Javanol

СинтетичнийПОПУЛЯРНІ Й НЕЗВИЧНІдеревний · вершковий · чистий
Базові нотиПіраміда
—Сила
1годСтійкість
—Походження
Зразок
Javanol як парфумерна сировина
Базові ноти
Визначення

Javanol is a synthetic sandalwood odorant. Its note is a rich, natural, creamy sandalwood with some rosy nuances.

КВІТКОВИЙ ТЕПЛИЙ ВЕРШКОВИЙ
Sandal cyclopropane, Java sandalwood
Type
Складник
Olfactive family
Деревні
Source
synthetic molecule
Chemical class
tertiary cyclopropyl alcohol (bicyclic terpene-derived)
Інструменти
Піраміда
ВВерхні ноти
СНоти серця
ББазові ноти
—Сила
Безпрецедентна сила
Безпрецедентна сила
Стійкість на блотері
1годин
1 год6 год24 год3 дн.7 дн.400 год

Запах

Javanol has the creamy, warm, milky-rosy and clean aspects of nature's sandalwood. Its primary facets are creamy sandalwood, milky-lactonic and woody warmth. The secondary facets are rosy-floral brightness, citric grapefruit aspects and subtle musk. The tertiary facets are dry vetiver undertones, metallic-cologne freshness and clean powdery nuances. The odor is powerful, diffusive and exceptionally tenacious.

Докладно

Javanol belongs to the campholenic aldehyde-derived sandalwood family. It has multiple asymmetric carbon centers, so the commercial material is a mixture of diastereomeric isomers. Its chemical name is [1-methyl-2-[(1,2,2-trimethylbicyclo[3.1.0]hex-3-yl)methyl]cyclopropyl]methanol. Javanol Super represents a single isolated isomer with enhanced performance.

Chemistry

The molecule features two cyclopropane rings that replace reactive double bonds. These rings create a rigid, electron-rich framework. Its design combines a rigid cyclopropyl spacer with an alcohol functional group. It is classified as a tertiary cyclopropyl alcohol within the bicyclic terpene-derived class of fragrance materials. Its architecture combines hydrophobic bulk with precisely positioned hydrogen-bonding capability, a structural motif essential for sandalwood odor character. Its molecular weight is high and its vapor pressure extremely low, yet it projects effectively even at trace concentrations.

Stereoisomers

All four stereoisomers contribute to the natural creamy, flowery, woody odor of the compound, and one of the diastereomers is the main odor vector, about 34 times more powerful than the second strongest of the synthesized stereoisomers.

Natural sandalwood

β-Santalol is the principal odor-active component in East Indian sandalwood oil from Santalum album. Many consider Javanol the closest synthetic approximation to the olfactory receptor binding profile of natural β-santalol.

Sandalwood oil and the need for a substitute

Sandalwood oil is obtained by steam distillation of the heartwood of sandalwood trees, mainly Santalum album. More than 90% of the oil is sesquiterpenic alcohols, of which 50-60% is α-santalol and 20-25% is β-santalol. The trunk of the tree starts to develop its fragrance after about 10 years of growth and is not ready to harvest until after 20. Indian sandalwood production fell from approximately 4,000 tonnes per year in the 1960s to around 350 tonnes per year in 2014.

Stability and handling

Javanol offers excellent oxidative and thermal stability. It is classified as a skin sensitizer (Category 1). It does not contain any allergens listed among the 26 declarable fragrance allergens under EU Cosmetics Regulation. The recommended storage temperature is 15-25°C, and the shelf life is 24 months under proper storage conditions. Containers should be kept tightly closed and away from heat, sparks and open flames. The producer rates it at more than 50% renewable carbon, the level it uses to define naturally derived substances.

Цікавий факт

That makes it approximately 400 times more potent than its closest analog, Pashminol. The perfume chemist Arcadi Boix Camps called it perhaps the best of all sandalwood synthetics and impossible to replace, because it captures both the aldehydic and the alcoholic character of natural sandalwood oil.

Отримання й хімія

Спосіб отримання

Javanol is synthesised by double Simmons-Smith cyclopropanation of 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, using zinc and copper catalysis with diiodomethane. It is derived from naturally occurring α-pinene, obtained from pine turpentine. The patent that first disclosed the synthesis covered novel odorants derived from campholenic aldehyde through double cyclopropanation methodology.

Формула
C₁₅H₂₆O
CAS
198404-98-7
Зовнішній вигляд
colorless to pale yellow viscous liquid
Сила запаху
Безпрецедентна сила
Стійкість
1 month + on blotter
Синоніми
Sandal cyclopropane, Java sandalwood
Статус IFRA
Див. примітку

No IFRA Standard for the material itself (51st Amendment)

Фізичні властивості
Температура кипіння
268 °C

У парфумерії

Javanol is used as a fixative and sandalwood base for fine fragrance, and as a modifier in woody, floral, musky and amber accords. It functions as the structural backbone for modern sandalwood notes and can enhance substantivity across all fragrance phases. At very low dosage, below 0.1%, it brings richness and creaminess to all types of accords. Trace amounts of 0.02-0.1% work as a radiance booster, and typical fine fragrance usage is 0.5-2% in the compound. In wash tests it is approximately 8 times more effective than the most powerful sandalwood product. Its very good stability, mainly due to the complete absence of double bond, makes it suitable for all applications except bleach. Functional uses include fabric care products such as detergents, softeners and dryer sheets, and personal care products such as shampoos, body washes, lotions and creams. Its use level runs from traces to 2%. It blends with flowers. Despite its base-note classification it shows unusual radiance and diffusivity, projecting effectively even at trace concentrations.

Роль у формулі
01формувач сяйва
02деревна основа
03підсилювач м’якого запаху шкіри
Форми випуску
синтетична речовина

Див. також

8 ноти