124-76-5

Description

Isoborneol has a piney, camphoraceous odor. May be prepared by the hydrolysis of isobomyl acetate, or by catalytic reduction of camphor (both d- and ι-isomers); the optically inactive compound can be prepared by treating camphene with a 1:1 mixture of sulfuric acid and glacial acetic acid and then hydrolyzing the isobomyl acetat.

Chemical Properties

Isoborneol has a piney, camphoraceous odor.

Occurrence

Reported found in the oil of Abies sibirica and a few other essences and in the essential oil from roots of Chamaeciparis formosensis. Also reported found in apple, papaya, blackberry, cinnamomum, ginger, thymus, cheeses, cognac, Ocimum basilicum, rosemary, temoe lawak (Curcuma xanthorriza Roxb.) turmeric, sage, clary sage, ashanti pepper, German chamomile oil, eucalyptus oil and mastic gum leaf oil

Uses

Used as a synthetic flavor, as a moth repellent, cold sore topical medication, muscle liniment, and steam-inhaled cough suppressant. It is also used in Used in perfumes.

Definition

A geometrical isomer of borneol.

Preparation

By the hydrolysis of isobornyl acetate, or by catalytic reduction of camphor (both d- and l-isomers); the optically inactive compound can by prepared by treating camphene with a 1:1 mixture of sulfuric acid and glacial acetic acid and then hydrolyzing the isobornyl acetate

Aroma threshold values

Detection: 2.5 to 16 ppb

General Description

Isoborneol is a monoterpene and a known antioxidant, which is a component of several plant essential oils.

Flammability and Explosibility

Flammable

Purification Methods

Crystallise isoborneol from EtOH or pet ether (b 60-80o). It sublimes in a vacuum. The 4-nitrobenzoyl derivative has m 153o. [Yager & Morgan J Am Chem Soc 57 2081 1935, Beilstein 6 II 80, 6 III 299, 6 IV 281.]