190 °C | [Boiling point ]
326.6±22.0 °C(Predicted) | [density ]
2.229±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Soluble in toluene. | [form ]
crystalline powder | [pka]
-3.37±0.50(Predicted) | [color ]
White to Light yellow to Light orange | [InChI]
InChI=1S/C6H2Br2N2S/c7-3-1-2-4(8)6-5(3)9-11-10-6/h1-2H | [InChIKey]
FEOWHLLJXAECMU-UHFFFAOYSA-N | [SMILES]
N1=C2C(Br)=CC=C(Br)C2=NS1 | [Odor]
Light yellow crystals |
| Hazard Information | Back Directory | [Description]
4,7-Dibromo-2,1,3-benzothiadiazole is the building block or monomer for organic semiconductors synthesis in the application of light-emitting diodes and photovoltaic devices. Intermediate for the synthesis of i.e. PCDTBT and PCPDTBT. | [Chemical Properties]
White solid | [Uses]
4,7-Dibromo-2,1,3-benzothiadiazole is the building block or monomer for the synthesis of light-emitting diodes and conducting polymers for organic electronics. It is used as an intermediate for the synthesis of poly[N-9'-heptadecanyl-2,7-carbazole-alt-5,5-(4',7'-di-2-thienyl-2',1',3'-benzothiadiazole)] (PCDTBT) and poly[2,1,3-benzothiadiazole-4,7-diyl[4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene-2,6-diyl]] (PCPDTBT). | [References]
[1] Polymer, 2010, vol. 51, # 26, p. 6123 - 6131
[2] Angewandte Chemie - International Edition, 2017, vol. 56, # 18, p. 4982 - 4986
[3] Angew. Chem., 2017, vol. 129, # 18, p. 5064 - 5068,5
[4] Patent: CN106967060, 2017, A. Location in patent: Paragraph 0059; 0062-0063
[5] Tetrahedron, 2005, vol. 61, # 46, p. 10975 - 10982 |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS06 | [Signal word ]
Danger | [Hazard statements ]
H301 | [Precautionary statements ]
P301+P310 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
22 | [Safety Statements ]
36/37 | [RIDADR ]
UN 2811 6.1/PG 3 | [WGK Germany ]
3 | [HazardClass ]
6.1 | [PackingGroup ]
Ⅲ | [HS Code ]
29349990 | [Storage Class]
6.1D - Non-combustible acute toxic Cat.3
toxic hazardous materials or hazardous materials causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
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