ベンジル

















































ベンジル
ベンジルの構造式
IUPAC名 ジフェニルエタンジオン
別名 ジベンゾイル
分子式 C14H10O2
分子量 210.23
CAS登録番号 134-81-6
形状 黄色の結晶もしくは粉末

密度と相
 1.23 g/cm3, 固体
融点 94–95 °C
沸点 346–348 °C
SMILES O=C(C(=O)c1ccccc1)c2ccccc2


ベンジル (benzil) とは、有機化合物の一種で、構造式が C6H5-C(=O)-C(=O)-C6H5 と表される芳香族のジケトンのこと。




ベンジルを研究室で合成するときは、ベンズアルデヒドをベンゾイン縮合によりベンゾインとしてから、硝酸あるいは硫酸銅(II) などで酸化して得る[1]。


PhC(=O)CH(OH)Ph + 2 Cu2+ → PhC(=O)C(=O)Ph + 2 H+ + 2 Cu+



ベンジルに強塩基を作用させると、フェニル基の転位が起こりベンジル酸の塩が得られる（ベンジル酸転位）。


ベンジル酸転位



ベンジル基 (benzyl group, C6H5CH2-)、ベンジル酸 (benzilic acid) と名前が似るが、異なる構造、化合物である。



参考文献




  1. ^ Clarke, H. T.; Dreger. E. E. Org. Synth., Coll. Vol. 1, p. 87 (1941). [1]










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