Substitution

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Substitution
Elimination
Addition
Reagents
Shift Bunnies!
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• Of methyl, ethyl, isopropyl, or
• t-butyl bromide,
• the most reactive towards SN2.

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What is methyl bromide?
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Of propyl, vinyl, or allyl chloride, the most
reactive towards SN1.
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What is allyl chloride?
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The intermediate
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What is (CH3)3C?
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Mechanism of the following reaction
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What is SN2?
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Type of isomers formed from the following
reaction
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What are enantiomers?
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Of CH3O-, (CH3)2CHO-, or (CH3)3CO-, the best base
for E2.
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What is (CH3)3CO-?
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The base needed for the following reaction
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What is NH2?
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The reason that compound B is not formed
Daily Double!
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For E2, the b-C-H and a-C-Br bonds must be anti
periplanar.
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The type of mechanism for the following reaction
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What is E1?
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Describes how substituted CC is in the major
product
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What is tetrasubstituted?
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HX adds H to the C in CC with more Hs.
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What is Markovnikovs Rule?
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The reaction of hot dilute H2SO4 and alkenes
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What is acid-catalyzed hydration?
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The reactants
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What are cyclohexene and bromine?
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Group adding at C-1, group adding at C-2,
orientation of addition
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What are OH, Cl, and anti?
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Halogen least reactive toward addition to CC
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What is iodine or I2?
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The reagent(s) needed
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What are POCl3 and pyridine?
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Reagent(s) needed
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What are BH3, then H2O2 and OH?
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Reagent(s) needed
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What is PBr3?
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Reagent(s) needed
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What are SOCl2 and pyridine?
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Reagent(s) needed
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What are tosyl chloride (TsCl) and pyridine, then
cyanide?
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The process shown below (makes a bunny proud!)
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What is a 1,2-alkyl shift?
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A little bunny hop
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What is a 1,2-hydride shift?
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Major product of the following reaction
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What is 2-bromo-2,3-dimethylbutane?
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Why there are no shift bunnies
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What is because there is no branching beta to OH?
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Reason for the bunnys new trick
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What is relief of ring strain?