4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole

Basic Information

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CAS Number

288071-87-4

Molecular Formula

C14H6Br2N2S3

Molecular Weight

458.23 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Melting Point

245.0 to 249.0 deg-C

SMILES

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BrC1=CC=C(C2=CC=C(C3=CC=C(Br)S3)C4=NSN=C42)S1

InChI

InChI=1S/C14H6Br2N2S3/c15-11-5-3-9(19-11)7-1-2-8(10-4-6-12(16)20-10)14-13(7)17-21-18-14/h1-6H

InChIKey

ZIIMIGRZSUYQGW-UHFFFAOYSA-N

LogP

6.673300000000002

Topological Polar Surface Area

25.78 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

355

Safety Information

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Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

H318 Causes serious eye damage
Serious eye damage/eye irritation

Synonyms & References

English

4,7-Bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole
4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole
4,7-BIS(2-BROMO-5-THIENYL)-2,1,3-BENZOTHIADIAZOLE
4,7-bis(5-bromothiophen-2-yl)-2,1,3-benzothiadiazole
4,7-di-2-(5-bromo)-thienyl-2,1,3-benzothiadiazole
2,1,3-Benzothiadiazole, 4,7-bis(5-bromo-2-thienyl)-
AK123226
ZIIMIGRZSUYQGW-UHFFFAOYSA-N
EH00110
TRA0007820
AX8247404
F

MDL Number

MFCD16619295

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole (CAS: 288071-87-4)?

4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole is a crystalline solid with a molecular weight of approximately 460.13 g/mol. It exhibits low solubility in water but is soluble in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). This compound is reactive, particularly towards nucleophilic substitution reactions. It has a high melting point and is stable under normal laboratory conditions.

How is 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole (CAS: 288071-87-4) typically synthesized?

4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole is typically synthesized through a multistep process involving the coupling of 2-bromo-5-thienylbenzothiadiazole with 5-bromo-thiophene. The reaction is conducted in the presence of a suitable catalyst, such as potassium carbonate, in a polar aprotic solvent like dimethyl sulfoxide (DMSO). The method ensures high selectivity and yield, with purification usually achieved through recrystallization.

What industries use 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole (CAS: 288071-87-4)?

4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole finds applications in the pharmaceutical industry for its potential use in drug development, particularly in anti-inflammatory and anticancer therapies. It is also used in the semiconductor and sensor industries due to its electronic properties, and in the polymer industry for its role as a functional monomer.

What precautions should be taken when handling 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole (CAS: 288071-87-4)?

When handling 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole, it is crucial to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a laboratory coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be handled with caution, using appropriate absorbent materials and avoiding inhalation. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal guidelines.