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Organic Chemistry Module 1 Exam with A+ graded Answers

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  • Organic Chemistry Module 1B
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  • Organic Chemistry Module 1B

1. The transition state geometry in an SN2 reaction is? A) Trigonal planar. B) Tetrahedral. C) Pentagonal. D) Trigonal bipyramidal. E) Octahedral. - D) Trigonal bipyramidal. 2. The nucleophile in an SN2 reaction approaches the alkyl halide from? A) Anywhere, is does not matter. B) The same ...

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  • September 15, 2024
  • 16
  • 2024/2025
  • Exam (elaborations)
  • Questions & answers
  • Organic Chemistry Module 1B
  • Organic Chemistry Module 1B
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Organic Chemistry Module 1 Exam
1. The transition state geometry in an SN2 reaction is?
A) Trigonal planar.
B) Tetrahedral.
C) Pentagonal.
D) Trigonal bipyramidal.
E) Octahedral. - ✔✔D) Trigonal bipyramidal.


2. The nucleophile in an SN2 reaction approaches the alkyl halide from?
A) Anywhere, is does not matter.
B) The same side of the carbon atom that the halide atom is
attached to.
C) The backside of the carbon-halide bond.
D) The side of the carbon-halide bond.
E) The top of the carbon-halide bond. - ✔✔C) The backside of
the carbon-halide bond.


3. The strength of a nucleophile depends on several factors, which
statement is NOT true?
A) The anion is a stronger nucleophile than the neutral atom, or
molecule.
B) More polarizable atoms are better nucleophiles.
C) The degree of solvation affects the nucleophilicity.
D) The connection between nucleophilicity and basicity holds
across a row in the Periodic Table.
E) The connection between nucleophilicity and basicity holds
down a column in the Periodic Table. - ✔✔E) The
connection between nucleophilicity and basicity holds down
a column in the Periodic Table.


4. The order of carbocation stability is?
A) 1º > 2º > 3º

, B) 2º > 1º > 3º
C) 2º > 3º > 1º
D) 3º > 2º > 1º
E) 3º > 1º > 2º - ✔✔D) 3º > 2º > 1º


5. SN1 and SN2 reactions are?
A) both stereospecific
B) both stereoselective
C) stereoselective and stereospecific respectively
D) stereospecific and stereoselective respectively
E) neither stereospecific or stereoselective - ✔✔C)
stereoselective and stereospecific respectively


6. Which statement about carbocation rearrangements is false?
A) They are possible in SN1 reactions.
B) They are possible in SN2 reactions.
C) They normally involve the shift of a hydrogen atom.
D) They occur due to the greater stability of 30 carbocations.
E) They occur faster than intermolecular reactions. - ✔✔B)
They are possible in SN2 reactions.


7. Which statement about the solvent effects on substitution reactions is
false?
A) SN1 reactions are favored by polar solvents with a high
dielectric.
B) SN2 reactions are favored by polar aprotic solvents.
C) 10 alkyl halides still react SN2 in polar solvents with a high
dielectric.
D) 30 alkyl halides still react SN1 in non-polar solvents.
E) The stereoselectivity for 2º alkyl halides can not be affected
by the solvent. - ✔✔E) The stereoselectivity for 2º alkyl
halides can not be affected by the solvent.

, 8. Which statement about competing elimination reactions is false?
A) Elimination is favored by nucleophiles which are also strong
bases.
B) Elimination occur as the result of the loss of a proton
adjacent to the leaving group.
C) Elimination occur only for SN2 reactions.
D) The structure of the alkyl halide can affect the amount of the
elimination product.
E) The structure of the base can affect the amount of the
elimination product. - ✔✔C) Elimination occur only for SN2
reactions.


9. Which statement about substitution reactions with alcohols is true?
A) Substitution can be done directly on the alcohol.
B) Substitution always results in an inversion of configuration.
C) Substitution always results in a retention of configuration.
D) Substitution can only be done with hydrohalide acids.
E) Substitution is best achieved by first generating a better
leaving group. - ✔✔E) Substitution is best achieved by first
generating a better leaving group.


10. Enantiomers are?
A) Structural isomers.
B) Conformational isomers.
C) Geometrical isomers.
D) Stereoisomers.
E) Nonsuperimposable mirror images. - ✔✔E)
Nonsuperimposable mirror images.


11. A stereogenic center is not?
A) A chiral center.
B) An asymmetric center.
C) A carbon atom with four different substituents.
D) An asymmetric carbon atom.

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