CITRONELLOL
CITRONELLOL атрибут
Температура плавления: |
77-83 °C(lit.) |
Температура кипения: |
225 °C(lit.) |
плотность: |
0.857 g/mL at 25 °C(lit.) |
плотность пара: |
5.4 (vs air) |
давление пара: |
~0.02 mm Hg ( 25 °C) |
показатель преломления: |
n20/D 1.456(lit.) |
Fp: |
209 °F |
температура хранения: |
2-8°C |
Справочник по базе данных CAS: |
26489-01-0(CAS DataBase Reference) |
безопасность
- Заявления о рисках и безопасности
- код информации об опасности(GHS)
Коды опасности |
Xi |
Заявления о рисках |
36/37/38 |
Заявления о безопасности |
26-36 |
WGK Германия |
1 |
RTECS |
RH3400000 |
символ(GHS) |
|
сигнальное слово |
Warning |
Заявление об опасности |
пароль |
Заявление об опасности |
Класс опасности |
категория |
сигнальное слово |
пиктограмма |
предупреждение |
H315 |
При попадании на кожу вызывает раздражение. |
Разъедание/раздражение кожи |
Категория 2 |
Предупреждение |
|
P264, P280, P302+P352, P321,P332+P313, P362 |
H317 |
При контакте с кожей может вызывать аллергическую
реакцию. |
Сенсибилизация, Кожа |
Категория 1 |
Предупреждение |
|
P261, P272, P280, P302+P352,P333+P313, P321, P363, P501 |
|
Внимание |
P261 |
Избегать вдыхания пыли/ дыма/ газа/ тумана/ паров/
аэрозолей. |
P264 |
После работы тщательно вымыть кожу. |
P272 |
Не уносить загрязненную спецодежду с места работы. |
P280 |
Использовать перчатки/ средства защиты глаз/ лица. |
P302+P352 |
ПРИ ПОПАДАНИИ НА КОЖУ: Промыть большим количеством
воды. |
P332+P313 |
При возникновении раздражения кожи: обратиться за
медицинской помощью. |
P333+P313 |
При возникновении раздражения или покраснения кожи
обратиться за медицинской помощью. |
P363 |
Перед повторным использованием выстирать загрязненную одежду. |
P501 |
Удалить содержимое/ контейнер на утвержденных станциях
утилизации отходов. |
|
CITRONELLOL химические свойства, назначение, производство
Химические свойства
The enantiomers (3R)-(+)-citronellol and (3S)-(?)-citronellol
occur in many essential oils.
(?)-Citronellol isolated from natural sources is often named rhodinol. At
present, the name rhodinol is also used for the isopropenyl isomer α-citronellol
or a mixture of the two isomers.
In many natural products, citronellol occurs as a mixture of its two enantiomers;
the pure (+) or (?) formis seldom found. (?)-Citronellol is the predominant enantiomer
in geranium and rose oils, both of whichmay contain up to 50% citronellols.
Citronellol is a colorless liquid with a sweet rose-like odor. The odor of (?)-
citronellol is more delicate than that of (+)-citronellol.
Citronellol undergoes the typical reactions of primary alcohols. Compared with
geraniol, which contains one more double bond, citronellol is relatively stable.
Citronellol is converted into citronellal by dehydrogenation or oxidation; hydrogenation
yields 3,7-dimethyloctan-l-ol. Citronellyl esters are easily prepared by
esterification with acid anhydrides.
Подготовка
(?)-Citronellol is still obtained mainly from geranium oil by
saponification followed by fractional distillation (“rhodinol”). Although of high
odor quality, this grade does not possess the true (?)-citronellol odor due to
impurities. Much larger quantities of (+)-citronellol and racemic citronellol are
used and are prepared by partial or total synthesis.
1) Synthesis from citronellal: Citronellal can be hydrogenated to citronellol
by the use of special catalysts and/or special hydrogenation techniques,
for example, [122]. The citronellal that is used as the starting material
may originate from synthetic production or from isolation of essential
oils. Citronellal from citronella oil yields (+)-citronellol; the corresponding
material from citronellal from Eucalyptus citriodora oil is racemic. Pure
(+)-citronellol is also obtained from (+)-citronellal, which is produced as an
intermediate of (?)-menthol. By this asymmetric technology,
pure (?)-citronellal and, therefore, pure (?)-citronellol are also available.
2) Synthesis of racemic or slightly dextrorotatory citronellol from geraniol
fractions of essential oils: This citronellol is produced by catalytic hydrogenation of saponified geraniol fractions (also containing (+)-
citronellol) obtained from Java citronella oil, followed by fractional
distillation. Selective hydrogenation of the double bond in the 2-position
of geraniol in geraniol–citronellol mixtures isolated from essential oils
can be achieved by using Raney cobalt as a catalyst; overhydrogenation to
3,7-dimethyloctan-l-ol can be largely avoided by this method.
3) Synthesis of racemic citronellol from synthetic geraniol, nerol, or citral: A considerable
amount of commercial synthetic racemic citronellol is produced by
partial hydrogenation of synthetic geraniol and/or nerol. Another starting
material is citral, which can be hydrogenated, for example, in the presence
of a catalyst system consisting of transition metals and amines.
4) Preparation of (?)-citronellol from optically active pinenes: (+)-cis-Pinane is
readily synthesized by hydrogenation of (+)-α-pinene or (+)-β-pinene and is
then pyrolyzed to give (+)-3,7-dimethyl-1,6-octadiene. This compound can
be converted into (?)-citronellol (97% purity) by reaction with triisobutylaluminumor
diisobutylaluminumhydride, followed by air oxidation and hydrolysis
of the resulting aluminum alcoholate.
Контактные аллергены
L-Citronellol is a constituent of rose and geranium
oils. d-Citronellol occurs in Ceylon and Java citronella
oils. As a fragrance allergen, citronellol has to be mentioned
by name in cosmetics within the EU.
CITRONELLOL препаратная продукция и сырье
сырьё
препарат
CITRONELLOL поставщик
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