5-Aminothiophene-2-carbonitrile

Name: 5-Aminothiophene-2-carbonitrile
Brand: ChemScene
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CAS No. 52532-63-5
Cat. No. CS-0187099
Purity≥98%
MDL No.MFCD19204377

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Aminothiophene-2-carbonitrile|CS-0187099

Structure of 52532-63-5

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General Information

CAS No. 52532-63-5
Cat. No. CS-0187099
Purity ≥98%
MDL No. MFCD19204377
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄N₂S
Molecular Weight None
Synonym(s) 5-amino-2-Thiophenecarbonitrile
SMILES C1=C(C#N)SC(=C1)N

Description

5-Aminothiophene-2-carbonitrile features a conjugated thiophene core bearing an electron-rich amino group and a strongly electron-withdrawing nitrile at adjacent positions. This push-pull architecture enables facile functionalization in cross-coupling reactions and facilitates incorporation into π-conjugated materials for optoelectronic applications.

Application

5-Aminothiophene-2-carbonitrile serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its dual functionality—amine and nitrile groups—enables diverse transformations, including amidation, cyclization, and metal-catalyzed coupling reactions. The molecule exhibits bench stability, facilitates straightforward purification, and functions effectively in standard synthetic workflows involving nucleophilic addition or transition-metal-mediated cross-coupling.

Synthesis

Route1
- In-stock
  
  16689-02-4
- ~84%
- In-stock
  
  52532-63-5
References
- Bartkovitz, David Joseph; Chu, Xin-Jie; Ding, Qingjie; Graves, Bradford James; Jiang, Nan; Zhang, Jing; Zhang, Zhuming Patent: US2011/130398 A1, 2011 ; Location in patent: Page/Page column 79; 80 ;
Route2
- 603130-87-6
- ~48%
- In-stock
  
  52532-63-5
References
- Robin, Aelig; Meslin, Jean-Claude; Deniaud, David Synthesis, 2004 , # 10 p. 1633 - 1640

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 49.81
LogP 1.20198
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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5-Aminothiophene-2-carbonitrile

CAS No. 52532-63-5

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