イソオイゲノール 化学特性,用途語,生産方法
外観
無色～黄色～緑色透明液体
定義
本品は、次の化学式で表されるフェノール誘導体である。
解説
イソオイゲノール，香料として使われる食品添加物．バナナのようなフレーバーとして使う．収量は10～20％。バニリンの重要な製造原料であり，これを苛性アルカリと加熱し，二重結合を転位させてイソオイゲノールとし，さらにオゾンまたはクロム酸で酸化してバニリンとする。カーネーション系香料などに用いられる。
用途
花精油用香料
化粧品の成分用途
香料、香味剤
説明
Isoeugenol has a floral odor reminiscent of carnation. May be
prepared by the alkaline isomerization of eugenol obtained from
essential oils high in eugenol.
化学的特性
Isoeugenol occurs in many essential oils, mostly with eugenol,
but not as the main component. Commercial isoeugenol is a mixture of (E)- and
(Z)-isomers, in which the (E)-isomer dominates because it is thermodynamically
more stable. Isoeugenol is a yellowish, viscous liquid with a fine clove odor, with
that of the crystalline trans-isomer being the more delicate.
Isoeugenol can be hydrogenated catalytically to form dihydroeugenol. Vanillin
was formerly prepared by oxidation of isoeugenol. Additional fragrance materials
are prepared by esterification or etherification of the hydroxy group.
Isoeugenol can be hydrogenated catalytically to form dihydroeugenol. Vanillin
was formerly prepared by oxidation of isoeugenol. Additional fragrance materials
are prepared by esterification or etherification of the hydroxy group.
天然物の起源
The commercial product is a mixture of cis- and trans-isomers; reported found in the essential oils of ylangylang and nutmeg; also in the oil from flowers of Michelia champaca and in the oil from seeds of Nectandra puchury. Reported found
in bilberry, guava, blackberry, tomato, cinnamon, clove bud and stem, nutmeg, mace, thymus, tea, coffee, fatty fish, beer, rum, plum,
mushroom, dill, malt wort, elder flower, cuttlefish, Chinese quince, pimento leaf and maté.
使用
isoeugenol is a volatile oil fraction derived from eugenol. It is also found in ylang-ylang and nutmeg oils. It is used in cosmetics as a fragrance or to mask odor.
製造方法
The starting material for the synthesis of isoeugenol is eugenol.The
sodium or potassium salt of eugenol is isomerized to isoeugenol by heating. Isomerization
can also be achieved catalytically in the presence of ruthenium [346]
or rhodium compounds.
定義
ChEBI: A phenylpropanoid that is an isomer of eugenol in which the allyl substituent is replaced by a prop-1-enyl group.
一般的な説明
Pale yellow oily liquid with a spice-clove odor. Freezes at 14°F. Density 1.08 g / cm3. Occurs in ylang-ylang oil and other essential oils.
空気と水の反応
Slightly water soluble .
火災危険
ISOEUGENOL is combustible.
接触アレルゲン
Isoeugenol is a mixture of two cis and trans isomers.
It occurs in ylang-ylang and other essential oils. It is a
common allergen of perfumes and cosmetics such as
deodorants and is contained in fragrance mix. Its presence
in cosmetics is indicated in the INGREDIENTS
series. Substitution by esters such as isoeugenyl acetate
(not indicated on the package) does not always
resolve the allergenic problem, because of the in vivo
hydrolysis of the substitute into isoeugenol.
イソオイゲノール 上流と下流の製品情報
原材料
dilute sulphuric acid
ペンタノール
イソサフロール (cis-, trans-混合物)
サフロール
0.01MOL/L(N/100) 水酸化カリウム溶液
Mace oil
イランイラン油
Alkali Metals, plasma standard solution, Specpure, Ba,Be,Ca,Cs,K,Li,Mg,Na,Rb,Sr, 100μg/ml
オイゲノール
Phenol, 4-[4-(dibutylamino)butyl]-2-methoxy-
ジブチルアミン
1-エトキシ-2-メトキシ-4-(1-プロペニル)ベンゼン
2-エトキシ-5-(1-プロペニル)フェノール
準備製品