3,4-Dimethylisoxazol-5-amine Chemical Properties

Melting point:

118-122 °C(lit.)

Boiling point:

246.0±35.0 °C(Predicted)

Density 

1.118±0.06 g/cm3(Predicted)

storage temp. 

-20°C Freezer

solubility 

DMSO, Methanol

pka

-0.24±0.50(Predicted)

form 

Solid

color 

White to Off-White

BRN 

108546

InChI

InChI=1S/C5H8N2O/c1-3-4(2)7-8-5(3)6/h6H2,1-2H3

InChIKey

PYNDWPFZDQONDV-UHFFFAOYSA-N

SMILES

O1C(N)=C(C)C(C)=N1

CAS DataBase Reference

19947-75-2(CAS DataBase Reference)

NIST Chemistry Reference

5-Amino-3,4-dimethyl-isoxazole(19947-75-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

HS Code 

2934999090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3,4-Dimethylisoxazol-5-amine Usage And Synthesis

Chemical Properties

White to Off-White Cyrstalline Solid

General Description

5-amino-3,4-dimethylisoxazole formed complexes with cobalt(II) and copper(II). The kinetics of gas-phase thermal isomerization of 5-amino-3,4-dimethylisoxazole was studied.

Synthesis

General procedure for the synthesis of 3,4-dimethylisoxazol-5-amine using 2-methyl-3-oxobutanenitrile as starting material: 2-methyl-3-oxobutanenitrile (9.7 g, 0.1 mol), hydroxylamine hydrochloride (7 g, 0.1 mol), and water (20 mL) were mixed, followed by the slow dropwise addition of NaOH aqueous solution (4 g dissolved in 10 mL of water) at 40 °C. After the dropwise addition, the reaction mixture was heated to reflux for 3 hours. After completion of the reaction, it was cooled to room temperature and phase separation was carried out. After the organic layer was allowed to stand overnight, filtration afforded the white crystalline product 3,4-dimethylisoxazol-5-amine (3.66 g, yield 32.7%) with a melting point of 123-125 °C.

References

[1] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 15, p. 4661 - 4667
[2] Pharmaceutical bulletin, 1954, vol. 2, # 1, p. 62 - 64
[3] Yakugaku Zasshi, 1951, vol. 71, p. 1356,1358
[4] Chem.Abstr., 1952, p. 8036
[5] Yakugaku Zasshi, 1951, vol. 71, p. 1356,1358

3,4-Dimethylisoxazol-5-amine(19947-75-2)Related Product Information

• Dimethyl phthalate
• ETHANE
• Dimethyl ether
• Dibenzylamine
• Triallylamine
• N,N-Dimethylformamide
• Dimethyl sulfoxide
• Dimethyl sulfate
• Isoxazole
• Dacthal
• Bis(2-ethylhexyl)amine
• Dimethyl fumarate
• Lithium diisopropylamide
• Triethanolamine
• Dimethyl carbonate
• Poly(dimethylsiloxane)
• Sulfisoxazole
• 3,5-dimethylisoxazol-4-amine