Ізобутилхінолін

СинтетичнийПОПУЛЯРНІ Й НЕЗВИЧНІземлистий · теплий · насичений
Ноти серцяПіраміда
4/5Сила
168годСтійкість
—Походження
Зразок
Ізобутилхінолін як парфумерна сировина
Ноти серця
Визначення

Isobutyl quinoline is a fragrance material that is not found in nature. Its odour is powerful, earthy, mossy and leathery.

ЗЕМЛИСТИЙ ШКІРЯНИЙ ТВАРИННИЙ МОХОВИЙ ДЕРЕВНИЙ
6-sec-butylquinoline, 6-butan-2-ylquinoline, butyl quinoline secondary, isobutyl quinoline 54, Pyralone
Type
Складник
Olfactive family
Шкіряні
Source
Not found in nature
Chemical class
butylquinoline
Інструменти
Піраміда
ВВерхні ноти
СНоти серця
ББазові ноти
4/5Сила
Висока
інтенсивність запаху
Стійкість на блотері
168годин · 7 днів
1 год6 год24 год3 дн.7 дн.400 год
за 100 %

Запах

It is described as castoreum, leather, earthy, oakmoss and vetiver. Other descriptions are earthy, rooty, animalic and damp, with vetiver and moss. Pyralone is described as leather, green, woody and powerful. Pyralone is finer, more aromatic and tobacco-like, with less of a dry, earthy character than butyl quinoline secondary. 6-sec-Butylquinoline is described as woody, with a leather note and a vetiver-like character. Its odour is also described as leather, tobacco, earthy and animal. A further description reads woody-earthy-mossy and slightly spicy, somewhat resembling certain oakmoss extracts and, in extreme dilution, amber-like. Its odour type is animal.

Докладно

Identity

The trade material is sold as a sum of isomers, with an assay of 95 to 100%. The material listed under CAS 65442-31-1 is 6-(sec-butyl)quinoline, with the formula C₁₃H₁₅N. 2-Isobutylquinoline has the same formula, C₁₃H₁₅N, and is a different compound. Its solubility in water is 101 mg/L at 20 °C. It is not listed in the Food Chemicals Codex. The systematic name of 6-(sec-butyl)quinoline is 6-butan-2-ylquinoline, and its molecular weight is 185.26.

Origin and composition

The material is not found in nature. It belongs to the quinoline family. Quinoline itself is a heterocyclic aromatic compound of formula C₉H₇N. A supplier listing gives 8-tert-butyl quinoline as a 20% component of the material. One supplier specification asks for a minimum assay of 98% as a sum of isomers, with at least 84% of the 6-isomer.

Mousse de Saxe base

Mousse de Saxe is a perfumers' base built around isobutyl quinoline. Another account lists ionones, vanilla, geranium oil, anise oil, neroli oil, sandalwood oil and musk as further ingredients. The bracing, cutting freshness of the base is attributed to the quinolines. By itself isobutyl quinoline is generic, and any chemical company can produce and sell it. Packaged in a base, however, its production and use come under the sole control of the base's creator.

Trade names and products

Pyralone is a trade name for isobutyl quinoline.

Chromatography

Experimental Kovats retention indices recorded for 6-(sec-butyl)quinoline include 1577.3, 1592 and 2235.

Цікавий факт

6-(sec-Butyl)quinoline is recorded as a pair of enantiomers. Because its odour strength is high, it is recommended to smell it in a 10% solution or less.

Отримання й хімія

Спосіб отримання

Quinolines are often made from simple anilines by named reactions. In the Skraup reaction, aniline is heated with sulfuric acid, glycerol and an oxidizing agent such as nitrobenzene to give quinoline. In the Doebner-Miller reaction, an aniline reacts with α,β-unsaturated carbonyl compounds to form quinolines.

Формула
C₁₃H₁₅N
CAS
65442-31-1
Зовнішній вигляд
yellow to dark brown clear liquid
Сила запаху
Висока
Стійкість
168 hours at 100.00%
Синоніми
6-sec-butylquinoline, 6-butan-2-ylquinoline, butyl quinoline secondary, isobutyl quinoline 54, Pyralone
Статус IFRA
Див. примітку

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

Фізичні властивості
Температура кипіння
288.30 °C. @ 760.00 mm Hg (est)
Температура спалаху
> 212.00 °F. TCC ( > 100.00 °C. )
Відносна густина
1.00700 to 1.01500 @ 25.00 °C.
Показник заломлення
1.57700 to 1.58300 @ 20.00 °C.

У парфумерії

Pyralone is used in chypre, fougère and tobacco accords.

Роль у формулі
01модифікатор
02сполучний компонент
03формувач об’єму
Форми випуску
стандартна форма

Див. також

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