2-Chloro-5-nitropyrazine

Name: 2-Chloro-5-nitropyrazine
Brand: ChemScene
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CAS No. 87885-45-8
Cat. No. CS-0099406
Purity≥97%
MDL No.MFCD06809591

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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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General Information

CAS No. 87885-45-8
Cat. No. CS-0099406
Purity ≥97%
MDL No. MFCD06809591
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₂ClN₃O₂
Molecular Weight 159.53
Synonym(s) Pyrazine,2-chloro-5-nitro
SMILES O=[N+](C1=CN=C(Cl)C=N1)[O-]

Description

2-Chloro-5-nitropyrazine is a heterocyclic compound featuring a pyrazine core functionalized with chlorine at the 2-position and a nitro group at the 5-position. This electron-deficient scaffold enables direct incorporation into synthetic routes requiring strong acceptor moieties, particularly in pharmaceutical intermediates and agrochemical development. The molecule exhibits enhanced stability under standard bench conditions and facilitates selective coupling reactions via the chloro substituent.

Application

2-Chloro-5-nitropyrazine serves as a versatile building block in medicinal chemistry, enabling efficient functionalization at both the chloro and nitro positions. Its reactivity facilitates nucleophilic substitution and subsequent reduction to amine intermediates, supporting the construction of pyrazine-based heterocycles commonly found in pharmaceutical scaffolds. The compound exhibits good bench stability and compatibility with standard synthetic protocols, making it well-suited for modular synthesis workflows.

Synthesis

Route1
- 87885-44-7
- ~%
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  87885-45-8
References
- Journal of Heterocyclic Chemistry, , vol. 20, # 4 p. 947 - 950

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 68.92
LogP 1.0382
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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2-Chloro-5-nitropyrazine

CAS No. 87885-45-8

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