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798282

Sigma-Aldrich

4,7-Dibromo-[1,2,5]thiadiazolo[3,4-c]pyridine

>97%

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About This Item

Empirical Formula (Hill Notation):
C5HBr2N3S
Molecular Weight:
294.95
MDL number:
MFCD23703147
UNSPSC Code:
12352103
PubChem Substance ID:
329768634
Pricing and availability is not currently available.

Assay

>97%

form

powder

mp

144-149 °C

SMILES string

BrC1=CN=C(Br)C2=NSN=C21

InChI

1S/C5HBr2N3S/c6-2-1-8-5(7)4-3(2)9-11-10-4/h1H

InChI key

LEHZIBSAFRVAJP-UHFFFAOYSA-N

General description

4,7-Dibromo-[1,2,5]thiadiazolo[3,4-c]pyridine is a thiadiazolo[3,4-c]pyridine based material that is used as an electron deficient group for organic electronic applications.[1]

Application

4,7-Dibromo-[1,2,5]thiadiazolo[3,4-c]pyridine can be used in the synthesis of panchromatic organic for dye sensitized solar cells (DSSCs).[2][3][4]
This product is used in the synthesis of photoactive acceptor part in low band gap conjugated polymers and oligomers for high performance OPV devices.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ5318
MKCJ0257
MKCC9652
MKBT9151V

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Regioregular pyridyl [2, 1, 3] thiadiazole-co-indacenodithiophene conjugated polymers
Wen W, et al.
Chemical Communications (Cambridge, England), 49(65), 7192-7194 (2013)
Nicolas Blouin et al.
Journal of the American Chemical Society, 130(2), 732-742 (2007-12-22)
On the basis of theoretical models and calculations, several alternating polymeric structures have been investigated to develop optimized poly(2,7-carbazole) derivatives for solar cell applications. Selected low band gap alternating copolymers have been obtained via a Suzuki coupling reaction. A good
Solution-processed small-molecule solar cells with 6.7% efficiency
Sun, Yanming; Welch, Gregory C.; Leong, Wei Lin; et al.
Nature Materials, 11(1), 44-48 (2012)
New simple panchromatic dyes based on thiadiazolo [3, 4-c] pyridine unit for dye-sensitized solar cells
Hua Y, et al.
Dyes and Pigments, 102(48), 196-203 (2014)
Gregory C Welch et al.
Journal of the American Chemical Society, 135(6), 2298-2305 (2013-01-10)
A comparison of two classes of small molecules relevant to the field of organic electronics is carried out at the molecular and supramolecular levels. First, two molecules that differ only in the position of a pyridyl N-atom within an acceptor
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