2-フェニルプロピオンアルデヒド 化学特性,用途語,生産方法
外観
無色～ほとんど無色透明液体
化学的特性
2-PHENYLPROPIONALDEHYDE identified in dried
mushroom, is a colorless liquid with a green hyacinth odor. Hydratropaldehyde
can be hydrogenated to hydratropic alcohol, which is also used to a limited extent by reaction of p-ethylbenzyl chloride and isobutyric aldehyde in the presence of
catalysts. The product is used in perfumes for, for example, household products.
天然物の起源
Reported found in microbially fermented tea and some varieties of mushrooms.
使用
2-Phenylpropionaldehyde is a precursor in the synthesis of N,N,β-Trimethyl-phenethylamine Hydrochloride (T796625).
製造方法
By alkaline condensation of acetophenone and ethyl chloroacetate; also by distillation of methylphenyl ethylene glycol in
91% yields (under atmospheric pressure).
調製方法
The most important synthetic route to 2-phenylpropionaldehyde is the rhodiumcatalyzed hydroformylation of styrene. The catalyst [HCo(CO)4] is unsuitable in this process because it favors the hydrogenation of styrene. The use of chiral rhodium complexes leads to the formation of optically active aldehydes when prochiral olefins, such as styrene, are used. Asymmetric hydroformylation, however, has so far found only small industrial application because of insufficient purity of the enantiomers. Other synthetic methods are the gas-phase oxidation of a-methylstyrene on Cu, Bi–Mo– P–SiO2, or Pd salt catalysts, the rearrangement of epoxidized a-methylstyrene, and the dehydrogenation of 2-phenyl-1-propanol on Ag catalysts at reaction temperatures of ca. 600 ℃.
一般的な説明
2-Phenylpropionaldehyde is used in perfumes for its green hyacinth odor.
製品名
Floralozone (IFF), Florazon (Symrise).
安全性プロファイル
: Moderately toxic by
ingestion. Combustible liquid. When heated
to decomposition it emits acrid smoke and
irritating fumes. See also ALDEHYDES.
純化方法
It may contain up to 15% of acetophenone. Purify it via the bisulfite addition compound [Lodge & Heathcock J Am Chem Soc 109 3353 1987] and see Chapter 2 for preparation and decomposition of bisulfite adducts. [Beilstein 7 IV 695.]
2-フェニルプロピオンアルデヒド 上流と下流の製品情報
原材料
準備製品