1-(Aminooxy)-2-propene Property

Boiling point:

98-99 °C

Density 

0.9074 g/cm3(Temp: 25 °C)

pka

5.48±0.70(Predicted)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P363Wash contaminated clothing before reuse.

P405Store locked up.

P501Dispose of contents/container to..…

1-(Aminooxy)-2-propene Chemical Properties,Usage,Production

Chemical Properties

1-(Aminooxy)-2-propene is typically prepared as the hydrochloride salt which is a white solid that may be recrystallized from EtOH and ether.bp 80 °C, IR 3350 cm-1.

Preparation

Allyl Bromide (39 mL, 0.46 mol) is added dropwise with stirring to a suspension of anhydrous K2CO3 (43 g) and commercially available N-hydroxyphthalimide (50 g, 0.31 mol) in DMSO (500 mL) at 25 °C. After addition, the mixture is stirred at room temp for 24 h and then poured into cold water (3 L). The precipitate is collected, washed with water, and dried. Recrystallization from EtOH gives Nallyloxyphthalimide (87%), mp 56-57°C. A mixture of N-allyloxyphthalimide (10 g, 0.05 mol), hydrazine hydrate (5 mL, 0.1 mol), and EtOH (100 mL) is refluxed for 2 h and then cooled and poured into 3% aqueous Na2CO3 (500 mL). The solution is extracted with ether. The ether extract is washed with water and then 5 mL ofconc HCl are added. Evaporation gives a solid which is recrystallized from EtOH and ether to afford Oallylhydroxylamine hydrochloride as a white solid (eq 1). The free amine can be liberated by distillation from KOH (bp 80°C) or by treatment with ammonia in situ. It may be conveniently stored as the Nallyloxphthalimide intermediate which is converted to 1-(Aminooxy)-2-propene hydrochloride as needed.

Precautions

Use in a fume hood.