Sandela

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Базові нотиПіраміда
3/5Сила
400годСтійкість
—Походження
Зразок
S
Базові ноти
Визначення

Sandela is isobornyl cyclohexanol (IBCH), an organic compound used primarily as a fragrance because of its aroma, which is similar to sandalwood oil. Its odour is described as sandalwood, clean, sweet and woody.

ДЕРЕВНИЙ БАЛЬЗАМІЧНИЙ ВЕРШКОВИЙ ЧИСТИЙ
IBCH, Sandenol, Indisan, Mysorol, Sandarome, Sandal hexanol, Isocamphyl cyclohexanol
Type
Складник
Olfactive family
Деревні
Source
synthetic
Chemical class
secondary alcohol
Інструменти
Піраміда
ВВерхні ноти
СНоти серця
ББазові ноти
3/5Сила
Середня
інтенсивність запаху
Стійкість на блотері
400годин · 17 днів
1 год6 год24 год3 дн.7 дн.400 год
за 100 %

Запах

The odour is that of clean, woody sandalwood with a balsamic side. One description of the material at 100% gives sandalwood, clean, sweet, woody, cashew and creamy. Another describes it as clean, mild, persistent, sandalwood, sweet and woody. Its secondary facets are balsamic and slightly camphoraceous, with subtle creamy-musky undertones in the dry-down. Its odour impact is relatively low, but its persistence is exceptional.

Докладно

Isobornyl cyclohexanol (IBCH) is an organic compound with the molecular formula C₁₆H₂₈O. It is not found in nature. Sandalwood trees are endangered due to overharvesting, leading to a high cost for the natural oil. IBCH is therefore produced as an economical alternative to the natural product.

Chemistry

Its IUPAC name is 3-(5,5,6-trimethylbicyclo[2.2.1]heptan-2-yl)cyclohexanol. Its chemical structure is closely related to that of α-santalol and β-santalol, which are the primary constituents of sandalwood oil. Its EC number is 222-294-1. In the products of hydrogenating bornylguaiacol, the polycyclic alcohol alone is responsible for the sandalwood-type odour. Mixtures containing less than 50% of this alcohol were judged to be of little value as perfume materials, with deficiencies in diffusiveness of the top note, stability of odour in the dry-out, harmony and persistence. Complete hydrogenolysis of the starting material gives a practically odourless hydrocarbon as a by-product. At least 3.5 moles of hydrogen per mole of bornylguaiacol are essential, with 4 to 5 moles preferred. Amounts up to about 3.3 moles give materially inferior products. Raney nickel, supported nickel catalysts and copper chromite are all operable hydrogenation catalysts.

Sandalwood oil

Sandalwood oil is an essential oil obtained by steam distillation of chips and billets cut from the heartwood of sandalwood trees, mainly Santalum album. It contains more than 90% sesquiterpenic alcohols, of which 50 to 60% is α-santalol, while β-santalol makes up 20 to 25%. Because the wood is rare and expensive, synthetic odorants of similar structure and scent are used as lower-cost alternatives.

Safety

Its GHS labelling carries the signal word Warning, with hazard statements H315, H319, H411 and H412. An older European classification marks it as an irritant to the eyes. No FEMA number is given for it, and it is not meant for flavour use. Its cosmetic use is as a perfuming agent.

Use in Deodorants

The recommended level in the final product should ideally be between 0.3% to 0.6%. If the perfume level in a deodorant or antiperspirant product is 1%, the perfume should contain between 30% and 60% of Sandela. If the perfume level in the product is 1.5%, the perfume preferably consists of 20 to 40% Sandela. For stronger effects the level in the finished deodorant or antiperspirant may be raised to 1%, and in combination with other antibacterial fragrance materials it may be lowered to 0.1%. Sandela can also be added directly to the deodorant or antiperspirant formula, as an ingredient separate from the perfume, at a level of 0.1 to 1%. Sandela can partly replace farnesol in antibacterial fragrance compositions, and its price is four times lower than that of farnesol. The two can be combined in any ratio, adding up their antibacterial effect. The preferred levels are 10 to 80% Sandela and 5 to 50% farnesol. The test strains came from the axilla of 8 human volunteers. The intensity of its antibacterial effect against Corynebacteria and Staphylococcus is equal, which is not the case for Triclosan.

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Цікавий факт

Among 250 commonly used fragrance raw materials, Sandela was the most active compound against a collection of Corynebacterium strains isolated from healthy human volunteers. Its activity was even slightly higher than that of sandalwood oil, and only slightly below that of farnesol.

Отримання й хімія

Спосіб отримання

Sandela is obtained in a two-step reaction in which camphene and guaiacol are treated with an acidic catalyst, followed by hydrogenation. Its preparation is relatively cheap. In the process of US patent 3,499,937, bornylguaiacol is hydrogenated over Raney nickel at a pressure around 600 p.s.i. The reaction mixture is vented repeatedly to remove volatile by-products until about 4.5 moles of hydrogen per mole of bornylguaiacol have been consumed. Of this hydrogen, 3.0 moles per mole is required to saturate the benzene ring, and the remainder serves for hydrogenolysis of the methoxyl and hydroxyl groups. The polycyclic alcohol is isolated by distillation.

Формула
C₁₆H₂₈O
CAS
3407-42-9; 70955-71-4
Зовнішній вигляд
Colourless to pale yellow, viscous liquid
Сила запаху
Середня
Стійкість
400 hour(s) at 100.00 %
Синоніми
IBCH, Sandenol, Indisan, Mysorol, Sandarome, Sandal hexanol, Isocamphyl cyclohexanol
Статус IFRA
Див. примітку

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

Фізичні властивості
Температура кипіння
302 °C
Температура спалаху
110 °C (230 °F)
Відносна густина
0.96700 @ 25.00 °C.
Показник заломлення
1.49900 @ 20.00 °C.

У парфумерії

Its low odour value lets Sandela be used at levels high enough for good antimicrobial action in perfumes without affecting the overall impression too much. Its sandalwood note is highly desirable as a base note for perfumes applied to the human body. As a viscous, low-volatility material, it has a tenacity that extends the longevity of compositions. In the example deodorant perfumes of a patent, Sandela makes up as much as 400 of 1100 parts. Typical usage levels run from a minimum of 0.1% through an average of 0.5% to a maximum of 20%. A producer gives a usage level of 1% to 25%. Alcoholic perfume, antiperspirants and deodorants, talcum powder, soaps and shampoo are rated very good applications, creams and lotions fair, and lipsticks not recommended. Hair conditioner, bath and shower gel, detergents and fabric softener are also rated very good, and candles and incense good.

Роль у формулі
01фіксатор
02сполучний компонент
03формувач об’єму
04замінник сандалу
Форми випуску
синтетична речовина розведення в IPM (85 %)

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