essential oil

any of a class of volatile oils obtained from plants, possessing the odor and other characteristic properties of the plant, used chiefly in the manufacture of perfumes, flavors, and pharmaceuticals.

[1665-75]

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Any of a class of highly volatile (readily evaporating) organic compounds found in plants and usually named for them (e.g., rose oil, peppermint oil).

They have been known and traded since ancient times. Many essential oils contain isoprenoids. Some, such as oil of wintergreen (methyl salicylate) and orange oil (d-limonene), have one predominant component, but most have dozens or hundreds. Trace components impart an oil's characteristic odour, which synthetic or blended oils can rarely duplicate. Essential oils have three primary commercial uses: as odorants in perfumes, soaps, detergents, and other products; as flavours in baked goods, candies, soft drinks, and many other foods; and as pharmaceuticals, in dental products and many medicines (see aromatherapy).

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▪ plant substance

Introduction

      highly volatile substance isolated by a physical process from an odoriferous plant of a single botanical species. The oil bears the name of the plant from which it is derived; for example, rose oil or peppermint oil. Such oils were called essential because they were thought to represent the very essence of odour and flavour.

      Distillation is the most common method for isolation of essential oils, but other processes—including enfleurage (extraction by using fat), maceration, solvent extraction, and mechanical pressing—are used for certain products. Younger plants produce more oil than older ones, but old plants are richer in more resinous and darker oils because of the continuing evaporation of the lighter fractions of the oil.

      Out of the vast number of plant species, essential oils have been well characterized and identified from only a few thousand plants. The oils are stored as microdroplets in glands of plants. After diffusing through the walls of the glands, the droplets spread over the surface of the plant before evaporating and filling the air with perfume. The most odoriferous plants are found in the tropics, where solar energy is greatest.

      The function of the essential oil in a plant is not well understood. Odours of flowers probably aid in natural selection by acting as attractants for certain insects. Leaf oils, wood oils, and root oils may serve to protect against plant parasites or depredations by animals. Oleoresinous exudations that appear when the trunk of a tree is injured prevent loss of sap and act as a protective seal against parasites and disease organisms. Few essential oils are involved in plant metabolism, and some investigators maintain that many of these materials are simply waste products of plant biosynthesis.

      Commercially, essential oils are used in three primary ways: as odorants they are used in cosmetics, perfumes, soaps, detergents, and miscellaneous industrial products ranging from animal feeds to insecticides to paints; as flavours they are present in bakery goods, candies, confections, meat, pickles, soft drinks, and many other food products; and as pharmaceuticals they appear in dental products and a wide, but diminishing, group of medicines.

      The first records of essential oils come from ancient India, Persia, and Egypt; and both Greece and Rome conducted extensive trade in odoriferous oils and ointments with the countries of the Orient. Most probably these products were extracts prepared by placing flowers (flower), roots, and leaves in fatty oils. In most ancient cultures, odorous plants or their resinous products were used directly. Only with the coming of the golden age of Arab culture was a technique developed for the distillation of essential oils. The Arabs were the first to distill ethyl alcohol from fermented sugar, thus providing a new solvent for the extraction of essential oils in place of the fatty oils that had probably been used for several millennia.

      The knowledge of distillation spread to Europe during the Middle Ages, and isolation of essential oils by distillation was described during the 11th to 13th centuries. These distilled products became a specialty of the European medieval pharmacies, and by about 1500 the following products had been introduced: oils of cedarwood (cedar), calamus, costus, rose, rosemary, spike, incense, turpentine, sage, cinnamon, benzoin, and myrrh. The alchemical theories of the Swiss physician and alchemist Paracelsus played a role in stimulating physicians and pharmacists to seek essential oils from aromatic leaves, woods, and roots.

      Starting from the time of Marco Polo, the much-prized spices of India, China, and the Indies served as the impetus for European trade with the Orient. Quite naturally, such spices as cardamom, sage, cinnamon, and nutmeg were subjected to the pharmacists' stills. By the middle of the 18th century in Europe about 100 essential oils had been introduced, although there was little understanding about the nature of the products. As chemical knowledge expanded in the late 1800s and early 1900s, many well-known chemists took part in the chemical characterization of essential oils. Improvement in knowledge of essential oils led to a sharp expansion in production, and use of the volatile oils in medicine became quite subordinate to uses in foodstuffs, beverages, and perfumes.

