2-ヒドロキシ-1,4-ナフトキノン 化学特性,用途語,生産方法
外観
黄色～黄赤色又は黄褐色, 結晶～粉末
定義
本品は、Lawsonia inermisの乾燥葉末である。
溶解性
N,N-ジメチルホルムアミドに易溶, エタノールにやや易溶, 水にほとんど不溶。N,N-ジメチルホルムアミドに溶けやすく、エタノールにやや溶けやすく、水にほとんど溶けない。
用途
有機合成原料、紫外線吸収剤。
化粧品の成分用途
毛髪着色剤、着色剤、紫外線吸収剤.散乱剤
化学的特性
Yellow crystal powder
来歴
Lawsone (CI Natural Orange 6; CI 75420), also known as henna and isojuglone, occurs in the shrub henna (Lawsone alba). In England, the plant is known as Egyptian privet. The dye was extracted from the leaves of the plant, using sodium bicarbonate, and the extracts used to dye protein fibers an orange shade. Henna is probably the oldest cosmetic known. The ancient Egyptians used it as a hair dye and for staining fingernails. It is said that Mohammed dyed his beard with henna. Lawsone has been identified as 2-hydroxy-1,4-naphthoquinone. It has been synthesized by the Thiele acetylation of 1,4-naphthoquinone followed by hydrolysis and oxidation.
使用
antifungal, sunscreen, antibacterial, antineoplastic
定義
A coloring principle obtained from dried leaves of certain tropical plants (North Africa, India).
一般的な説明
Yellow prisms or yellow powder.
空気と水の反応
Insoluble in water.
反応プロフィール
Phenols, such as 2-Hydroxy-1,4-naphoquinone, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid. Nitrated phenols often explode when heated. Many of them form metal salts that tend toward detonation by rather mild shock.
健康ハザード
ACUTE/CHRONIC HAZARDS: 2-Hydroxy-1,4-naphoquinone may be absorbed through the skin and can cause skin irritation.
火災危険
Flash point data for 2-Hydroxy-1,4-naphoquinone are not available but 2-Hydroxy-1,4-naphoquinone is probably combustible.
接触アレルゲン
Henna, prepared by powdering the dried leaves of henna plant (Lawsonia inermis L.), is used for coloring and conditioning hair and nails, particularly by Muslims or Hindus. It contains Lawsone, which very rarely induces contact allergy. Most dermatitis caused by “black henna” is due to PPD and derivatives
純化方法
Crystallise Lawsone B from *C6H6 or AcOH (m 192.5o, 195-196o). It sublimes in a vacuum (m 194o). It has UV with max at 455nm (aqueous NaOH). [Beilstein 8 H 300, 8 I 635, 8 II 344, 8 III 2543, 8 IV 2360.]
2-ヒドロキシ-1,4-ナフトキノン 上流と下流の製品情報
原材料
アミド硫酸 アンモニウム
1,4-ナフトキノン
1,2-ナフトキノン
1,2,4-ナフタレントリオールトリアセタート
1,2,4-ナフタレントリオール
2-Naphthalenol, 1,4-dimethoxy-
1,3-ジヒドロキシナフタレン
2-メトキシナフタレン-1,4-ジオン
4-メトキシ-1,2-ナフトキノン
1,2-ジヒドロキシナフタレン
2-ヒドロキシ-3-クロロ-1,4-ナフトキノン
2-hydroxy-3-iodonaphthalene-1,4-dione
1,4-ジヒドロキシナフタレン
2-ナフトール
αテトラロン
2-メトキシナフタレン
2-ニトロベンゼンチオール
準備製品