Buy Nucleophilic and Cyclo Addition Reactions

Buy Nucleophilic and Cyclo Addition Reactions
Buy Nucleophilic and Cyclo Addition Reactions
1. An organic chemist was investigating the following reaction:
NaOH/H2O
O
O
What was the structure of one of the organic products?
(A) O
O
–
(B) O
OH
(C) OH
O
(D)
Nucleophilic and Cyclo Addition Reactions  115
252. An organic chemist was investigating the following reaction:
Cl
O

OH
What was the structure of the major product?
(A)
O
(B)
O
O
(C)
O
Cl
(D)
O
O
Cl
116 › McGraw-Hill Education 500 MCAT: Organic Chemistry
253. It is possible to generate a carboxylic acid through the acid hydrolysis of
an ester. Which of the following esters would produce 3-methylpentanoic
acid upon acid hydrolysis?
(A) O
O
(B)
O
O
(C)
O
O
(D)
O
O
Nucleophilic and Cyclo Addition Reactions  117
254. It is possible to oxidize many alcohols to carboxylic acids by oxidation with
acidic potassium dichromate. This method of synthesis will work for which
of the following alcohols?
(A) OH
(B)
OH
(C)
OH
(D)
OH
Buy Nucleophilic and Cyclo Addition Reactions
118 › McGraw-Hill Education 500 MCAT: Organic Chemistry
255. It is possible to reduce 3-methylbutanoic acid with LiAlH4. The product
of the LiAlH4 reaction will react with additional 3-methylbutanoic acid, in
the presence of an acid catalyst, to produce a new compound. What is the
structure of the new compound?
(A)
O
(B)
O
O
(C)
O
O
(D)
O
O O
Nucleophilic and Cyclo Addition Reactions  119
256. Which of the following is the strongest acid?
(A) OH
O
(B) OH
NO2
O
(C) OH
O2N
O
(D) OH
O
257. In organic synthesis, it is possible to replace acid chlorides with acid
bromides. What is the advantage of using the more expensive acid bromide?
(A) It is easier to separate the products.
(B) The large bromide ion minimizes side reactions.
(C) The bromide released catalyzes further reaction.
(D) Acid bromides are more reactive.
120 › McGraw-Hill Education 500 MCAT: Organic Chemistry
258. Which of the following compounds contains a hemiacetal?
(A)
OH
O
(B)
O
O CH3
(C)
O
O
(D)
O
O
259. What is the best explanation why acyl halides react by addition-elimination
reactions while aldehydes and ketones undergo nucleophilic addition
reactions?
(A) Acyl halides are stronger electrophiles.
(B) The halide ions are good leaving groups.
(C) Acyl halides are more polar.
(D) The carbonyl group is more reactive if there is no halide attached.
260. Which of the following is a characteristic of hemiacetal formation through
the reaction of an alcohol with an aldehyde?
(A) The transition state is 5-coordinate.
(B) It has a carbocation intermediate.
(C) It is a stereospecific reaction.
(D) It follows second-order kinetics.
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