Available from stock

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

SKU: D1026

Category: Fluorescent Detection

Synonyms: Dibromo BTD; 15155-41-6
CAS-Number: C₆H₂Br₂N₂S
Molecular Formula: 293.97
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥95% (GC)
Appearance: White to yellow to red powder or crystal
Identity: 1H-NMR

Properties

Solvents: Soluble in chloroform or DMSO (5mg/ml).
Melting Point: 184-185 °C

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: +4°C
Handling Advice: Protect from light and air. Store under inert gas.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Hazard statements: H301
Precautionary statements: P301 + P310
GHS Symbol: GHS06
Signal word: Danger
RIDADR: UN2811
Transportation: Packing Group III

Description: 4,7-Dibromobenzo[c]-1,2,5-thiadiazole is the building block or monomer for the synthesis of light-emitting diodes and conducting polymers for organic electronics. It has been used as bulding block for photovoltaic device polymers and organic semiconductors. 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). 4,7-Dibromobenzo[c]-1,2,5-thiadiazole functions as an electron-accepting material in organic electronic devices. It acts as a p-type semiconductor, facilitating the transport of positive charge carriers within the device and exhibits high electron mobility and good stability, making it suitable for use in organic field-effect transistors and organic photovoltaic devices.
Smiles: BrC1=CC=C(Br)C2=NSN=C21
InChi Key: FEOWHLLJXAECMU-UHFFFAOYSA-N
References: (1) J. Kim, et al.; Polymer 51, 390 (2010) , (2) Z.J. Wang, et al.; ChemSusChem 8, 3459 (2015) , (3) M.S. Pavan, et al.; J. Phys. Chem. B 119, 11382 (2015) , (4) F. Lomneck, et al.; Macromol. Rapid Commun. 36, 231 (2015) , (5) S.A.A. Shah, et al.; J. Mat. Sci. Mat. Electr. 27, 4501 (2016) , (6) E.A. Knyazeva & O.A. Rakitin; Chem. Heterocyc. Comp. 53, 855 (2017) , (7) Y. Uozumi & T. Sato; Synfacts 13, 1101 (2017) , (8) A. Sarasola, et al.; JACS 140, 15631 (2018) , (9) Y. Yu, et al.; ACS Omega 3, 16347 (2018)
InChi: InChi=1S/C6H2Br2N2S/c7-3-1-2-4(8)6-5(3)9-11-10-6/h1-2H

4,7-Dibromobenzo[c]-1,2,5-thiadiazole is the building block or monomer for the synthesis of light-emitting diodes and conducting polymers for organic electronics. It has been used as bulding block for photovoltaic device polymers and organic semiconductors. 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). 4,7-Dibromobenzo[c]-1,2,5-thiadiazole functions as an electron-accepting material in organic electronic devices. It acts as a p-type semiconductor, facilitating the transport of positive charge carriers within the device and exhibits high electron mobility and good stability, making it suitable for use in organic field-effect transistors and organic photovoltaic devices.

SKU: D1026 Category: Fluorescent Detection

Additional information

Additional information

Synonyms	Dibromo BTD
Purity	≥95% (GC)
Appearance	White to yellow to red powder or crystal
CAS-Number	15155-41-6
Molecular Formula	C6H2Br2N2S
Molecular Weight	293.97
Identity	1H-NMR
Solvents	Soluble in chloroform or DMSO (5mg/ml).
Melting Point	184-185 °C
Smiles	BrC1=CC=C(Br)C2=NSN=C21
InChi Key	FEOWHLLJXAECMU-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	+4°C
Handling Advice	Protect from light and air. Store under inert gas.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Hazard statements	H301
Precautionary statements	P301 + P310
GHS Symbol	GHS06
Signal word	Danger
RIDADR	UN2811
Transportation	Packing Group III
References	(1) J. Kim, et al.; Polymer 51, 390 (2010), (2) Z.J. Wang, et al.; ChemSusChem 8, 3459 (2015), (3) M.S. Pavan, et al.; J. Phys. Chem. B 119, 11382 (2015), (4) F. Lomneck, et al.; Macromol. Rapid Commun. 36, 231 (2015), (5) S.A.A. Shah, et al.; J. Mat. Sci. Mat. Electr. 27, 4501 (2016), (6) E.A. Knyazeva & O.A. Rakitin; Chem. Heterocyc. Comp. 53, 855 (2017), (7) Y. Uozumi & T. Sato; Synfacts 13, 1101 (2017), (8) A. Sarasola, et al.; JACS 140, 15631 (2018), (9) Y. Yu, et al.; ACS Omega 3, 16347 (2018)
InChi	InChi=1S/C6H2Br2N2S/c7-3-1-2-4(8)6-5(3)9-11-10-6/h1-2H
Quantity	5 g, Bulk