ベンズヒドロール 化学特性,用途語,生産方法
外観
白色〜わずかにうすい黄色, 結晶性粉末〜粉末又は塊又はフレーク
溶解性
エタノールに溶ける。エーテル、酢酸、クロロホルム、四塩化炭素、二硫化炭素に溶け易い。冷リグロインにほとんど溶けない。
解説
ベンズヒドロール,結晶．融点68 ℃，沸点180 ℃(2.66 kPa)．エタノール，エーテル，クロロホルムなどに可溶，水に難溶．加熱するとジ(ベンズヒドリル)エーテルを生じ，還元するとジフェニルメタンとなる．有機合成原料に用いられる．
森北出版「化学辞典（第2版）
用途
ジフェニルメタノール(diphenylmethanol)は、香料や薬剤の製造に使われる。
用途
有機合成原料。
製造
ベンズヒドロール,ジフェニルメタノールともいう．ベンゾフェノンを亜鉛末とアルカリで還元するか，フェニルマグネシウムハライドとベンズアルデヒドとのグリニャール反応によってつくられる．
化学的特性
off-white powder or White or colorless crystals. M.P. 69℃. B.p. 281℃. Practically insoluble in water, soluble in alcohol, miscible with oils. The crystals have a very faint musty-rosy
odor, somewhat similar to that of Benzophenonc and Trichloromethyl phenyl carbinyl
acetate.
使用
- Benzhydrols are industrially important compounds. On oxidation Benzhydrols yields Benzophenone, which are useful synthones for fullerenes, bioactive oxygen heterocycles, dyes and medicines. Various Cr (VI) and other oxidizing agents are used for oxidizing benzhydrol.
- Benzhydrol is widely used as intermediates in pharmaceuticals (including antihistamines), agrochemicals, perfumes and other organic compounds. It is used as a fixative in the perfume industry. It is involved in polymerization reaction as a terminating group. It is used as precursor to prepare modafinil, benztropine and diphehydramine.
- Intermediate in the preparation of Modafinil (M482500).
反応性
Benzhydrol is oxidized to benzophenone, by sodium hypochlorite (commonly known as bleach) in the presence of a phase-transfer catalyst.
Synthesis: In a 20-mL green capped vial, place 1.5 mL of ethyl acetate, 100 mg (0.54 mmol) of benzhydrol and a few drops of methyltricaprylammonium chloride solution (Stark's catalyst or tricaprylmethylammonium chloride). Add a half-inch magnetic stirring bar, and stir until all reagents are dissolved. Cool the solution in an ice bath and add 2 mL of 5% NaOCl (aq) (bleach) dropwise using a 2.5- mL syringe. After the addition of the hypochlorite is complete, allow the reaction to stir for five minutes in the ice-water bath and then stir for a period of one hour at room temperature.
Reduction of benzophenone to benzhydrol.
4MPDC (4-Methyl pyridinium di chromate) is used as oxidizing agent to oxidize benzhydrol. PDC is a mild and selective oxidizing agent and is soluble in water and many organic solvents. Therefore, advantage over inorganic dichromate.
一般的な説明
Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards
純化方法
Crystallise benzhydrol from hot H2O or pet ether (b 60-70o), pet ether containing a little *benzene, from CCl4, or EtOH (1mL/g). An additional purification step includes passage of a *benzene solution through an activated alumina column. It sublimes in a vacuum. Also recrystallise it three times from MeOH/H2O [Naguib J Am Chem Soc 108 128 1986]. [Beilstein 6 IV 4648.]
ベンズヒドロール 上流と下流の製品情報
原材料
準備製品