Key Difference – Enols vs Enolates vs Enamines
烯醇,烯醇和烯门是三种不同类型的有机化合物。烯醇也被称为alkenols. That is because an enol is formed by combining analkene group与酒精群体。这是一个反应性结构,因为烯醇作为化学反应中的中间化合物出现。烯醇源自烯醇。它根是共轭基础of an enol. This means an enolate is formed by the removal of a氢原子from thehydroxyl groupof an enol. Enamines are胺含有双键邻近的胺基的化合物。烯烃和烯门的化学反应性几乎相似。这key differencebetween enols, enolates and enamines is thatenols contain a hydroxyl group with an adjacent C=C double bond and enolates contain a negative charge on the oxygen atom of an enol whereas enamines contain an amine group adjacent to a C=C double bond.
内容
1.Overview and Key Difference
2.什么是enols
3.What are Enolates
4.什么是搪瓷
5。Side by Side Comparison – Enols vs Enolates vs Enamines in Tabular Form
6。概括
什么是enols?
烯醇是有机化合物,含有与烯烃组相邻的羟基(C = C双键)。An enol is formed by the combination of an alcohol with an alkene. The name of this compound is derived from the starting compound of its formation; “en” from an alkene and “ol” from alcohol.
When compared with enolates and enamines of similar摩尔质量,烯醇具有最小的亲核反应性。这意味着烯醇的亲核性很差。但是,它nucleophilicityis governed by the electron-rich pi bond, which comprises of an additional electron density from oxygen atom of the hydroxyl group.
烯醇are often obtained by the removal of a hydrogen atom from the alpha carbon of acarbonyl化合物。α碳是与羰基相邻的碳原子。这是一种去质子化的反应,因为它包括质子去除。如果该质子不返回,则会产生烯烃离子。
什么是enolates?
烯醇是烯醇的共轭碱基。因此,通过从烯醇的羟基中去除氢原子来形成酸奶。烯醇是烯醇的阴离子形式。烯丙基对位于C = C双键的氧原子上有负电荷。可以使用底座从烯醇形成烯醇。可以去除烯醇的羟基的氢原子并与碱反应,从而导致烯烃。当醛或酮react with a suitable base.
enoleffective react withelectrophiles由于其高核性。烯烃的亲核反应性高于烯醇和烯门。烯烃阴离子的亲核性是由于几个原因而发生的。
- 氧原子的原子半径很小
- 这enolate has a formal negative charge
- 当比较烯烃和烯门时,烯烃中的氧气高度高electronegativethan nitrogen atom in the enamine
什么是搪瓷?
搪瓷are organic compounds composed of an amine group adjacent to a C=C double bond. An enamine is formed by the condensation of an aldehyde or ketone with a secondary amine. Enamines are considered as nitrogen analogs of enols.
搪瓷以类似的方式反应阴离子. When compared with enols and enolates, the nucleophilic reactivity of enamines is moderate to that of enols and enolates. This moderate nucleophilicity of enamines results due to the low electronegativity of nitrogen atom compared to the oxygen atom in enols and enolates. However, the reactivity of enamines is different from each other based on the烷基附着在分子上。
What is the Difference Between Enols and Enolates and Enamines?
烯醇vs Enolates vs Enamines |
|
烯醇 | 烯醇是有机化合物,含有与烯烃组相邻的羟基(C = C双键)。 |
enol | 烯醇是烯醇的共轭碱基。 |
搪瓷 | 搪瓷are organic compounds composed of an amine group adjacent to a C=C double bond. |
Functional groups adjacent to the C=C bond | |
烯醇 | 烯醇contain a hydroxyl group. |
enol | enolcontain a negatively charged oxygen atom. |
搪瓷 | 搪瓷contain an amine group. |
Presence of Nitrogen | |
烯醇 | 烯醇不含氮。 |
enol | enoldo not contain nitrogen. |
搪瓷 | 搪瓷contain nitrogen. |
亲核反应性 | |
烯醇 | 烯醇are less reactive than enolates and enamines. |
enol | enolare reactive than enols and enamines. |
搪瓷 | 搪瓷are moderately reactive. |
Preparation | |
烯醇 | 烯醇are formed by the removal of a hydrogen atom from the alpha carbon of a carbonyl compound. |
enol | enolare formed from enols using a base; the base can react with the hydrogen atom of the hydroxyl group of Enol. |
搪瓷 | 磁胺是由醛或酮与二胺的凝结形成的。 |
概括–烯醇vs Enolates vs Enamines
烯醇and enolates are closely related because enolates are formed from enols. Enamines contain amine groups adjacent to an alkene group. The difference between enols, enolates and enamines is that enols contain a hydroxyl group with an adjacent C=C double bond and enolates contain a negative charge on the oxygen atom of an enol whereas enamines contain an amine group adjacent to a C=C double bond.
Reference:
1.“搪瓷。”Wikipedia,Wikimedia基金会,2018年3月18日。Available here
2.“ enol。”Wikipedia,Wikimedia基金会,2018年2月28日。Available here
Image Courtesy:
1.“Dimedon烯醇'By NEUROtiker——自己的工作,(公众Domain) viaCommons Wikimedia
2.’Enolate aldol formation mechanism’By Walkerma – Own work, (Public Domain) viaCommons Wikimedia
3.’Enamine-2D-Skeletal’(公共领域)Commons Wikimedia
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