4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole
- Product Name
- 4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole
- CAS No.
- 165190-76-1
- Chemical Name
- 4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole
- Synonyms
- EA154;BT-2Th;NSC 701994;DBT, 10 mM in DMSO;7-Bis(thiophen-2-yl)benzo[c][1;4,7-dithien-2-yl-2,1,3-benzothiadiazole;4,7-Di(2-thienyl)-2,1,3-benzothiadiazole;2,1,3-Benzothiadiazole,4,7-di-2-thienyl-;4,7-dithiophen-2-yl-2,1,3-benzothiadiazole;4,7-Bis(thien-2-yl)-2,1,3-benzothiadiazole
- CBNumber
- CB22553621
- Molecular Formula
- C14H8N2S3
- Formula Weight
- 300.42
- MOL File
- 165190-76-1.mol
4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole Property
- Melting point:
- 128-129℃ (hexane )
- Boiling point:
- 482.1±35.0 °C(Predicted)
- Density
- 1.437±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- -1.03±0.50(Predicted)
- color
- Orange to Red
- λmax
- 445nm(CHCl3)(lit.)
- InChI
- InChI=1S/C14H8N2S3/c1-3-11(17-7-1)9-5-6-10(12-4-2-8-18-12)14-13(9)15-19-16-14/h1-8H
- InChIKey
- XGERJWSXTKVPSV-UHFFFAOYSA-N
- SMILES
- N1=C2C(C3SC=CC=3)=CC=C(C3SC=CC=3)C2=NS1
Safety
- HS Code
- 2934.99.9001
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D4487
- Product name
- 4,7-Di(2-thienyl)-2,1,3-benzothiadiazole
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 200mg
- Price
- $129
- Updated
- 2025/07/31
- Product number
- D4487
- Product name
- 4,7-Di(2-thienyl)-2,1,3-benzothiadiazole
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 1g
- Price
- $518
- Updated
- 2025/07/31
- Product number
- D494258
- Product name
- 4,7-Di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole
- Packaging
- 5mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- CHM0389772
- Product name
- 4,7-DI(THIOPHEN-2-YL)BENZO[C][1,2,5]THIADIAZOLE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $503.33
- Updated
- 2021/12/16
- Product number
- 8387AA
- Product name
- 4,7-Di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole
- Packaging
- 1g
- Price
- $208
- Updated
- 2021/12/16
4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole Chemical Properties,Usage,Production
Synthesis
6165-68-0
15155-41-6
165190-76-1
General procedure for the synthesis of 4,7-bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazoles from 2-thiopheneboronic acid and 4,7-dibromo-2,1,3-benzothiadiazole: To a mixture of 4,7-dibromobenzo[c][1,2,5]thiadiazole (147 mg, 0.50 mmol, 1 equiv.), thiophene-2-ylboronic acid (192 mg, 1.50 mmol, 3 eq.) and K3PO4-H2O (0.90 g, 3.0 mmol, 6 eq.) was added to a mixture of THF (900 μL), followed by a THF stock solution of Pd(PAd3) (100 μL, 0.25 μmol Pd). The reaction mixture was stirred for 1 h at room temperature. Upon completion of the reaction, the reaction mixture was diluted with ethyl acetate and subsequently extracted with water. The organic layers were combined, the solvent was evaporated and the crude product was purified by fast chromatography. After drying, 143 mg (95% yield) of the target compound was obtained as an orange solid.The NMR spectral data were in agreement with literature values.
References
[1] Journal of the American Chemical Society, 2016, vol. 138, # 20, p. 6392 - 6395
[2] Patent: WO2017/75581, 2017, A1. Location in patent: Page/Page column 31
[3] Organic Letters, 2017, vol. 19, # 3, p. 654 - 657
[4] Organic and Biomolecular Chemistry, 2011, vol. 9, # 17, p. 6111 - 6119
[5] Patent: CN106432178, 2017, A. Location in patent: Paragraph 0051; 0052; 0053; 0055
4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole manufacturers
- Product
- 4,7-dithien-2-yl-2,1,3-benzothiadiazole 165190-76-1
- Price
- US $3.00-9.00/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 50kg
- Release date
- 2025-07-29
- Product
- 4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole 165190-76-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2019-12-31