Pyrazine-2,5-dicarbonitrile

Name: Pyrazine-2,5-dicarbonitrile
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 31722-48-2
Cat. No. CS-0483938
Purity≥98%
MDL No.MFCD15144323

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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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Structure of 31722-48-2

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General Information

CAS No. 31722-48-2
Cat. No. CS-0483938
Purity ≥98%
MDL No. MFCD15144323
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂N₄
Molecular Weight 130.11
Synonym(s) None
SMILES N#CC1=CN=C(C=N1)C#N

Description

Pyrazine-2,5-dicarbonitrile features a rigid, electron-deficient pyrazine core flanked by two nitrile groups, enabling strong π-stacking and coordination in supramolecular architectures. This bench-stable heterocycle integrates readily into functional materials and serves as a key building block for advanced organic semiconductors and metal-organic frameworks.

Application

Pyrazine-2,5-dicarbonitrile serves as a versatile building block in synthetic organic chemistry, enabling the construction of nitrogen-rich heterocycles via cyclization and nucleophilic substitution reactions. Its dual nitrile groups facilitate functionalization under mild conditions, offering high stability and ease of purification. The molecule functions effectively in transition-metal-catalyzed couplings and serves as a key scaffold in pharmaceutical and agrochemical research due to its planar, electron-deficient core.

Synthesis

Route1
- In-stock
  
  2942-58-7
- 25594-31-4
- ~64%
- In-stock
  
  31722-48-2
References
- Sato, Nobuhiro; Shimomura, Yuji; Ohwaki, Yoshie; Takeuchi, Ryo Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 11 p. 2877 - 2882
Route2
- In-stock
  
  41110-27-4
- ~%
- In-stock
  
  31722-48-2
References
- Krems; Spoerri Journal of the American Chemical Society, 1946 , vol. 68, p. 527

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 3439
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 73.36
LogP 0.21996
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Material Science Covalent Organic Frameworks Nitrile COFs Linkers

Material Science Material Building Blocks Covalent Organic Frameworks (COFs) Linkers Linkers (Others)

Material Science Polymer/Macromolecule Reagents Covalent Organic Frameworks (COFs) Linkers Linkers (Others)

Key Words

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Pyrazine-2,5-dicarbonitrile

CAS No. 31722-48-2

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