Cyclohexyl acetate

Chemical properties

Cyclohexyl acetate is a clear colorless to pale yellow, oily, and flammable liquid that has an odor reminiscent of amyl acetate. It is very slightly miscible with water, but completely miscible with common organic solvents. Its solvency properties are comparable to those of amyl acetate. It is used for the production of pigment pastes on account of its good solvency for basic dyes. It is also employed as a fragrance component in the perfume industry.

Occurrence

Reported found in sauerkraut.

The Uses of Cyclohexyl acetate

Cyclohexyl Acetate is a synthetic flavoring agent that is a stable, colorless liquid of fruity odor. it is stored in glass, tin, or resin-lined containers. it is used for flavors such as apple, banana, blackberry, and raspberry with applications in beverages, ice cream, candy, and baked goods at 15–110 ppm.

Preparation

By heating the corresponding alcohol with acetic anhydride or acetic acid in the presence of traces of sulfuric acid.

Production Methods

Cyclohexyl acetate is manufactured by direct esterification of cyclohexanol and alternatively by heating alcohol with acetic anhydride in the presence of sulfuric acid.

Definition

ChEBI: Cyclohexyl acetate is a carboxylic ester.

Taste threshold values

Taste characteristics at 30 ppm: solventy and slightly cooling with sweet banana and apple notes.

Synthesis Reference(s)

Tetrahedron Letters, 3, p. 1287, 1962 DOI: 10.1007/BF01499754

General Description

Cyclohexyl acetate appears as a colorless liquid. Flash point 136°F. Slightly less dense than water and insoluble in water. Vapors are much heavier than air and may be narcotic in high concentrations. May emit acrid smoke and irritating fumes when heated to high temperatures. Used as a solvent and in making rubber.

Air & Water Reactions

Flammable. Insoluble in water.

Reactivity Profile

CYCLOHEXANOL ACETATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Health Hazard

May be harmful by inhalation, ingestion, or skin absorption. Causes eye and skin irritation.

Fire Hazard

Special Hazards of Combustion Products: Emits toxic fumes under fire conditions. Vapor may travel considerable distance to a source of ignition and flash back.

Safety Profile

Moderately toxic by subcutaneous route. Mildly toxic by ingestion and skin contact. Human systemic effects by inhalation: conjunctiva irritation and unspecified respiratory system changes. A systemic irritant to humans. A skin and eye irritant. Flammable liquid when exposed to heat or flame. When heated to decomposition it emits acrid smoke and irritating fumes.

Solubility in organics

Soluble in alcohol and oils.