Exam Questions

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Indicate whether each of the following pairs are unrelated, constitutional isomers, stereoisomers, conformers, or identical.

In the biosynthesis of the amino acid alanine, pyruvate reacts with pyridoxamine phosphate (from vitamin B6).  What is the product of this reaction? 

 Which set of reagents will convert the aldehydes to the α-hydroxycarboxylic acid (compound on the right)? 

 a. 1. KCN, H2SO4 2. Δ, H2SO4, H2O

 b. 1. KCN, H2SO4 2.  LiAlH4, ether  3. H2SO4, H2O

 c. HO-CH2-CO2H

 d. 1.  Mg-CO2H  2. HCl, H2O

 e.1.  Mg-CH2-CO2H  2. HCl, H2O

What is (are) the major product(s) for the following reaction?

Which of the following compounds is the major thermodynamic product of the reaction shown?

Which of these molecular orbitals is the HOMO of buta-1,3-diene?

Caryophyllene is a terpene that is an essential oil from several plants and spices including black pepper.  How many isoprene units are present in the structure? 

a. 0    b. 1    c. 2    d. 3    e. 4

Which of the following represents the structure of the new material exhibiting aromaticity known as graphene? (In some cases, only a portion of the structure is shown.) Incidentally, a new application of graphene was just mentioned in the news.  By “poking holes” in sheets of graphene, it may be possible to use them to purify water. 

Which of the following polymers would not be capable of conducting electricity? Assume appropriate dopants have been added to those that are conducting and other requirements are met. 

In the biosynthesis of geraniol pyrophosphate, which type of reaction is not a step in the reaction mechanism? 

a. Loss of the pyrophosphate leaving group to produce a resonance stabilized carbocation.

b.  Rearrangement of a carbocation

c.  Loss of a proton to form a p bond

d.  p addition to a carbocation

e.  All of these steps occur.