3,5-DIMETHYL-4-ISOXAZOLECARBALDEHYDE Chemical Properties

Melting point:

54-56°C

Boiling point:

54-56

Density 

1.140±0.06 g/cm3(Predicted)

storage temp. 

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

form 

Solid

pka

-2.50±0.28(Predicted)

color 

White to Almost white

CAS DataBase Reference

54593-26-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

24/25

HazardClass 

IRRITANT

HS Code 

29349990

3,5-DIMETHYL-4-ISOXAZOLECARBALDEHYDE Usage And Synthesis

Chemical Properties

Off-white solid

Synthesis

General procedure for the synthesis of 3,5-dimethyl-4-isoxazole formaldehyde from 3,5-dimethyl-4-hydroxymethylisoxazole: To a solution of (3,5-dimethylisoxazol-4-yl)methanol (1.00 g, 7.86 mmol) in dichloromethane (20 mL) was slowly added Dess-Martin periodinane (4.17 g, 9.83 mmol) over 10 min at 0 °C. 9.83 mmol) over 10 minutes. The reaction mixture was gradually warmed to room temperature and stirred continuously at this temperature for 60 minutes. After completion of the reaction, the mixture was filtered through diatomaceous earth (Celite) and washed with dichloromethane. The collected organic layer was dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure. The crude product was purified by column chromatography (eluent: 15% ethyl acetate/hexane) to afford the target product 3,5-dimethyl-4-isoxazolecarboxaldehyde (0.450 g, 46% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 9.92 (s, 1H), 2.68 (s, 3H), 2.31 (s, 3H).

References

[1] Organic Preparations and Procedures International, 2003, vol. 35, # 2, p. 207 - 214
[2] Synthetic Communications, 1983, vol. 13, # 10, p. 817 - 822
[3] Patent: WO2013/19635, 2013, A1. Location in patent: Page/Page column 71
[4] Patent: WO2013/19682, 2013, A1. Location in patent: Page/Page column 92
[5] Patent: WO2013/19626, 2013, A1. Location in patent: Page/Page column 26

3,5-DIMETHYL-4-ISOXAZOLECARBALDEHYDE(54593-26-9)Related Product Information

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