An aroma compound, also known as an odorant, aroma, fragrance, flavoring or flavor, is a chemical compound that has a smell or odor. For an individual chemical or class of chemical compounds to impart a smell or fragrance, it must be sufficiently volatile for transmission via the air to the olfactory system in the upper part of the nose. Generally, aroma compounds have molecular weights of less than 310. [2] Flavors affect both the sense of taste and smell, whereas fragrances affect only smell. Flavors tend to be naturally occurring, and the term fragrances may also apply to synthetic compounds, such as those used in cosmetics. [3]
Aroma compounds are found in various foods, such as fruits and their peels, wine, spices, floral scent, perfumes, fragrance oils, and essential oils. For example, many form during the ripening of fruits and other crops. [4] Wines have more than 100 aromas that form as byproducts of fermentation. [5] Also, many of the aroma compounds play a significant role in the production of compounds used in the food service industry to flavor, improve, and generally increase the appeal of their products. [3]
An odorizer may add a detectable odor to an odorless substance, like propane, natural gas, or hydrogen, as a safety measure. [6]
While aromas and fragrances are well established attributes, the technical developments came with the invention of distillation, which allowed aromas to be concentrated and sometimes even purified. The purification of cinnamaldehyde, the first single component aroma compound, marked the beginning of the aroma and fragrance industry. Other early single component aroma compounds include benzaldehyde, methyl salicylate (oil of wintergreen), and vanillin. Somewhat in step with the synthetic dye industry, the fragrance and flavor industry was established. Many aroma compounds were prepared synthetically. Spectroscopic methods coupled with various separation techniques allowed the identification of traces of aroma compounds (e.g. in wines, flower extracts, etc). [3] Another invention that proved relevant to aroma compounds is gas chromatography, especially when coupled to detection by humans, i.e. gas chromatography-olfactometry. Techniques were also developed to characterize and synthesize individual enantiomers of chiral aromatic compounds. [7]
Animals, by the process of olfaction, detect aromas using olfactory receptors located on the surface of the olfactory epithelium in the nasal cavity. [4] Of commercial importance, aroma compounds are identified by gas chromatography, sometimes coupled to olfactometry, which involves a human operator sniffing the GC effluent. [8] Studies on cyclopentadecanone ("musk-ketone") reveal that the odors of some compounds are noticeably affected by deuteration. [9]
Various fragrant fruits are commercially cultivated to have appealing or intensified aromas. [10]
In 2010, the International Fragrance Association published a list of 3,059 chemicals used in 2011 based on a voluntary survey of its members, identifying about 90% of the world's production volume of fragrances. [11] [12]
| Compound name | Fragrance | Natural occurrence | Chemical structure | |
|---|---|---|---|---|
| Geranyl acetate | Fruity, Floral | Rose | ||
| Methyl formate | Ethereal | synthetic | ||
| Methyl acetate | Sweet, nail polish Solvent | synthetic | ||
| Fructone | fruity, apple-like | synthetic | ||
| Ethyl methylphenylglycidate | Strawberry | synthetic | ||
| Methyl propionate | Sweet, fruity, rum-like | |||
| Methyl butyrate | Fruity | Apple Pineapple | ||
| Ethyl acetate | Sweet, solvent | Wine | ||
| Ethyl butyrate | Fruity | Orange, Pineapple | ||
| Isoamyl acetate | Fruity, Banana, Pear | Banana plant | ||
| Pentyl butyrate | Fruity | Pear Apricot | ||
| Pentyl pentanoate | Fruity | Apple | ||
