FORMOXIME Chemical Properties

Melting point:

1.3°C

Boiling point:

48.9°C (rough estimate)

Density 

1.1330

refractive index 

1.4400 (estimate)

storage temp. 

0-10°C

solubility 

frequently used in aqueous solution or in admixture with aqueous methanolic solution

pka

11.10±0.10(Predicted)

form 

clear liquid

color 

Colorless to Almost colorless

Water Solubility 

170g/L(20 ºC)

CAS DataBase Reference

75-17-2

EPA Substance Registry System

Formaldehyde, oxime (75-17-2)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

RTECS 

LP9720000

HS Code 

2928.00.5000

FORMOXIME Usage And Synthesis

Uses

FORMOXIME is used for formylation of arenes via diazonium salts; 1,3-dipolar cycloaddition with electron-deficient alkenes and alkynes to form isoxazolidines.

Synthesis

FORMOXIME is synthesized by reactioning of 37% aqueous formaldehyde with hydroxylamine hydrochloride to which sodium hydroxide in 30% aqueous methanol is added (eq 1).3-5 This procedure affords useful solutions of formaldoxime in aqueous methanol.3 Alternatively, paraformaldehyde with hydroxylamine hydrochloride in the presence of sodium acetate in aqueous medium produces a 10% solution of formaldoxime.

Precautions

Formoxime is stable as hydrochloride; the oxime readily polymerizes at room temperature and is more stable in aqueous solution. Handle in a fume hood.

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