Important Synthetic Flavor Compounds - Part 8 (Grapefruit Mercaptan, Myrcene, Valencene, 1,8-Cineole, Neryl oxide, Linalool oxide, 2-Phenyl ethanol, Benzaldehyde, Raspberry Ketone, Phenylacetic Acid)
Part 8 (para-menth-1-en-8-thiol myrcene valencene 1,8-cineole neryl oxide linalool oxide 2-phenyl ethanol benzaldehyde 4(4-hydroxy phenyl)-2-butanone 2-phenyl acetic acid)
These are among the 128 synthetic flavor compounds that John Wright, in his book Flavor Creation, suggests every flavorist should know and work with.
para-Menth-1-ene-8-thiol (Grapefruit Mercaptan)
- FEMA Number: FEMA No. 3700, Consult the latest FEMA GRAS lists for the most current status.
- Flavor Note(s): Intensely citrus, grapefruit, juicy, sulfury, tropical. It is the primary character-impact compound of grapefruit, providing the distinct "grapefruit" aroma with its characteristic sulfurous, juicy, and slightly tropical nuance .
- Compounds That Render Similar Flavor Note: 4-Mentha-8-thiol-3-one (catty, black currant, also grapefruit-like), other thiols with citrus character, grapefruit oil.
- Compounds Often Used Together With: Used with other citrus terpenes (nootkatone, valencene, d-limonene) and aldehydes (decanal, octanal) to build authentic grapefruit and other citrus profiles.
- All Potential Applications: Grapefruit, orange, and other citrus flavors for beverages, candies, and functional products.
- General Usage Levels: Extremely potent. Used at extremely low levels, typically in the parts per billion (ppb) range in the finished product.
- Important Considerations for Flavorists: This compound is an extremely potent sulfur compound with an intense odor that can cause olfactory fatigue. It must be handled with extreme care, almost always as a diluted solution. It is sensitive to oxidation and should be stored in a cool, dark place in tightly sealed containers under inert gas . Flash point is approximately 195°F TCC .
Myrcene
- FEMA Number: 2762
- Flavor Note(s): Balsamic, fruity, geranium, herb, must . It has a pleasant, sweet, and terpenic aroma.
- Compounds That Render Similar Flavor Note: Ocimene (more citrusy, lighter), other monoterpene hydrocarbons like limonene and pinene.
- Compounds Often Used Together With: Used with other terpenes in citrus, spice, and fruit flavor complexes. It is a common component of many essential oils (hop, lemongrass, bay) and is used to add freshness and lift.
- All Potential Applications: Citrus, fruit, and spice flavors for beverages, candies, and baked goods. Also used in fragrance applications.
- General Usage Levels: Used at low to moderate levels. In finished products, typical usage ranges from 2 to 30 ppm.
- Important Considerations for Flavorists: It is important to note that the synthetic version of myrcene is not permitted for addition to food in the United States after October 9, 2020 . JECFA number 1327 . Store in a cool, dry place in tightly sealed containers, protected from light and heat. FEMA GRAS status is subject to this regulatory restriction.
Valencene
- FEMA Number: 3443
- Flavor Note(s): Citrus, orange, fresh, woody. It is a key character-impact compound in orange juice and provides a sweet, fresh, and juicy orange aroma.
- Compounds That Render Similar Flavor Note: Nootkatone (grapefruit, more ketonic), d-limonene (orange, but lighter), other sesquiterpene hydrocarbons.
- Compounds Often Used Together With: Used with nootkatone, d-limonene, and other citrus terpenes and aldehydes to build authentic orange and other citrus profiles.
- All Potential Applications: Orange, tangerine, grapefruit, and other citrus flavors for beverages, candies, and baked goods.
- General Usage Levels: Used at low to moderate levels. In finished products, typical usage ranges from 5 to 50 ppm.
- Important Considerations for Flavorists: In China, it is regulated as a synthetic food flavor and can only be used for that functional purpose, with specific applicable food categories and maximum content limits as per NHC regulations . Store in a cool, dry place. FEMA GRAS.
1,8-Cineole (Eucalyptol)
- FEMA Number: 2465
- Flavor Note(s): Herbal, eucalyptus, camphor, minty, cooling. It provides a fresh, clean, and medicinal aroma characteristic of eucalyptus oil .
- Compounds That Render Similar Flavor Note: Camphor (more pungent, less fresh), menthone (minty, less eucalyptus), other cineole derivatives.
- Compounds Often Used Together With: Used with menthol, menthone, and other mint components in mint flavors. Also used with spice and herbal notes in cough drop, candy, and oral care applications.
- All Potential Applications: Mint flavors, eucalyptus flavors, spice blends, cough drops, candies, beverages, and oral care products.
- General Usage Levels: Used at moderate levels. In finished products, typical usage ranges from 5 to 100 ppm, depending on the desired cooling and herbal intensity.
- Important Considerations for Flavorists: Colorless to yellowish liquid with a flash point of 122°F TCC. Practically insoluble in water . Store in a cool, dry place in tightly sealed containers. FEMA GRAS.
Neryl Oxide
- FEMA Number: 3661
- Flavor Note(s): Green, vegetative, floral, leafy, waxy with an herbal, minty depth. The taste is similarly green, vegetative, floral, leafy, and waxy with an herbal, minty depth .
- Compounds That Render Similar Flavor Note: Nerol (floral, less green), linalool oxide (more musty-camphor), other terpene oxides.
- Compounds Often Used Together With: Used with nerol, linalool, and other floral and green notes in citrus, berry, and floral flavor complexes.
