Butyraldehyde oxime

Chemical properties

colourless liquid

The Uses of Butyraldehyde oxime

Butyraldoxime can be used to create an anti-counterfeiting ink formulation.

Definition

ChEBI: An aldoxime derived from n-butanal.

Preparation

To a slowly stirred mixture of 73 gm (1 mole) of butylamine and 109 gm of a 12.2% aqueous solution of sodium tungstate is added (1.75 hr) with cooling to maintain a temperature of 15°C, 220 gm of 28% hydrogen peroxide. During this reaction 130 ml of ethanol is added portionwise to clarify the emulsion which tends to form. The green solution is stirred at 15°C for an additional hour after the addition has been completed. The reaction mixture is cooled, neutralized, and freed of the ethanol under reduced pressure. The solution is then saturated with sodium chloride and the oily product is separated and distilled to afford 50 gm (58%), b.p. 152°C.
Evidently hydroxylamines may also be oxidized with hydrogen peroxide in the presence of sodium tungstate, as mentioned above. In a recent report, phenylglyoxime was prepared by a ferric chloride oxidation of the correspondingly hydroxylamine oxime.

General Description

A liquid. Flash point 140°F. Slightly less dense than water. Vapors heavier than air. Used to make plastics and rubber.

Air & Water Reactions

Flammable. Slightly soluble in water.

Reactivity Profile

Butyraldehyde oxime is highly explosive during vacuum distillation. Butyraldehyde oxime is incompatible with oxidizing materials. Butyraldehyde oxime is also incompatible with metallic impurities. Butyraldehyde oxime may react with strong acids.

Health Hazard

May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Safety Profile

A poison by intraperitoneal route. Mutation datareported. Flammable liquid when exposed to heat or flame. To fight fire, use alcohol foam, dry chemical. Highly explosive. Can explode during vacuum disdlation. Incompatible with oxidzing materials, metallic impurities. When heated to decomposition it emits toxic fumes of NOx. See also ALDEHYDES.