Банан

СинтетичнийФРУКТИ, ОВОЧІ Й ГОРІХИфруктовий · солодкий · естерний
Верхні нотиПіраміда
5/5Сила
—Стійкість
—Походження
Зразок
Банан як парфумерна сировина
Верхні ноти
Musa sapientum
Визначення

Banana oil is another name for isoamyl acetate, an ester formed from isoamyl alcohol and acetic acid. Its odour is strong and described as similar to both banana and pear.

ФРУКТОВИЙ СОЛОДКИЙ БАНАНОВИЙ ЕСТЕРНИЙ РОЗЧИННИКОВИЙ
banana oil, pear oil, isoamyl acetate, isopentyl acetate, 3-methylbutyl acetate
Type
Складник
Olfactive family
Фруктові
Source
synthetic ester (isoamyl acetate); occurs naturally in banana fruit volatiles
Chemical class
ester
Інструменти
Піраміда
ВВерхні ноти
СНоти серця
ББазові ноти
5/5Сила
Дуже висока
інтенсивність запаху

Запах

The odour is intensely sweet and dominated by banana, with juicy pear nuances, ripe apple facets and a candy-like sweetness. At higher concentrations a sharp, solvent-like character reminiscent of nail varnish remover may emerge. The aroma is heady, estery and fruity, with tropical overtones. Published descriptions also call the odour fruity, banana, sweet, fragrant and powerful, or pear-like. Reported odour thresholds range from 0.0034 ppm to 209 ppm.

Докладно

Isoamyl acetate, also known as isopentyl acetate, is an ester formed from isoamyl alcohol and acetic acid, with the molecular formula C₇H₁₄O₂. It is a colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents. Pure isoamyl acetate, or mixtures of isoamyl acetate, amyl acetate, and other flavors in ethanol, may be referred to as banana oil or pear oil.

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Occurrence

Isoamyl acetate occurs naturally in many plants, including apple, banana, coffee, grape, guava, lychee, papaya, peach, pomegranate, and tomato. It is also released by fermentation processes, including those used for making beer, sake, cognac, and whisky. Ripe banana volatiles contain isoamyl acetate together with significant amounts of isoamyl alcohol. In some fruits, such as apple, pear and banana, esters are the major components of the characteristic aroma.

Uses

Isoamyl acetate gives a banana or pear flavor to foods such as circus peanuts and pear drops. Banana oil and pear oil commonly refer to a solution of isoamyl acetate in ethanol that is used as an artificial flavor. Isoamyl acetate is also used as a solvent for some varnishes, oil paints, and nitrocellulose lacquers. As a solvent and carrier for nitrocellulose, it was extensively used in the aircraft industry for stiffening and wind-proofing fabric flying surfaces, where it and its derivatives were generally known as aircraft dope. Because of its intense, pleasant odor and its low toxicity, it is used to test the effectiveness of respirators or gas masks.

History

Isoamyl acetate was first commercialized in pear drops introduced at the 1851 Crystal Palace exhibition in London, which were marketed as tasting like Jargonelle pears. By the 1860s, it had been introduced in the United States as banana flavoring, since Jargonelle pears were uncommon there. This occurred approximately a decade before real bananas became commercially available in the country in 1876.

Отримання й хімія

Спосіб отримання

Isoamyl acetate is prepared by the acid-catalyzed reaction (Fischer esterification) between isoamyl alcohol and glacial acetic acid. Typically, sulfuric acid is used as the catalyst; p-toluenesulfonic acid or an acidic ion exchange resin can be used instead. The unfavorable equilibrium of a Fischer esterification must be remedied, for example by a large excess of one of the reagents or by removing the water. Isoamyl alcohol is a common fusel alcohol, produced as a major by-product of ethanol fermentation. Isoamyl alcohol can be separated from fusel oil by shaking with strong brine solution and separating the oily layer, or by distilling it and collecting the fraction that boils between 125 and 140 °C. Isoamyl alcohol can also be synthesized by condensation of isobutene and formaldehyde, which produces isoprenol, followed by hydrogenation. Isoamyl acetate is also produced synthetically by the rectification of amyl acetate. The Fischer esterification reaction was first described by Emil Fischer and Arthur Speier in 1895.

Формула
C₇H₁₄O₂ (isoamyl acetate, MW 130.18 g/mol)
CAS
123-92-2 (isoamyl acetate)
Ботанічна назва
Musa sapientum
Зовнішній вигляд
colorless to pale yellow liquid
Сила запаху
Дуже сильна
Синоніми
banana oil, pear oil, isoamyl acetate, isopentyl acetate, 3-methylbutyl acetate
Статус IFRA
Див. примітку

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

Фізичні властивості
Температура кипіння
142 °C
Температура плавлення
-78.5 °C
Температура спалаху
25 °C (closed cup)
Відносна густина
0.876 at 59 °F
Показник заломлення
1.4000 at 20 °C

У парфумерії

Banana enhances the head of a perfume and adds banana or pear nuances, particularly in jasmine notes, though overdosing can make an accord excessively artificial. No PREMIEREPEAU fragrance uses a banana note.

Роль у формулі
01модифікатор верхніх нот
02фруктовий акцент
03компонент піднесення
Форми випуску
синтетична речовина натуральна летка речовина плодів

Див. також

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