Identification | More | [Name]
2-QUINOXALINECARBALDEHYDE | [CAS]
1593-08-4 | [Synonyms]
2-QUINOXALINECARBALDEHYDE 2-QUINOXALINECARBOXALDEHYDE AKOS B000386 AKOS BBS-00005347 ART-CHEM-BB B000386 IFLAB-BB F1938-0001 QUINOXALINE-2-CARBALDEHYDE QUINOXALINE-2-CARBOXALDEHYDE QUINOXALINE-2-CARBOXYALDEHYDE RARECHEM AK ML 0126 TIMTEC-BB SBB009167 Quinoxaline-2-carboxaldehyde 97% | [Molecular Formula]
C9H6N2O | [MDL Number]
MFCD00272280 | [Molecular Weight]
158.16 | [MOL File]
1593-08-4.mol |
Chemical Properties | Back Directory | [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) | [form ]
Solid | [pka]
-0.15±0.30(Predicted) | [color ]
Dark Orange to Very Dark Orange | [CAS DataBase Reference]
1593-08-4(CAS DataBase Reference) | [Storage Precautions]
Air sensitive;Light sensitive;Store under inert gas |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Harmful | [HazardClass ]
IRRITANT | [HS Code ]
29339900 |
Hazard Information | Back Directory | [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 |
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