Showing posts with label terpenes. Show all posts
Showing posts with label terpenes. Show all posts

Friday, February 3, 2012

Definition: Terpenic, Phenolic & Camphoraceous in Fragrances

Perfume vocabulary is diverse and often confusing. Therefore we have compiled an extensive reference on Perfume Shrine, analysing the various perfume terms applied by perfumers with examples of actual perfumes. Today's terms comprise some of the more "acquired taste" definitions on fragrant materials &finished compositions. More perfume jargon than marketing copy, the sheer force and almost visceral effect they have leaves no one indifferent.
copal with trapped insects (wikimedia commons)
If you haven't caught on the Perfumery Definitions series till now, please visit:

Terpenic, Phenolic and Camphorous are not terms you'd see brandished in a general discussion about fragrance or in the promotional material handed out by perfume companies. More smell-specific and objective definitions than subjective terms ~relating to appreciation rather than factual knowledge, such as sharp, soft, ambrosial, tart, pungent or zesty~ they form a cluster of nuances within a more general smell group, namely citrus, leather and green respectively. Let's see them one by one.

Terpenic: Perversely Fresh, Rosy Citrus with Hints of Turpentine
Terpenic comes from terpenes, a large and diverse class of organic compounds (ten carbon alcohols), produced by conifers (and a few insects) for protective reasons, as they are strong-smelling, reminiscent of turpentine. You're more familiar with terpenes than you think: The aroma and flavor of hops, a prime constituent in select beers, comes from terpenes. Vitamin A and squalene are also terpenes and so are their derivative.
In fragrances, however, the term is associated with conifer-deriving essences, particularly pine (which contains a-pinene and b-pinene alonside the combined molecule terpineol) and fir. Copal, a tree resin that is particularly identified with the aromatic resins used by the cultures of pre-Columbian Mesoamerica as ceremonially burned incense and other purposes, is also rather more acrid than most other resins (though resins can have terpenic facets, especially frankincense/olibanum) and therefore requires its own little footnote.

Various terpenes are present in a variety of plants emitting fresh scent: farnesol is present in many essential oils such as citronella, neroli, lemon grass, tuberose, rose, and tolu balsam; geraniol (which smells rosy in isolation) is the primary part of rose oil, palmarosa oil, and Javanese citronella oil; limonene is the dominant terpene in lemon peel. Citing these examples it's easy to see how terpenic stands for fresh & dry, bitter citrusy with a background of a petrol and winery note. Serge Lutens Fille en Aiguilles is a beautiful exaple that combines the terpenic facets of pine into a smooth base with sweeter elements. Caron's Alpona is a "dry as a bone", clean, refreshing and bitter rendition of the citrus peel note.

pine resin (wikimedia commons)
Phenolic: Tar-Like and Acrid
Phenolic comes from phenol (carbolic acid and phenic acid), an organic compound in white crystal form which possesses a very pungent, acrid, smoky scent that is very dry and can veer into tarry-smelling, even like bitumen and hot tarmac. Fitting considering that -like many perfumery ingredients- phenol was first isolated from coal tar. Tar came from the pyrolysation of pine trees and from peat. The latter is often used as a term to describe certain whiskeys (peaty tasting) and it's incomphrehensible to most who wouldn't dream how peat tastes like. But think of it as tarry and you're there!
Natural sources include tea, coffee and chocolate and yerba maté, but even fruits such as pomegranates and blackcurrant can be refered to as having phenolic facets (in the case of the fruits behind the tangy top notes); phenol is leaning into acidic rather than alcaline. In perfumery castoreum, birch tar and narcissus all exhibit their barnyard and smoky black tea tar-like facets in various fragrances.

Usually phenolic is a term we use to describe leathery fragrances, such as Chanel Cuir de Russie, Etro Gomma, Knize Ten, Bvlgari Black. The Chanel fragrance is an interesting example as it combines a de iuro resinous note (birch tar) with phenolic facets. Birch tar is poised to me between resinous and phenolic: rather think of phenolic as a sub-dividion of a more generalised resin group, much like terpenic is a more nuanced division under the citrus & resin groups.
A beautiful, truly "phenolic fragrance" that sets the example for this kind of thing is the scarce & super exclusive Eau de Fier by Annick Goutal. Another interpretation comes in leathery fragrances, especially hard-core ones, such as Lonestar Memories by Tauer Perfumes. Gaucho by Ayala Moriel takes the more yerba maté like note as its departure point in a fougère fragrance composition full of coumarin.
L'Artisan Parfumeur explores the leathery, phenolic facets of narcissus in their harvest fragrance Fleur de Narcisse. 

