Гексилкоричний альдегід

СинтетичнийКВІТИквітковий · жасмин · свіжий
Ноти серцяПіраміда
3/5Сила
—Стійкість
—Походження
Зразок
Гексилкоричний альдегід як парфумерна сировина
Ноти серця
Визначення

Hexyl cinnamal is a derivative of cinnamaldehyde with a hexyl substituent, used as an aroma substance in the perfume and cosmetic industry. Its odour is jasmine-like.

КВІТКОВИЙ СОЛОДКИЙ СВІЖИЙ
hexyl cinnamal, alpha-hexylcinnamaldehyde, 2-benzylideneoctanal, 2-phenylmethyleneoctanal, alpha-n-hexyl-beta-phenylacrolein
Type
Складник
Olfactive family
Квіткові
Source
synthetic molecule
Chemical class
conjugated aldehyde, cinnamaldehyde derivative
Інструменти
Піраміда
ВВерхні ноти
СНоти серця
ББазові ноти
3/5Сила
Середня
інтенсивність запаху
Стійкість на блотері
tenacious, with excellent longevity

Запах

The odour is jasmine-like. It is very mild, sweet-oily and slightly floral, with a trace of herbaceous undertones. It shows a rich jasmine character with waxy-green and oily-herbaceous facets, sweet tropical nuances and a soft powdery finish. The odour becomes considerably more floral and lively when it is incorporated with more volatile materials. It is less sharp than amyl cinnamaldehyde.

Докладно

Identity

Hexyl cinnamal is also known as alpha-hexylcinnamaldehyde, and its CAS number is 101-86-0. Its molecular formula is C15H20O and its molecular weight is 216.32. Its IUPAC name is (2E)-2-benzylideneoctanal. The CAS numbers 165184-98-5 and 364364-06-7 identify the (2E) and (2Z) isomers.

Occurrence and properties

It is found naturally in the essential oil of chamomile. The commercial material often contains low levels of 2,6-di-tert-butyl-4-methoxyphenol as a stabilizer. It is nearly insoluble in water but soluble in oils.

Safety and labelling

In the EU, the ingredient must be listed individually on a cosmetic product label. The listing is required above 0.01 % in rinse-off products and 0.001 % in leave-on products. The IFRA Standard for the material recommends maximum acceptable concentrations for 12 product categories. For products in Categories 1 and 6, where small amounts may be ingested, the material must also be recognized as safe as a flavoring ingredient under the IOFI Code of Practice. A suspected contact allergy to this substance can be routinely tested in the epicutaneous test at the dermatologist.

Explore all seven extraits in the Discovery Set.

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Отримання й хімія

Спосіб отримання

Hexyl cinnamaldehyde is typically produced via crossed-aldol condensation of octanal and benzaldehyde. The temperature of the condensation is not critical and is in practice often between 50° and 100° C, preferably between 75° and 95° C, in particular between 80° and 90° C. With pyrrolidine as catalyst, relatively little alpha-hexyldecenal, the aldol condensation product of octanal, is formed. Alpha-hexyldecenal cannot easily be separated from hexylcinnamaldehyde by distillation and impairs the quality of the odour. In one example of the patent, the organic phase was distilled under reduced pressure, and redistillation of the main fraction under reduced pressure gave hexylcinnamaldehyde of olfactory quality with a purity above 99%.

Формула
C₁₅H₂₀O
CAS
101-86-0
Зовнішній вигляд
Pale yellow to yellow liquid to solid
Сила запаху
Середня
Стійкість
tenacious, with excellent longevity
Синоніми
hexyl cinnamal, alpha-hexylcinnamaldehyde, 2-benzylideneoctanal, 2-phenylmethyleneoctanal, alpha-n-hexyl-beta-phenylacrolein
Статус IFRA
Обмежено

Restricted — IFRA Standard « alpha-Hexyl cinnamic aldehyde » (Amendment 49)

Фізичні властивості
Температура кипіння
174-175 °C (15 mm Hg)
Температура плавлення
4 °C
Показник заломлення
1.547-1.553

У парфумерії

In cosmetic products its function is fragrance. It occurs in perfumes, toilet waters, aftershaves and various perfumed cosmetics.

Роль у формулі
01модифікатор
02сполучний компонент
03дифузія
Форми випуску
синтетична речовина

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