...Because of the carbon-nitrogen double bond, oximes formed from asymmetric ketones (R ≠ R′) or aldehydes have two geometric isomers. In particular, aldoximes, as shown below, are called syn-type (symbol syn -) when H and OH are on the same side of the double bond, and anti-type (symbol anti -) when they are on the opposite side. While these two types clearly exist for aromatic aldoximes, in the case of aliphatic aldoximes, only the syn-type is generally obtained. From [Geometric isomerism]…On the other hand, when a trans isomer is irradiated with light, it becomes a cis isomer. In oximes and azo compounds, the cis form is designated as syn and the trans form as anti . As alkenes with various structures (for example, ethylene with four different atoms (groups) bonded) became available, it became difficult to name geometric isomers as cis or trans. … *Some of the terminology that mentions "syn-" is listed below. Source | Heibonsha World Encyclopedia 2nd Edition | Information |
…炭素‐窒素二重結合をもっているので,非対称ケトン(R≠R′)やアルデヒドから生成するオキシムには二つの幾何異性体が存在する。とくにアルドキシムでは,次に示すように,HとOHが二重結合に対して同じ側にあるものをシン型(記号syn‐),反対側にあるものをアンチ型(記号anti‐)とよぶ。芳香族のアルドキシムでは明らかにこの2型が存在するが,脂肪族の場合には一般にシン型のみが得られる。… 【幾何異性】より…一方,トランス体を光照射するとシス体となる。オキシムやアゾ化合物では,シス型にはシンsyn,トランス型にはアンチantiの表記が使われている。 種々の構造をもつアルケン(たとえば4種の異なる原子(団)が結合したエチレン)が得られるようになると,シスまたはトランスで幾何異性体を命名することが困難になってきた。… ※「syn-」について言及している用語解説の一部を掲載しています。 出典|株式会社平凡社世界大百科事典 第2版について | 情報 |
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