CAS 288071-87-4 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole

NAVIGATION

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

PRICE INQUIRY

Catalog Number

ACM288071874

CAS Number

288071-87-4

Product Name

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

Structure

Category

Small Molecule Semiconductor Building Blocks; Polymers

IUPAC Name

4,7-bis(5-bromothiophen-2-yl)-2,1,3-benzothiadiazole

Molecular Weight

458.2

Molecular Formula

C14H6Br2N2S3

Canonical SMILES

C1=C(C2=NSN=C2C(=C1)C3=CC=C(S3)Br)C4=CC=C(S4)Br

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

InChI Key

ZIIMIGRZSUYQGW-UHFFFAOYSA-N

Melting Point

247 °C

Purity

>95.0%(HPLC)(N)

Appearance

Orange to Brown to Dark purple powder to crystal

Application

4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole serves as a versatile intermediate in organic synthesis and pharmaceuticals, primarily utilized in laboratory research and development as well as in the production processes of pharmaceuticals and chemicals. This compound is particularly significant as an electron acceptor in the synthesis of donor-acceptor conjugated polymers. It can be employed as a high-purity monomer alongside 4-(4-((2-ethylhexyl)oxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole (EPDP) in direct (hetero)arylation polymerization, using Pd(OAc)2 as a catalyst system. The resulting donor-acceptor conjugated polymers are essential in the fabrication of organic solar cells, particularly those utilizing bulk-heterojunction (BHJ) structures.

Complexity

355

Covalently-Bonded Unit Count

Exact Mass

457.80394g/mol

Formal Charge

Hazard Statements

H301-H318

Heavy Atom Count

MDL Number

MFCD16619295

Monoisotopic Mass