ochem ch 6 alkyl halides part 6 (halide halogenation SN2 SN1 nucleophile hydride shift saytzeff r
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Following an Sn1 reaction do more of the products exhibit retention or inversion? why?
inversion. because the halide is still in the vicinity of the molecule after its bond has been broken
what is the retention of configuration in Sn1 reaction?
nucleophile on same side of substituted halide
what is inversion of configuration in an Sn1 reaction?
when the nucleophile is on the opposite side of the substituted halide
what are the types of rearrangements?
hydride shift and methyl shift
what is rearrangement
carbocations can rearrange to forma more stable carbocation
What is an E1 reaction?
a multi-step, unimolecular (that is, one species leads to the transition state in the slow step) elimination in which two groups are lost (usually X-
). The nucleophile acts as a base in this reaction, taking away the Hydrogen ion. This reaction also has Sn1 products because the initial step is the same as an Sn1 reaction.
- 1st step (slow)
2nd step (fast)
How does an E2 reaction work?
it is a 1-step,bimolecular (2 chemical speices contribute to the transition state for the rate-limiting step) elimination. This is like an E1 reaction, however the halide leaving and the proton abstraction occur simultaneously-- no intermediate
What is saytzeff's rule?
if more than one eliminaton product is possible, thje most-substituted alkene is the major product (most stable)
In order for an E2 reaction to occur, both the halide and the H atom must be ____ to one another
What is the order of reactivity for E1 and E2 reactions?
Tertiary C>secondary C>>primary C
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