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Bai Tap The Va Tach
Bai Tap The Va Tach
Bai Tap The Va Tach
Bài 1: For each of the following reactions, assume a concerted process is taking place and draw the
mechanism:
Bài 2: For each of the following reactions, assume a concerted process is taking place and draw the
mechanism:
Bài 3: For the substitution reaction shown below, assume a stepwise process is taking place and draw the
mechanism.
Bài 4: Draw the product for each of the following SN2 reactions:
(a) (S)-2-Chloropentane and NaSH
(b) (R)-3-Iodohexane and NaCl
(c) (R)-2-Bromohexane and sodium hydroxide
Bài 5: When (S)-1-bromo-1-fluoroethane reacts with sodium methoxide, an S N2 reaction takes place in
which the bromine atom is replaced by a methoxy group (OMe). The product of this reaction is (S)-1-
fluoro-1-methoxyethane. How can it be that the starting material and the product both have the S
configuration? Shouldn’t SN2 involve a change in the configuration?Draw the starting material and the
product of inversion, and then explain the anomaly.
Bài 6: Treatment of 5-hexen-1-ol with bromine affords a cyclic product:
The mechanism of this reaction involves several steps, one of which is an intramolecular
SN2-like process:
In this step, a bond is in the process of breaking, while another bond is in the process of forming. Draw
the transition state of this SN2-like process, and identify which bond is being broken
and which bond is being formed. Can you offer an explanation as to why this step is favorable?
Bài 7: Draw the products of the following SN1 reaction:
Bài 10: Draw the mechanism for each of the following solvolysis reactions:
Bài 11: Does each of the following nucleophiles favor SN2 or SN1?
Bài 12: Determine whether each of the following reactions proceeds via an SN1 or SN2
mechanism and then draw the product(s) of the reaction:
Bài 13: When the following optically active alcohol is treated with HBr, a
racemic mixture of alkyl bromides is obtained:
Draw the mechanism of the reaction, and explain the stereochemical
outcome.
Bài 14: (R)-2-Pentanol racemizes when placed in dilute sulfuric acid.
Draw a mechanism that explains this stereochemical outcome, and
draw an energy diagram of the process.
Bài 15:List the following carbocations in order of increasing stability:
Bài 17:Determine the number of steps for each reaction and then draw the
mechanism in each case: