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定義
本品は、次の化学式で表される芳香族アルコールである。
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溶解性
エタノール及びアセトンに極めて溶けやすく、水に極めて溶けにくい。
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解説
シンナミルアルコールはい香料として用いる食品添加物．
森北出版「化学辞典（第2版）
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用途
有機合成原料、香料材料。
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化粧品の成分用途
香料、香味剤
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説明
Occupational cases of contact dermatitis were reported
in the perfurne industry. Patch tests can also be
positive in food handlers. Cinnamic alcohol is contained
in the "fragrance mix".
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化学的特性
Cinnamyl alcohol can exist in (Z)-[4510-34-3] and (E)-[4407-36-7] forms. Although both isomers occur in nature, the (E)-isomer is far more abundant and is present, for example, in styrax oil. (E)-Cinnamyl alcohol is a colorless, crystalline solid with a hyacinth-like balsamic odor.
Cinnamyl alcohol can be dehydrogenated to give cinnamaldehyde and oxidized to give cinnamic acid. Hydrogenation yields 3-phenylpropanol and/or 3-cyclohexylpropanol. Reaction with carboxylic acids or carboxylic acid derivatives results in the formation of cinnamyl esters, some of which are used as fragrance materials.
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天然物の起源
Occurring as an ester or in the free state in hyacinth, Aristolochia clematis, Xanthorrhoea hastilis and in the
essence of daffodil flowers. It is also reported found in guava fruit and peel, lemon peel oil, cassia leaf, Bourbon vanilla and cinnamon
bark, leaf and root.
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使用
Cinnamyl alcohol was used to study the alkylation of 2,4-di-tert-butylphenol by cinnamyl alcohol using aluminum-containing mesoporous ethane-silica catalyst. It was used to study gold nanoparticles supported on titanium dioxide catalysed oxidative coupling of alcohols and amines to form the corresponding imines.
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定義
ChEBI: A primary alcohol comprising an allyl core with a hydroxy substituent at the 1-position and a phenyl substituent at the 3-position (geometry of the C2C bond unspecified).
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製造方法
By reduction of cinnamic aldehyde.
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接触アレルゲン
Cinnamyl alcohol occurs (in esterified form) in storax,
Myroxylon pereirae, cinnamon leaves, and hyacinth
oil. It is obtained by the alkaline hydrolysis of storax
and prepared synthetically by reducing cinnamal diacetate
with iron filings and acetic acid, and from cinnamaldehyde
by Meerwein-Ponndorf reduction with
aluminum isopropoxide. Cinnamyl alcohol is contained
in the “fragrance mix.” As a fragrance allergen,
it has to be mentioned by name in cosmetics within the
EU. Occupational cases of contact dermatitis were
reported in perfume industry. Patch tests can be positive
in food handlers.
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純化方法
Crystallise the alcohol from diethyl ether/pentane. [Beilstein 6 I 281.]
