2'-アセトナフトン 化学特性,用途語,生産方法
外観
白色～ほとんど白色粉末～結晶
用途
着色料
物理的性質
Methyl β-napthyl ketone has a floral, neroli odor suggestive of orange blossom and a strawberry-like flavor.
化学的特性
2-Acetonaphthone smells similar to
orange blossomand is a colorless crystalline solid (mp 56 °C). It is usually prepared
by Friedel–Crafts acetylation of naphthalene (with acetyl chloride, acetic anhydride,
etc.) in the presence of aluminumchloride. In polar solvents (e.g., nitrobenzene),
the percentage of the simultaneously formed ??-isomer is lower. Methyl
2-naphthyl ketone is used in eau de cologne, soap perfumes, and detergents. It
is a good fixative.
使用
2-Acetonaphthone is a flavoring agent that is a crystalline solid (white or nearly white) with orange blossom-like odor. It is soluble in most fixed oils, slightly soluble in mineral oil and propylene glycol, and insoluble in glycerin. It is obtained by chemical synthesis.
定義
ChEBI: 2-acetylnaphthalene is a naphthyl ketone that is naphthalene substituted at position 2 by an acetyl group.
製造方法
2-Acetonaphthone may be prepared by Friedel-Crafts reaction of naphthalene, acetyl chloride and AlCl3.
一般的な説明
2-Acetonaphthone undergoes efficient photoreduction in the presence of tri-
n-butylstannane as hydrogen donor. It is solubilized in air-saturated sodium dodecyl sulphate micelles in D
2O or H
2O by pulsed nitrogen laser photolysis for triplet sensitized production of singlet oxygen.
安全性プロファイル
Moderately toxic by ingestion. A human skin irritant. Flammable liquid. When heated to decomposition it emits acrid smoke and fumes
純化方法
Separate it from the 1-isomer by fractional crystallisation of the picrate in EtOH (see entry for the 1-isomer above) to m 82o. Decomposition of the picrate with dilute NaOH and extraction with Et2O, then evaporation, give purer 2-acetylnaphthalene. If this residue solidifies, it can be recrystallised from pet ether, EtOH or acetic acid; otherwise it should be distilled in a vacuum and the solid distillate is recrystallised [Gorman & Rodgers J Am Chem Soc 108 5074 1986, Levanon et al. J Phys Chem 91 14 1987]. Purity should be checked by high field NMR spectroscopy. Its oxime has m 145o(dec), and the semicarbazone has m 235o. [Stobbe & Lenzer Justus Liebigs Ann Chem 380 95 1911, Raffauf J Am Chem Soc 72 753 1950, Hunsberger J Am Chem Soc 72 5626 1950, Immediata & Day J Org Chem 5 512 1940, Beilstein 7 IV 1294.]
2'-アセトナフトン 上流と下流の製品情報
原材料
準備製品