750093
3,4-Diaminothiophene dihydrochloride
97%
Synonym(s):
3,4-Thiophenediamine dihydrochloride
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About This Item
Empirical Formula (Hill Notation):
C4H6N2S · 2HCl
CAS Number:
Molecular Weight:
187.09
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
assay
97%
form
solid
SMILES string
Cl.Cl.Nc1cscc1N
InChI
1S/C4H6N2S.2ClH/c5-3-1-7-2-4(3)6;;/h1-2H,5-6H2;2*1H
InChI key
RAMOMCXNLLLICQ-UHFFFAOYSA-N
General description
This material is a synthetic intermediate for organic electronics materials such as Arylenediimide-thiophene Derivatives for Organic n-channel field-effect transistors. 1
They are also integral to the synthesis of thienopyrazine-based materials as low band gap materials for Organic Photovoltaic applications2 and as copolymer units for sensor applications.3
They are also integral to the synthesis of thienopyrazine-based materials as low band gap materials for Organic Photovoltaic applications2 and as copolymer units for sensor applications.3
Application
3,4-Diaminothiophene dihydrochloride can be used in the synthesis of thieno[3,4-b]pyrazine for thermoelectric applications. It can also be used in the synthesis of acenaphtho[1,2-b]thieno[3,4-e]pyrazine based acceptor molecules for the fabrication of organic transistors.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Dam. 1 - Skin Sens. 1
Storage Class
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
Regulatory Information
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Rocío Ponce Ortiz et al.
Journal of the American Chemical Society, 132(24), 8440-8452 (2010-06-04)
The synthesis, structural, electrochemical, and thin film electrical and electronic structural properties of a series of arylene diimide-oligothiophene n-type semiconductors are reported. This family of compounds allows analysis of the effects on thin film transistor performance of the following: (i)
In Situ Oxidation Synthesis of p-Type Composite with Narrow-Bandgap Small Organic Molecule Coating on Single-Walled Carbon Nanotube: Flexible Film and Thermoelectric Performance
Gao C and Chen G
Small, 14(12), 1703453-1703453 (2018)
Li Wen et al.
The Journal of organic chemistry, 73(21), 8529-8536 (2008-10-09)
Synthetic methods have been developed for the preparation of new 2,3-dihalothieno[3,4-b]pyrazines, from which a variety of new 2,3-difunctionalized thieno[3,4-b]pyrazines have been produced as precursors to conjugated materials. Structural, electronic, and optical characterization of these new analogues illustrate the extent to