      In the United States, oils of turpentine and peppermint were produced before 1800; within the next several decades oils of four indigenous American plants became important commercially—namely, sassafras, wormwood, wintergreen, and sweet birch. Since 1800 many essential oils have been prepared, but only a few have attained commercial significance.

Methods of production.

      The first step in the isolation of essential oils is crushing or grinding the plant material to reduce the particle size and to rupture some of the cell walls of oil-bearing glands. Steam distillation is by far the most common and important method of production, and extraction with cold fat (enfleurage) or hot fat (maceration) is chiefly of historical importance.

      Three different methods of steam distillation are practiced. In the oldest and simplest method a vessel containing water and the chopped or crushed plant material is heated by a direct flame, and the water vapour and volatile oil are recovered by a water-cooled condenser. This original method is being replaced by a process in which the plant material is suspended on a grid above the water level, and steam from a second vessel is introduced under the grid. The volatiles are condensed and the oil is separated. In the third process, the vessel containing the plant material on a grid is heated to prevent condensation of steam, so that dry distillation is attained.

      In southern France essential oils were extracted with cold fat long before the introduction of extraction with volatile solvents. This process is applied to flowers that do not yield an appreciable quantity of oil by steam distillation or whose odour is changed by contact with boiling water and steam. In this process, flowers are spread over a highly purified mixture of tallow and lard and are left for a period varying from 24 hours to 72 hours. During this time most of the flower oil is absorbed by the fat. The petals are then removed (defleurage), and the process is repeated until the fat is saturated with oil. The final product is called pomade (e.g., pomade de jasmine).

      In most cases, it is possible to shorten the long enfleurage process by extracting the essential oils using molten fat for one to two hours at a temperature ranging from about 45° to 80° C (110° to 175° F). The fat is filtered after each immersion, and after 10 to 20 extraction cycles the pomade is sold as such, or it may be extracted with alcohol to yield the oil residue.

      Since both enfleurage and maceration are rather expensive processes, some essential-oil specialists have shifted almost completely to using volatile solvents for the recovery of essential oils from plant materials that could not be processed by steam distillation. Petroleum naphthas, benzene, and alcohol are the primary solvents.

      A procedure called expression is applied only to citrus oils. The outer coloured peel is squeezed in presses, and the oil is decanted or centrifuged to separate water and cell debris. The method is used for oil of sweet and bitter orange, lemon, lime, mandarin, tangerine, bergamot, and grapefruit. Much oil is produced as a by-product of the concentrated-citrus-juice industry.

Chemical composition

      Terpenes (terpene), organic compounds consisting of multiples of isoprene units (containing five carbon atoms), are by far the most dominant constituents of essential oils. Individual oils, however, may contain appreciable quantities of straight chain, aromatic, or heterocyclic compounds. Thus allyl sulfides are characteristics of oil of garlic, traces of indole and anthranilic acid esters are found in orange oil, straight chain alcohols and aldehydes are recognized in oil of violets, and phenols and other aromatic compounds are common to many oils.

      Terpenes are built up from units of the simple five-carbon molecule isoprene. Both hydrocarbons and oxygenated compounds such as alcohols, aldehydes, ketones, acids, esters, oxides, lactones, acetals, and phenols are responsible for the characteristic odours and flavours.

      In some oils one or only a few components predominate: thus oil of wintergreen contains about 98 percent of methyl salicylate; orange oil, about 90 percent of d-limonene; bois de rose, 90 percent of linalool; and cassia, up to 95 percent of cinnamaldehyde. In most oils there is a mixture of anywhere from a few dozen to several hundred individual compounds. Trace components are very important, since they give the oil a characteristic and natural odour.

      Essential oils are generally expensive, with prices ranging from several U.S. dollars per kilogram on the low side to several thousand dollars per kilogram. The high price of the natural oils coupled with their limited availability has encouraged a search for substitutes. Great progress has been made in the synthesis of individual components such as geraniol, citral, linalyl acetate, and the like. These synthetics have been combined with natural oils to extend supplies, and they have also been blended together in an attempt to duplicate the oils themselves. Such reconstituted oils usually lack certain of the odour notes of the natural products, because of absence of trace ingredients, often unidentified, that may be present in the natural oils. They also tend to have a more “chemical” odour, because of trace impurities in the synthetics that are different from the components of natural oils.

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