推荐回答(5个)
不对称烯烃和卤化氢的加成主要产物符合马尔科夫尼科夫规则,常称作马氏规则。
在本题中,这两种产物从几率上时都会出现的,但由于中间体的稳定性差异,导致马氏加成产物CH3CHClCH3占主导地位,甚至可以达到接近99%
Markovnikov规则:H原子加到烯烃含H原子较多的双键C原子上,卤素加到含H原子较少的双键C原子上。
对其它加成试剂马氏规则可表述为:不对称烯烃与卤化氢或其它极性试剂加成,氢或带正电荷的部分 总是加到含氢较多的双键碳原子上,带负电荷的部分总是加到含氢较少的双键碳原子上。
但当有过氧化物(如 H2O2, R-O-O-R等)存在时,不对称烯烃与HBr的加成产物不符合马氏规则(反马氏取向),当然,加HCl,又无过氧化物,则没有此效应。
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楼上的都对,是两种:
一种是CH3CHClCH3
一种是CH3CH2CH2Cl
而且遵循Markovnikov规律。那么为什么呢?我从机理上解释一下。
CH3CH=CH2与HCl反应第一步是属于亲电反应,也就是H+进攻双键,得到碳正离子中间体,这个中间体的相对稳定性决定了H+进攻双键的哪个位置。中间体的稳定性:(CH3)2CH+ > CH3CH2CH2+
因为(CH3)2CH+碳正离子与两边的CH3形成超共轭效应(或者说是CH3的供电基团效应),从而稳定了碳正离子;而CH3CH2CH2+的碳正离子只有CH2与之超共轭,稳定性来得差。这步是反应的控制步骤。
第二步就是Cl-加到碳正离子的位置去。这步很快。
如果反应机理是自由基过程,比如楼上有人提到用过氧化物,那么就按自由基的机理进行。则自由基要先进攻的位置是得到的自由基中间体比较稳定,此时的稳定性是:CH3CH2CH2● > (CH3)2CH●
这是因为自由基如同阴离子一样,对电子电荷有排斥作用,(CH3)2CH●中两个CH3的供电性使自由基相对于CH3CH2CH2●中一个CH2供电基团,来得不稳定。所以自由基过程优先形成CH3CH2CH2●反应中间体,然后在加Cl●得到产物。
当然是两种。
有机反应容易发生副反应,也就会导致丙烯CH3CH=CH2与HCL加成的产物有CH3CH2CH2CL和CH3CHCLCH3两种。
根据马氏规则(氢多加氢),也就是生成CH3CHCLCH3(90%)较多,而CH3CH2CH2CL较少(10%)。
两种
一种是CH3CHClCH3
一种是CH3CH2CH2Cl
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