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Mechanisms

QuestionAnswer
what is the only favored mechanism for methyls? SN2 SN2 likes minimal steric hinderance, which a methyl provides (no reaction will occur if it is weak base weak nucleophile because a methyl carbocation is highly highly unstable)
when is SN2 favored for primarys? weak base strong nucleophile (E2 will form as minor) strong base strong nucleophile (E2 will form as minor)
when is E2 favored for primarys? strong, bulky base (weak nucleophile) SN2 will not form about a bulky base because of sterics minor product in weak base strong nucleophile and strong base strong nucleophile
when is SN1/E1 favored for primarys? no reaction; carbocations are not stable when 1° weak base weak nucleophile
when is SN2 favored for secondarys? weak base strong nucleophile (E2 will form as minor) strong base strong nucleophile (will be minor)
when is E2 favored for secondarys? strong base strong nucleophile (SN2 will form as minor) strong, bulky base (weak nucleophile) weak base strong nucleophile (will be minor)
when is SN1/E1 favored for secondarys? weak base, weak nucleophile
when is E2 favored for tertiarys? strong base, strong nucleophile strong, bulky base (weak nucleophile)
when is SN2 favored for tertiarys? no reaction, too many sterics (this would be when there is a weak base strong nucleophile)
when is SN1/E1 favored for tertiarys? weak base, weak nucleophile
SN2 is favored for what kind of base and nucleophile? weak base, strong nucleophile
E2 is favored for what kind of base and nucleophile? strong base, strong nucleophile strong, bulky base (weak nucleophile)
SN1/E1 is favored for what kind of base and nucleophile? weak base, weak nucleophile
why can weak nucleophiles form in SN1? carbocations are willing to accept weak nucleophiles in order to become more stabilized
when is SN2 favored in primary dehydration reactions? HI, HBr, H2SO4 + NaX (X = halides) weak base, strong nucleophile
when is E1 favored in primary dehydration reactions? H2SO4, H3PO4 weak base, weak nucleophile and HI, HBr, H2SO4 + NaX (X = halides) weak base, strong nucleophile (minor product)
when is E2 favored in primary dehydration reactions? HI, HBr, H2SO4 + NaX (X = halides) weak base, strong nucleophile (minor product)
is SN1 favored in primary dehydration reactions? no
is SN2 favored beyond secondary and tertiary dehydration reactions? no, because carbocations (SN1/E1) will be more stable here than SN2 could be (sterics)
when is SN1 favored in secondary/tertiary dehydration reactions? HI, HBr, H2SO4 + NaX (X = halides) weak base, strong nucleophile (major product)
when is E1 favored in secondary/tertiary dehydration reactions? HI, HBr, H2SO4 + NaX (X = halides) weak base, strong nucleophile (minor product)
what is the only mechanism that will be favored with weak bases and weak nucleophiles? E1
Created by: serodar1
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