Question 1

Which of the following statements about the chair conformer of cyclohexane is CORRECT?

Accepted Answer

Axial hydrogens are parallel to the axis of the ring, while equatorial hydrogens are directed outward.

Question 2

Which of the following best describes the difference between homolytic and heterolytic bond cleavage?

Accepted Answer

Homolytic cleavage produces two radicals, while heterolytic cleavage produces a cation and an anion.

Question 3

Consider the reaction: $$\mathrm{CH_4$ + Cl_2$ ightarrow CH_3Cl + HCl}. If$$ $$K_{eq} = 1.1 	imes 10$$^{19}$$, what can you conclude about $$\Delta G^\circ$$ for this reaction at 298 K?

Accepted Answer

$$\Delta G^\circ is $$negative and the reaction is spontaneous.

Question 4

Which of the following is TRUE regarding the selectivity of halogenation reactions?

Accepted Answer

Bromination is more selective than chlorination because the bromine radical is less reactive.

Question 5

A molecule with two chiral centers can have a maximum of how many stereoisomers?

Accepted Answer

4

Question 6

Which of the following statements about enantiomers is INCORRECT?

Accepted Answer

They have identical interactions with chiral environments.

Question 7

Which of the following is the correct IUPAC name for the compound shown below?

[Structure: cycloheptane ring with a tert-butyl group attached]

Accepted Answer

tert-butylcycloheptane

Question 8

Which of the following best describes a meso compound?

Accepted Answer

A compound with chiral centers and a plane of symmetry, making it achiral.

Question 9

Which of the following is the correct rate law for a reaction that is first order in A and second order in B?

Accepted Answer

$$	ext{rate} = k[A][B]^2$$

Question 10

Which of the following statements about the Hammond postulate is CORRECT?

Accepted Answer

The transition state resembles the species (reactant or product) to which it is closer in energy.

Question 11

Which of the following is NOT a property of a racemic mixture?

Accepted Answer

It always has the same melting point as the pure enantiomers.

Question 12

Which of the following best describes the difference between an asymmetric center and a stereocenter?

Accepted Answer

All asymmetric centers are stereocenters, but not all stereocenters are asymmetric centers.

Question 13

Which of the following is the correct priority order for the Cahn-Ingold-Prelog convention?

Accepted Answer

$$\mathrm{I \u003e Br \u003e Cl \u003e S \u003e F \u003e O \u003e N \u003e$$ ^{13}$$C \u003e$$ ^{12}$$C \u003e Li \u003e ^2$H \u003e ^1$H}$$

Question 14

Which of the following is a correct statement about the properties of enantiomers?

Accepted Answer

They have identical physical properties except for the direction in which they rotate plane-polarized light.

Question 15

Which of the following best describes the product distribution in the free radical halogenation of butane with bromine?

Accepted Answer

2-bromobutane is the major product due to the higher selectivity of bromine.

Question 16

Which of the following is TRUE about the use of N-bromosuccinimide (NBS) in organic synthesis?

Accepted Answer

NBS is used to selectively brominate allylic positions by maintaining a low concentration of $$\mathrm{Br_2$}.$$

Question 17

Which of the following is the correct classification for a compound where the halogen is attached to a benzene ring?

Accepted Answer

Aryl halide

Question 18

Which of the following statements about geometric isomers is CORRECT?

Accepted Answer

Geometric isomers differ in the spatial arrangement of groups around a double bond or ring.

Question 19

Which of the following is the correct formula relating standard free energy change and equilibrium constant?

Accepted Answer

$$\Delta G^\circ = -RT \ln K_{eq}$$

CHEM 211: Organic Chemistry 1 – Exam 2 Review Study Notes

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