1. What is product B in the reaction shown below? A) Compound A B) Compound B C)
ID: 881923 • Letter: 1
Question
1. What is product B in the reaction shown below?
A) Compound A
B) Compound B
C) Compound C
D) Compound D
2. Which species acts as the nucleophile in the reaction of 1-butene with bromine water?
A) water
B) a bromide ion
C) a hydronium ion
D) elemental bromine
3. 1,2-Dimethylcyclopentene was treated with MCPBA to give product A. Product A was treated with aqueous acid to give product B. Which statement is true about product B?
A) Product B is a racemic mixture of the two enantiomers of a trans-glycol.
B) Product B is a single enantiomer of a trans-glycol.
C) Product B is a mixture of the two enantiomers of a cis-glycol, where one enantiomer is formed in larger amounts than the other enantiomer.
D) Product B is a single enantiomer of a cis-glycol.
E) Product B is a racemic mixture of the two enantiomers of a cis-glycol.
F) Product B is a mixture of the two enantiomers of a trans-glycol, where one enantiomer is formed in larger amounts than the other enantiomer.
4. Which of the following is the best reaction sequence to use if you want to carry out a Markovnikov addition of water to an alkene with minimal rearrangements?
A) water + bromine
B) oxymercuration-demercuration
C) water + hydrogen gas + Pt
D) water + dilute acid
E) alkoxymercuration-demercuration
F) water + concentrated acid
G) water + potassium permanganate
H) water + MCPBA
5. Which compound is the major product formed in the reaction shown below?
A) Compound A
B) Compound B
C) Compound C
D) Compound D
Explanation / Answer
1.- C the first compound the adition of the OH occurs in the more substituted carbon and the Hg(OAc) is added in the other side and when you take it away the oh stays in the same position
2.- B the a bromide ion is the only species with electronic load Br - and with negative charge it behaves like a nucleophile compound
3.- A the MCPBA forms the epoxide and to avoid stearic hindrance the CH3 moves to an anti position and when the aqueaqueous acid is added the CH3 returns to the structure plane and the both OH stays in anti position but we have the two enantiomers because the substituent is the same.
4.- F
5.- A the OH is added to the most substituted carbon and the stearic hindrance placed the reagents in anti position
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