Two structures can be drawn for cyanuric acid(1) Are these two resonance structures of the same molecule?(2) Give the hybridization of the carbon and nitrogen atoms in each structure.(3) Use bond energies to predict which form is more stable,that is,
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Two structures can be drawn for cyanuric acid(1) Are these two resonance structures of the same molecule?(2) Give the hybridization of the carbon and nitrogen atoms in each structure.(3) Use bond energies to predict which form is more stable,that is,
Two structures can be drawn for cyanuric acid
(1) Are these two resonance structures of the same molecule?
(2) Give the hybridization of the carbon and nitrogen atoms in each structure.
(3) Use bond energies to predict which form is more stable,that is,which contains the strongest bonds?
Two structures can be drawn for cyanuric acid(1) Are these two resonance structures of the same molecule?(2) Give the hybridization of the carbon and nitrogen atoms in each structure.(3) Use bond energies to predict which form is more stable,that is,
(1) No.Resonance structures are ones with the same bonding sequence but different electronic configurations.In this case the two are not resonance structures,since the positions of hydrogen differ from each other.They are called tautomers.
(2) All are sp2 hybrid since the double bonds are involved.
(3) The triol tautomer is more stable.This is because the triol tautomer is aromatic.Although the trione form does have a aromatic resonance structure(in which the 3 nitrogen atoms bear 1 unit of +ve charge respectively and the 3 oxygen atoms bear 1 unit of -ve charge respectively),but the charges are too separated such that the resonance is of high energy and has small contribution to the real structure of the substance.
For Q3,please compare with the tautomerism of 2/4-hydroxypyridine & pyridine-2/4-one.In this case,the ketone tautomer predominates the mixture since the aromatic resonance of the ketone does not have a large separation of charges than the one in triazine,and that resonance does contribute much to the structure of the real substance.
1.从理论上来说这两个是不同的分子。它们一个叫三聚正氰酸(左),另一个叫三聚异氰酸。但是,由于氰酸的游离酸是正氰酸与异氰酸二者的混合物,未曾分离开,所以在合成聚氰酸时必然会形成这两种酯的形式,故将它们统称为聚氰酸。一般情况下视为一种物质。
2.左边的分子中碳的杂化是sp2杂化,与氮原子有一个σ键一个π键,与另一个氮源子由一个σ键连接,与一个氧源子由一个σ键连接。右边的分子中碳的杂化也是sp...
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1.从理论上来说这两个是不同的分子。它们一个叫三聚正氰酸(左),另一个叫三聚异氰酸。但是,由于氰酸的游离酸是正氰酸与异氰酸二者的混合物,未曾分离开,所以在合成聚氰酸时必然会形成这两种酯的形式,故将它们统称为聚氰酸。一般情况下视为一种物质。
2.左边的分子中碳的杂化是sp2杂化,与氮原子有一个σ键一个π键,与另一个氮源子由一个σ键连接,与一个氧源子由一个σ键连接。右边的分子中碳的杂化也是sp2杂化,与氧原子有一个σ键一个π键,分别与两个个氮原子由一个σ键连接。
3.很明显的,左式更稳定。由于六圆环上形成了大π键和三个氧上孤立的电子对形成了p-π共轭效应,使整个体系的能量下降得更加剧烈,故左式比右式稳定。
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