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576700

Sigma-Aldrich

2,2′-Bithiophene-5-carboxaldehyde

98%

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About This Item

Empirical Formula (Hill Notation):
C9H6OS2
CAS Number:
3779-27-9
Molecular Weight:
194.27
MDL number:
MFCD00052294
UNSPSC Code:
12352100
PubChem Substance ID:
24880877
NACRES:
NA.22

Assay

98%

mp

55-58 °C (lit.)

functional group

aldehyde

SMILES string

[H]C(=O)c1ccc(s1)-c2cccs2

InChI

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

InChI key

FYBWRAXKYXTOQC-UHFFFAOYSA-N

Application

2,2′-Bithiophene-5-carboxaldehyde may be used in the synthesis of the following:
  • boron dipyrromethene(BODIPY)oligothiophenes via a multi-step reaction process
  • (2,2′-bithiophene-5-carbaldehyde)-4-nitrophenylhydrazone(BT-NPH) via reaction with 4-nitrophenylhydrazine
  • bithiophene fulleropyrrolidine obtained via refluxing with sarcosine and fullerene
  • azomethine phthalic diimides by heating with N,N-bis(4-amino-2,3,5,6-tetramethylphenyl)naphthalene-1,4,5,8-dicarboximide (DANDI)

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ4404
MKBR2113V
MKBN3060V
MKBK6169V
MKBK1463V

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"New low band gap compounds comprised of naphthalene diimide and imine units"
Schab-Balcerzak E, et al.
Synthetic Metals, 162(05), 543- 553 (2012)
"The effect of thiophene substituents of fulleropyrrolidine acceptors on the performance of inverted organic solar cells"
Kaunisto.MK, et al.
Synthetic Metals, 195, 193-200 (2014)
"Enhanced Functionality for Donor?Acceptor Oligothiophenes by means of Inclusion of Bodipy: Synthesis, Electrochemistry, Photophysics, and Model Chemistry"
Collado D, et al.
Chemistry?A European Journal , 17(02), 498-507 (2011)
"Optical nonlinearities and molecular conformations in thiophene-based hydrazone crystals"
Kwon P-O, et al.
The Journal of Physical Chemistry C, 113(34), 15405-15411 (2009)
Sara S M Fernandes et al.
ACS omega, 3(10), 12893-12904 (2018-11-10)
A series of push-pull heterocyclic N,N-diphenylhydrazones were prepared to study the effect of structural modifications (different π-spacers and electron-withdrawing groups) on the optical (linear and nonlinear) and electronic properties of the molecules. The photovoltaic response of dye-sensitized solar cells assembled

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