| Octyl acetate | Fruity | Orange | ||
| Benzyl acetate | Fruity, Strawberry | Strawberries | ||
| Methyl anthranilate | Fruity | Grape | ||
| Methyl salicylate | Minty, root beer | Wintergreen | ||
| Hexyl acetate | Floral, Fruity | Apple, Plum |
| Compound name | Fragrance | Natural occurrence | Chemical structure |
|---|---|---|---|
| Myrcene | Woody, complex | Verbena, Bay leaf | |
| Geraniol | Rose, flowery | Geranium, Lemon | |
| Nerol | Sweet rose, flowery | Neroli, Lemongrass | |
| Citral, lemonal Geranial, neral | Lemon | Lemon myrtle, Lemongrass | |
| Citronellal | Lemon | Lemongrass | |
| Citronellol | Lemon | Lemongrass, rose Pelargonium | |
| Linalool | Floral, sweet Woody | Coriander, Sweet basil, Lavender, Honeysuckle | |
| Nerolidol | Woody, fresh bark | Neroli, ginger Jasmine | |
| Ocimene | Fruity, Floral | Mango, Curcuma amada |
| Compound name | Fragrance | Natural occurrence | Chemical structure |
|---|---|---|---|
| Limonene | Orange | Orange, lemon | |
| Camphor | Camphor | Camphor laurel | |
| Menthol | Menthol | Mentha | |
| Carvone 1 | Caraway or Spearmint | Caraway, dill, spearmint | |
| Terpineol | Lilac | Lilac, cajuput | |
| alpha-Ionone | Violet, woody | Violet | |
| Thujone | Minty | Wormwood, lilac, juniper | |
| Eucalyptol | Eucalyptus | Eucalyptus | |
| Jasmone | spicy, fruity, floral in dilution | Jasmine, Honeysuckle |
Note: Carvone, depending on its chirality, offers two different smells.
| Compound name | Fragrance | Natural occurrence | Chemical structure |
|---|---|---|---|
| Benzaldehyde | Almond | Bitter almond | |
| Eugenol | Clove | Clove | |
| Cinnamaldehyde | Cinnamon | Cassia Cinnamon | |
| Ethyl maltol | Cooked fruit Caramelized sugar | ||
| Vanillin | Vanilla | Vanilla | |
| Anisole | Anise | Anise | |
| Anethole | Anise | Anise Sweet basil | |
| Estragole | Tarragon | Tarragon | |
| Thymol | Thyme | Thyme |
| Compound name | Fragrance | Natural occurrence | Chemical structure |
|---|---|---|---|
| Trimethylamine | Fishy Ammonia | ||
| Putrescine Diaminobutane | Rotting flesh | Rotting flesh | |
| Cadaverine | Rotting flesh | Rotting flesh | |
| Pyridine | Fishy | Belladonna | |
| Indole | Fecal Flowery | Feces Jasmine | |
| Skatole | Fecal Flowery | Feces (diluted) Orange Blossoms |
High concentrations of aldehydes tend to be very pungent and overwhelming, but low concentrations can evoke a wide range of aromas.
In 2005–06, fragrance mix was the third-most-prevalent allergen in patch tests (11.5%). [16] 'Fragrance' was voted Allergen of the Year in 2007 by the American Contact Dermatitis Society. An academic study in the United States published in 2016 has shown that "34.7 % of the population reported health problems, such as migraine headaches and respiratory difficulties, when exposed to fragranced products". [17]
The composition of fragrances is usually not disclosed in the label of the products, hiding the actual chemicals of the formula, which raises concerns among some consumers. [18] In the United States, this is because the law regulating cosmetics protects trade secrets. [19]
In the United States, fragrances are regulated by the Food and Drug Administration if present in cosmetics or drugs, by the Consumer Product Safety Commission if present in consumer products. [19] No pre-market approval is required, except for drugs. Fragrances are also generally regulated by the Toxic Substances Control Act of 1976 that "grandfathered" existing chemicals without further review or testing and put the burden of proof that a new substance is not safe on the EPA. The EPA, however, does not conduct independent safety testing but relies on data provided by the manufacturer. [20]
A 2019 study of the top-selling skin moisturizers found 45% of those marketed as "fragrance-free" contained fragrance. [21]