27825-21-4

Basic information

• Product Name: METHYL 3-CHLORO-2-PYRAZINECARBOXYLATE
• Synonyms: METHYL 3-CHLORO-2-PYRAZINECARBOXYLATE;3-chloro-pyrazine-2-carboxylic acid methyl ester;Methyl 3-chloropyrazine-2-car boxylate;3-Chloro-2-pyrazinecarboxylic Acid Methyl Ester;Pyrazinecarboxylic acid, 3-chloro-, methyl ester;3-Chloro-pyrazine-2-carbo...;3-chloro-5-Methylpyrazine-2-carboxylate;Methyl 3-chloropyrazine-2-carboxylate, 97+%
• CAS NO: 27825-21-4
• Molecular Formula: C₆H₅ClN₂O₂
• Molecular Weight: 172.57
• Product Categories: pharmacetical;Aromatics;Heterocycles;Miscellaneous Reagents
• Mol File: 27825-21-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 31-32 °C
• Boiling Point: 89°C/2mmHg(lit.)
• Flash Point: 104.8 °C
• Appearance: /
• Density: 1.372g/cm³
• Vapor Pressure: 0.0226mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -2.33±0.10(Predicted)
• CAS DataBase Reference: METHYL 3-CHLORO-2-PYRAZINECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-CHLORO-2-PYRAZINECARBOXYLATE(27825-21-4)
• EPA Substance Registry System: METHYL 3-CHLORO-2-PYRAZINECARBOXYLATE(27825-21-4)

Safety Data

• Hazardous Substances Data: 27825-21-4(Hazardous Substances Data)

Usage

Uses

3-Chloro-2-pyrazinecarboxylic Acid Methyl Ester (cas# 27825-21-4) is a compound useful in organic synthesis.

InChI:InChI=1/C6H5ClN2O2/c1-11-6(10)4-5(7)9-3-2-8-4/h2-3H,1H3

Upstream product

• 770-00-3 methylester of pyrazinecarboxylic acid 4-oxide 
• 16298-03-6 Methyl 3-amino-2-pyrazinecarboxylate 
• 6164-79-0 methyl pyrazine-2-carboxylate 
• 85661-24-1 2-(methoxycarbonyl)pyrazine 1-oxide 

Downstream Products

• 188622-55-1 3-(5-Chloro-2-fluoro-benzyl)-pyrazine-2-carboxylic acid methyl ester 
• 521948-36-7 7-hydroxy-6-ethoxycarbonylfuro[2,3-b]pyrazine 
• 27398-39-6 3-chloropyrazine-2-carboxylic acid 
• 1228551-81-2 C₁₁H₇ClN₂O₃ 
• 1415407-08-7 C₂₀H₁₅Cl₂N₃O₂ 

Relevant articles and documents

Derivatives of pyrazinecarboxylic acid: 1H, 13C and 15N NMR spectroscopic investigations

NMR spectroscopic studies are undertaken with derivatives of 2-pyrazinecarboxylic acid. Complete and unambiguous assignment of chemical shifts (1H, 13C, 15N) and coupling constants (1H,1H; 13C,1H; 15N,1H) is achieved by combined application of various 1D and 2D NMR spectroscopic techniques. Unequivocal mapping of13C,1H spin coupling constants is accomplished by 2D (S,J) long-range INEPT spectra with selective excitation. Phenomena such as the tautomerism of 3-hydroxy-2-pyrazinecarboxylic acid are discussed.

Studies on Pyrazines. 29. High Regioselective Synthesis of Chloropyrazines from 3-Substituted Pyrazine 1-Oxides

Reaction of 3-methoxy- or 3-chloropyrazine 1-oxides with refluxing phosphoryl chloride in the presence of amine led to a high regioselective formation of 3-substituted 2-chloropyrazines.In contrast, the use of chloroacetyl chloride instead of phosphoryl chloride enabled different regioselectivity to yield 6-substituted 2-chloropyrazines, particularly 3-methoxycarbonylpyrazine 1-oxide was almost exclusively converted into methyl 6-chloropyrazinecarboxylate under conditions without the amine.