Vapor Rub via pos-ftiaxnetai.blogspot.com
Camphorous/Camphoraceous: Cool, Sharp Green
Seen with both spellings, the scent of camphor is familiar to us from common "moth balls" which utilize the white crystalls for moth repelling. However the cooling, sharp and pungent scent of camphor which triggers the trigeminal nerve in the nose (hence the intense repulsion it can produce to sensitive individuals) is also a constituent, small but very significant of certain fragrant plants: Eycalyptus and the camphor laurel (from which camphor is often derived, though not exclusively as it can be made synthetically as well) are the obvious suspects, but camphoraceous smells also include one end of the lavender essence spectrum (that medicinal top note, the other end is caramelic), patchouli and the top note of tuberose and gardenia.

This is why often such perfumes are curedly described as "smelling like moth-balls". They can also have positive connotations, memory associations with the smell of Vicks vaporub (or not, depending on how often and how much your parents used to use on you as a kid!).

The beautiful vibrancy that camphor brings to a composition can be seen in intense patchouli fragrances, as Clinique Aromatics Elixir or Voleur de Roses by L'Artisan Parfumeur, as well as some "modern classic" tuberose fragrances, such as Frederic Malle Carnal Flower and Gardenia Passion by Annick Goutal. Ylang ylang flower (cananga odorata) apart from the salicylates facet it has can also take camphorous nuances, as evidenced by another Goutal fragrance, Passion.

Thursday, February 10, 2011

Perfumery Materials: Violet, Violet Leaf & Ionones

Although often spoken in the same breath when describing fragrance notes pyramids ~standard industry speak for the breakdown of effects in perfume appreciation (a not exactly accurate or realistic means of communicating a scent)~ violet and violet leaves are not interchangeable. Indeed they're quite different, from the romantic, retro powdery feel of violets to the cucumber-metallic-oily effect of violet leaves which adorn not only greener violet scents, but also many masculine colognes.


Violet, has a coy profile in its symbolistic facets: The term "shy violet" is not random; the blossom naturally feels frail and trembling at touch, even though it is sturdy. Thus it traditionally stood for modesty, calmness and sleepiness, traits often associated with females in centuries past. Blue violets signified faithfulness, while white violets were of a happier disposition: they symbolized taking chances. The religious world associates violet with the Passion of Christ and indeed Easter rites in the Mediterranean basin include the use of complementary colors - violet and yellow - symbolic of Lent and the return of spring with its yellow crocuses and daffodils; to witness the two traditional flowers in the Epitaph procession are violets and lilacs, alongside the daffodils narcotizing one's nose in the open air of the evening marches of course: One blossom low-brow and serious like the Holy martyrdom; the other orgiastic like the pagan resurgence of the Dionysian spirit as expressed in the awakening of spring.

A symbol of ancient Athens where it was used in scenting wine and Napoleon Bonaparte’s favorite flower (who preferred it rather than Josephine's beloved musk), violet is a complicated matter in perfumery for two reasons: First, the natural extract of viola odorata (sweet violet/English violet), although it exists, is rarely used for reasons of cost and versatility. Secondly, because there is the distinction between violet flower and violet leaf: the two have a world of difference in terms of odor profile, but that’s not always clear in fragrance descriptions. The flowers have a sweet, powdery ~and when fresh slightly spicy~ note, while the leaf is earthy, green with a cut-grass feel.


