4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazole

Product Name: 4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazole
CAS No.: 1295502-53-2
Chemical Name: 4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazole
Synonyms: BT2F-2Br;7-dibroMo-5;5]thiadiazole;6-difluorobenzo[c][1;4,7-Dibromo-5,6-difluorobenzothiadiazole;4,7-Dibromo-5,6-difluoro-2,1,3-benzothiadiazole;4,7-Dibromo-5,6-difluoro-benzo[1,2,5]thiadiazole;2,1,3-Benzothiadiazole, 4,7-dibromo-5,6-difluoro-;4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazole;5,6-difluoro-4,7-dibroMobenzo[c][1,2,5]thiadiazole
CBNumber: CB42660075
Molecular Formula: C6Br2F2N2S
Formula Weight: 329.95
MOL File: 1295502-53-2.mol

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4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazole Property

Melting point:: 153.0 to 157.0 °C
Boiling point:: 318.2±37.0 °C(Predicted)
Density: 2.352±0.06 g/cm3(Predicted)
Flash point:: >300℃
storage temp.: 2-8°C
pka: -5.16±0.50(Predicted)
form: powder to crystaline
InChI: InChI=1S/C6Br2F2N2S/c7-1-3(9)4(10)2(8)6-5(1)11-13-12-6
InChIKey: HFUBKQHDPJZQIW-UHFFFAOYSA-N
SMILES: N1=C2C(Br)=C(F)C(F)=C(Br)C2=NS1
color: White/Off-white crystalline solid

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Safety

RIDADR: UN 2811 6.1 / PGIII
HS Code: 2934.99.4400

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical

Product number: D4734
Product name: 4,7-Dibromo-5,6-difluoro-2,1,3-benzothiadiazole
Packaging: 200MG
Price: $129
Updated: 2025/07/31

Apolloscientific

Product number: PC905975
Product name: 4,7-Dibromo-5,6-difluoro-2,1,3-benzothiadiazole
Purity: 97%
Packaging: 250mg
Price: $58
Updated: 2021/12/16

AK Scientific

Product number: 6365AL
Product name: 4,7-Dibromo-5,6-difluoro-2,1,3-benzothiadiazole
Packaging: 250mg
Price: $135
Updated: 2021/12/16

Apolloscientific

Product number: PC905975
Product name: 4,7-Dibromo-5,6-difluoro-2,1,3-benzothiadiazole
Purity: 97%
Packaging: 1g
Price: $139
Updated: 2021/12/16

Apolloscientific

Product number: PC905975
Product name: 4,7-Dibromo-5,6-difluoro-2,1,3-benzothiadiazole
Purity: 97%
Packaging: 5g
Price: $416
Updated: 2021/12/16

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4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazole Chemical Properties,Usage,Production

Description

5,6-Difluoro-4,7-dibromobenzo[c][1,2,5]thiadiazole is the building block/monomer for organic semiconductor synthesis in the application of light-emitting diodes and photovoltaic devices. Extra fluorine atoms on the benzothiadiazole ring makes the compounds more electron-withdrawing?when?the unit is embedded?into?low-band gap polymer semiconductors, to introduce better electron affinity and?further lower the?band gap of the semiconducting materials.

Uses

Fluorinated benzothiadiazole-based conjugated polymers for high open-circuit voltage in organic photovoltaics.

Synthesis

1345627-73-7

1295502-53-2

General procedure for the synthesis of 4,7-dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole (8) from 3,6-dibromo-4,5-difluorobenzene-1,2-diamine (7, 737 mg, 2.441 mmol): 3,6-dibromo-4,5-difluorobenzene-1,2-diamine was dissolved in 15 mL dichloromethane, triethylamine (1.36 mL , 9.76 mmol) and the mixed solution was cooled to 0°C (ice bath conditions). Thionyl chloride (0.36 mL) was added slowly by dropping through a dropping funnel, controlling the rate of dropping to maintain the reaction temperature. Upon completion of the dropwise addition, the reaction mixture was allowed to gradually warm up to room temperature and subsequently heated to 46 °C for 6 h at reflux. Upon completion of the reaction, the mixture was cooled to room temperature and poured into ice water. The pH was adjusted with dilute hydrochloric acid to about 1. The aqueous phase was extracted with dichloromethane, the organic layers were combined, washed with water and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the resulting crude product was purified by column chromatography to give compound 8 as white needle-like crystals in 88% yield.

References

[1] Advanced Materials, 2014, vol. 26, # 16, p. 2586 - 2591
[2] Beilstein Journal of Organic Chemistry, 2017, vol. 13, p. 863 - 873
[3] Polymer, 2017, vol. 109, p. 115 - 125
[4] Chemical Communications, 2011, vol. 47, # 39, p. 11026 - 11028

4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazole Preparation Products And Raw materials

Raw materials

Preparation Products

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4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazole Suppliers

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View Lastest Price from 4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazole manufacturers

Henan Fengda Chemical Co., Ltd

Product: 4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazole 1295502-53-2
Price: US $8.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-03-29

Career Henan Chemical Co

Product: 4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazole 1295502-53-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200kg
Release date: 2019-12-30

1295502-53-2, 4,7-dibroMo-5,6-difluorobenzo[c][1,2,5]thiadiazoleRelated Search:

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