Organic Reactions
Electrophilic Addition


1013. Molecular bromine will add twice to each of the following dialkenes.

How many steroisomeric tetrabromides will form?

How many steroisomeric tetrabromides will form?


How many steroisomeric tetrabromides will form?


How many steroisomeric pentabromides will form?



1020. To convert 1-butyne to 1-D-butanal, one could carry out the following steps:

I. sodium amide, then D2O
II. Disiamylborane, then hydrogen peroxide/sodium hydroxide
III. The transformation cannot be carried out with the indicated reagents.

A. I, followed by II
B. II, followed by I
C. III


1021. To convert 1-butyne to 1-D-2butanone, one could carry out the following steps

I. sodium amide, then D2O
II. mercuric sulfate/sulfuric acid
III. D2O/sulfuric acid
IV. The transformation cannot be carried out with the indicated reagents

A. I, followed by II
B. II, followed by III
C. III, followed by II
D. IV


1108. Which compound is a possible product from addition of Br2 to 1-butene?

 

A, B, C, D


 

1109. According to Markovnikov's rule, addition of water to 1-butene should give a

A. primary alcohol

B. secondary alcohol

C. tertiary alcohol

D. none of the above


1110. If a hypothetical reagent XY gave a syn addition to cyclopentene, the product would be

A. cis

B. trans

C. a mixture of cis and trans

D. neither cis nor trans


 

1111. Addition of Br2 to 1-butene would give 1,2-dibromobutane which is

A. achiral

B. racemic

C. meso

D. optically active


 

1112. Addition of Br2 to cyclopentene would give a product which is

A. achiral

B. racemic

C. meso

D. optically active


 

1113. Addition of Br2 to cis-2-butene would give a product which is

A. achiral

B. racemic

C. meso

D. optically active


1114. Addition of Br2 to trans-2-butene would give a product which is

A. achiral

B. racemic

C. meso

D. optically active


1115. Addition of OsO4 to cyclopentene would give a product which is

A. achiral

B. racemic

C. meso

D. optically active


1116. Addition of BH3 followed by H2O2 to trans-2-butene would give a product which is

A. achiral

B. racemic

C. meso

D. optically active


1117. Addition of BH3 followed by H2O2 to 1,2-dimethylcyclopentene would give a product which is

A. achiral

B. racemic

C. meso

D. optically active





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