2-QUINOXALINECARBALDEHYDE Chemical Properties

Melting point:

107-111°C

Boiling point:

319.8±22.0 °C(Predicted)

Density 

1.299±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

-0.15±0.30(Predicted)

form 

Solid

color 

Dark Orange to Very Dark Orange

CAS DataBase Reference

1593-08-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-36/38-36/37/38-22

Safety Statements 

26-36/37/39-22

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

29339900

2-QUINOXALINECARBALDEHYDE Usage And Synthesis

Chemical Properties

Yellow to orange powder

Uses

A 2-substituted quinoxaline derivative used in the preparation of stabilized hemiacetals with a wide range of cosmetic uses.

Uses

As 2-substituted quinoxaline derivative, 2-Quinoxalinecarbaldehyde can be used in the the preparation of stabilized hemiacetals with a wide range of cosmetic uses.

Synthesis

General procedure for the synthesis of 2-quinoxalinecarboxaldehyde from the compound (CAS: 434318-22-6): the crude compound (4 g, 19.60 mmol) was mixed with 2N hydrochloric acid (19 ml) at 0 °C. The reaction mixture was stirred at room temperature for 48 hours. After completion of the reaction, the reaction was quenched with saturated sodium carbonate solution and the mixture was extracted with ethyl acetate. The organic layer was purified by fast chromatography using 100-200 mesh silica gel and petroleum ether as eluting solvent. The product was eluted with ethyl acetate-petroleum ether (95:5, v/v) to give a light yellow solid (2.6 g, 86% yield) (C9H6N2O). The product was a yellow solid with a melting point of 109 °C. 1H NMR (CDCl3, 400 MHz): δ (ppm): 10.19 (s, 1H), 9.36 (s, 1H), 8.31 (d, 1H, J = 8.3 Hz), 8.24 (d, 1H, J = 8.3 Hz), 7.89-7.82 (m, 2H).

References

[1] European Journal of Organic Chemistry, 2009, # 9, p. 1417 - 1426
[2] Journal of Organic Chemistry, 2013, vol. 78, # 3, p. 966 - 980
[3] Tetrahedron Letters, 2013, vol. 54, # 37, p. 5075 - 5077
[4] Organic Process Research and Development, 2002, vol. 6, # 4, p. 477 - 481

2-QUINOXALINECARBALDEHYDE(1593-08-4)Related Product Information

• Olaquindox
• 2-QUINOXALINECARBONYL CHLORIDE
• LUMICHROME
• 3-HYDROXY-2-QUINOXALINECARBOXYLIC ACID
• ALLOXAZINE
• ETHYL 2-QUINOXALINECARBOXYLATE
• 2-Quinoxalinecarboxylic acid
• 2-ACETYL-3-METHYLQUINOXALINEDIIUM-1,4-DIOLATE
• Quinoxaline
• 2 3-DIHYDROXY-1 4-PHENAZINEDIONE
• 2-(METHOXYCARBONYL)-3-METHYLQUINOXALINEDIIUM-1,4-DIOLATE
• 2-(ETHOXYCARBONYL)-3-METHYLQUINOXALINEDIIUM-1,4-DIOLATE
• QUINOMYCIN A
• QUINOXALINE-2,3-DICARBOXYLIC ACID
• 7-CHLORO-11H-INDENO[1,2-B]QUINOXALIN-11-ONE
• CBI-BB ZERO/000554
• ethyl 3-hydroxyquinoxaline-2-carboxylate
• 3-(METHOXYCARBONYL)-2-METHYLQUINOXALIN-1-IUM-1-OLATE