- All Potential Applications: Citrus (especially neroli and petitgrain), berry, and floral flavors for beverages, candies, and baked goods.
- General Usage Levels: Used at low levels, typically in the range of 0.5 to 10 ppm in the finished product.
- Important Considerations for Flavorists: Colorless clear liquid with a flash point of 159°F TCC . Store in a cool, dry place in tightly sealed containers, protected from light. FEMA GRAS.
Linalool Oxide (Furanoid)
- FEMA Number: 3746
- Flavor Note(s): Musty, camphor, fenchyl alcohol-like, woody, earthy. It has a less floral and more woody-earthy character compared to linalool .
- Compounds That Render Similar Flavor Note: Linalool (floral, less musty), linalool oxide (pyranoid form), other terpene oxides.
- Compounds Often Used Together With: Used with linalool and other terpenes in lavender, bergamot, and other citrus and floral flavor complexes to add depth and naturalness.
- All Potential Applications: Lavender, bergamot, other citrus, and floral flavors for beverages, candies, and baked goods.
- General Usage Levels: Used at low levels, typically in the range of 0.5 to 10 ppm in the finished product.
- Important Considerations for Flavorists: Pale yellow clear liquid with a flash point of 163°F TCC . Store in a cool, dry place in tightly sealed containers, protected from light. FEMA GRAS.
2-Phenyl Ethanol (Phenethyl Alcohol)
- FEMA Number: 2858
- Flavor Note(s): Honey, rose-like, winy, floral, sweet. It is one of the most important and characteristic rose aroma compounds .
- Compounds That Render Similar Flavor Note: Geraniol (rose, more citrusy), citronellol (softer rose), phenethyl acetate (fruity-rose).
- Compounds Often Used Together With: An essential component in rose, honey, and other floral flavors. Used with geraniol, citronellol, and phenethyl acetate to build complex rose profiles. Also used in berry, stone fruit, and wine flavors.
- All Potential Applications: Rose, honey, strawberry, raspberry, apricot, peach, and wine flavors for beverages, candies, baked goods, and chewing gum.
- General Usage Levels: Used at moderate levels. In finished products, typical usage ranges from 5 to 50 ppm.
- Important Considerations for Flavorists: JECFA number 987. Store in a cool, dry place in tightly sealed containers. FEMA GRAS.
Benzaldehyde
- FEMA Number: 2127
- Flavor Note(s): Bitter almond, burnt sugar, cherry, malt, roasted pepper . It is the classic maraschino cherry and almond flavor.
- Compounds That Render Similar Flavor Note: Benzaldehyde dimethyl acetal (more subtle almond), bitter almond oil, nitrobenzene (toxic, not for use).
- Compounds Often Used Together With: Used with vanillin, ethyl vanillin, and other fruit and nut components in cherry, almond, and other nut and fruit flavors.
- All Potential Applications: Cherry, almond, maraschino cherry, walnut, pistachio, and other nut and fruit flavors for beverages, candies, baked goods, and chewing gum.
- General Usage Levels: Used at moderate levels. In finished products, typical usage ranges from 5 to 500 ppm, depending on the application.
- Important Considerations for Flavorists: JECFA number 22 . It is subject to oxidation, especially to benzoic acid. It must be stored in a cool, dark place in tightly sealed containers, preferably under inert gas. FEMA GRAS.
4-(4-Hydroxyphenyl)-2-Butanone (Raspberry Ketone)
- FEMA Number: 2588
- Flavor Note(s): Sweet, warm, fruity, raspberry. It is the primary character-impact compound of raspberry, providing the distinct, sweet, and slightly jammy raspberry aroma .
- Compounds That Render Similar Flavor Note: Raspberry juice, other raspberry ketone derivatives, ionones (violet-berry).
- Compounds Often Used Together With: An essential component in raspberry flavors. Used with ionones, violet leaf absolute, cis-3-hexenol, and other fruity esters (ethyl acetate, ethyl butyrate) to build complex and realistic raspberry profiles.
- All Potential Applications: Raspberry, strawberry, and other berry flavors for beverages, candies, baked goods, and dairy products.
- General Usage Levels: Used at moderate levels. In finished products, typical usage ranges from 5 to 50 ppm.
- Important Considerations for Flavorists: White to slightly yellow solid with a melting range of 81-86°C . Flash point is 212°F. Store in a cool, dry place. FEMA GRAS.
2-Phenyl Acetic Acid (Phenylacetic Acid)
- FEMA Number: 2878
- Flavor Note(s): Sweet, floral, honey, rose, chocolate, tobacco, and powdery with animal nuances. The taste is sweet, floral, chocolate, honey, and tobacco .
- Compounds That Render Similar Flavor Note: Phenylacetaldehyde (more green, hyacinth-like), methyl phenylacetate (honey, less animalic), phenethyl alcohol (rose, less animalic).
- Compounds Often Used Together With: Used with phenethyl alcohol, benzaldehyde, and other floral and sweet notes in honey, chocolate, tobacco, and rose flavor complexes.
- All Potential Applications: Honey, chocolate, cocoa, tobacco, rose, and other floral and sweet flavors for beverages, candies, baked goods, and tobacco products.
- General Usage Levels: Used at low to moderate levels. In finished products, typical usage ranges from 1 to 20 ppm.
- Important Considerations for Flavorists: White crystalline powder with a melting point of 76-78°C . Slightly soluble in cold water. Flash point is 212°F TCC. Store in a cool, dry place in tightly sealed containers, protected from heat and light. Shelf life is 24 months or longer if stored properly . FEMA GRAS. d
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