The symbolism of violets as emblematic of death at an early age is apparent in the John Everett Millais painting "The Death of Ophelia" and violets which stood for constancy or devotion were traditionally used in mourning. Most people however associate violet with Parma Violets (as reflected in Borsari's Violetta di Parma) a violet-flavoured confectionary manufactured by the Derbyshire-based company Swizzels Matlow; or alternatively, depending on cultural memories, with Violettes de Toulouse, violets preserved by a coating of egg white and crystallised sugar still made commercially at Toulouse, France. (try it in fragrance in Berdoues Violettes de Toulouse). These tender, playful associations might account for the popularity of several sweet florals in the market, especially when coupled with the intensely feminine note of roses producing an almost "makeup" vanity-table effect, such as in L'Arisan Drôle de Rose and F.Malle Lipstick Rose or alternatively allied to modern "berries" tangy notes in Guerlain's Insolence.

In violets along with terpenes, a major component of the scent is a ketone compound called ionone, which temporarily desensitises the receptors in the nose; this prevents any further scent being detected from the flower. (This is why often people complain "I can't smell a thing!", it's not necessarily anosmia, but too much ionones!!) Ionones were first isolated from the Parma violet by Tiemann and Kruger in 1893. Violets naturally include irisone beta, which gives them part of their olfactory profile. The discovery of ionones enabled cheap and extensive production of violet scents, cataclysming the market with inexpensive violet colognes which became au courant in the first throes of the 20th century. The ionones palette ranges from the scent of fresh blossoms to mild woodsy sweet-floral tonalities, while methyl ionones possess a stronger woodsy nuance, similar to iris rhizomes, binding woody and floral notes perfectly such as in the masterful Lutens creations Féminité du Bois and Bois de Violette.
Irone alpha (6-methyl alpha ionone) is a most popular ingredient among ionones in pure form due to its silvery woodiness and its hint of raspberry.
Maurice Roucel was the composer of the mournful, cooly wistful Iris Silver Mist for Lutens focused on the nitrile Irival . Violet is what gives Paris by Yves Saint Laurent its romantic facet beneath the embullient rose, but also the old-world powdery allure beneath the leather in Jolie Madame.

Violet Leaf absolute, on the other hand, smells herbaceous with an oily earthy nuance and naturally includes salicylates [more on which here]. Octin esters and methyl heptin carbonate are used to render the floral green violet leaf "note" with watery accents of melon and cucumber, customary in many modern masculine fragrances and the family of fougères (an aromatic group based on the accord of lavender-coumarin-oakmoss). It also gave the older version of Farhenheit its distinctive feel. If you want to get a good impression of violet leaf in a contemporary composition, smell Eau de Cartier. Several of the greener violet fragrances in the market such asVerte Violette by L’artisan or La Violette by Annick Goutal explore those aspects. The Unicorn Spell by micro-niche brand Les Nez is a peculiar case where violet leaves take on the greeness of just cut husks of harricots verts.
In Dans Tes Bras by F.Malle the tone comes from Iraldeine, a base that helps recreate the freshness of violet flowers, alongside ionones and salicylates. The aromachemical α-n-methyl ionone became commercially available around 1935 in Haarmann & Reimer's Iraldeine Alpha rein and Givaudan's Raldeine A (the main constituent of Fath’s legendary Iris Gris) which Ernest Beaux ~good friends with Leon Givaudan~ is said to have included in 25% concentration in the long-lost Mademoiselle Chanel No.1 from 1942-1946 (as analysed and publicized in 2007 in Perfumer & Flavorist magazine). [Read more on the history of Chanel fragrances issued by Coco Chanel in the 1940s, such as Chanel No.11, No.55 and No.46 in this article]. A modern example of violet leaves in a feminine composition in a very contemporary context is provided by Balenciaga Paris fronted by Charlotte Gainsbourg. A good example of the co-existence of the two elements (violet notes and violet leaves) is presented in a new Marc Jacobs fragrance, Daisy Eau so Fresh.

In short, violets and violet leaves alongside ionones and the other molecules used to produce these nuances, are an integral part of modern perfumery and some of the most recognizable "notes" in fragrances any perfume enthusiast should be familiar with. Why don't you try some of the fragrances listed and see what you feel about them?

Top pic kindly provided by Anya McCoy for my use. The second pic displays "stocks" (which we also call violets in Greek), Matthiola Longipetala. The third pic is Millais' Ophelie via wikimedia commons.

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