CAS 3779-27-9 2,2'-Bithiophene-5-carboxaldehyde

NAVIGATION

2,2'-Bithiophene-5-carboxaldehyde

PRICE INQUIRY

Catalog Number

ACM3779279-2

CAS Number

3779-27-9

Product Name

2,2'-Bithiophene-5-carboxaldehyde

Category

Small Molecule Semiconductor Building Blocks; Polymers; Semiconductor Blocks

Synonyms

5-Formyl-2,2'-bithiophene

IUPAC Name

5-thiophen-2-ylthiophene-2-carbaldehyde

Molecular Weight

194.27

Molecular Formula

C9H6OS2

Canonical SMILES

C1=CSC(=C1)C2=CC=C(S2)C=O

InChI

InChI=1S/C9H6OS2/c10-6-7-3-4-9(12-7)8-2-1-5-11-8/h1-6H

InChI Key

FYBWRAXKYXTOQC-UHFFFAOYSA-N

Boiling Point

210 °C / 18 mmHg

Melting Point

57 °C

Flash Point

>230 °F

Purity

>98.0%(GC)

Density

Air Sensitive

Appearance

White to Amber to Dark green powder to crystal

Application

2,2'-Bithiophene-5-carboxaldehyde is a versatile chemical compound primarily used in organic synthesis. Appearing as a yellow-brown to brown crystalline powder, it serves as a crucial building block in the preparation of various complex organic structures. This compound is fundamental in the multi-step synthesis of boron dipyrromethene (BODIPY), a class of fluorescent dyes. It also plays a role in creating oligothiophenes, which are important in the development of conductive polymers. Through a specific reaction with 4-nitrophenylhydrazine, it forms (2,2'-bithiophene-5-carbaldehyde)-4-nitrophenylhydrazone (BT-NPH), and it can be transformed into bithiophene fulleropyrrolidine by refluxing with sarcosine and fullerene. Additionally, when heated with N,N-bis(4-amino-2,3,5,6-tetramethylphenyl)naphthalene-1,4,5,8-dicarboximide (DANDI), it leads to the formation of azomethine phthalic diimides, showcasing its wide applicability in advanced material synthesis.

Storage

Store under inert gas

Exact Mass

193.98600

Hazard Statements

MDL Number

MFCD00052294

Precautionary Statements

P262

Safety Description

S24/25

WGK Germany