Question 1

Which of the following is the correct IUPAC name for the compound with the structure $$\mathrm{CH_3$-CH(OH)-CH(CH_3$)_2}$$?

Accepted Answer

3-methyl-2-pentanol

Question 2

What is the correct IUPAC name for the compound $$\mathrm{CH_3COOCH_2CH_2CH_2CH_3}$$?

Accepted Answer

butyl ethanoate

Question 3

Which of the following best describes the stereochemistry of the compound below?

$$\mathrm{CH_3CH(OH)CH_2CH_3}$$

Accepted Answer

It has one stereocenter and two possible stereoisomers.

Question 4

Assign the correct configuration (R or S) to the chiral center in $$\mathrm{CH_3CH(OH)CH_2CH_3}.$$

Accepted Answer

R

Question 5

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

$$\mathrm{\begin{array}{c}
	ext{Cyclobutane ring with a bromine and a tert-butyl group para to each other}
\end{array}}$$

Accepted Answer

para-bromo-tert-butylcyclohexane

Question 6

Which of the following statements about the Cahn-Ingold-Prelog priority rules is correct?

Accepted Answer

Double bonds are treated as two single bonds to the same atom.

Question 7

A compound has two stereocenters. How many stereoisomers are possible, assuming no meso forms?

Accepted Answer

$$4$$

Question 8

Which of the following is a correct statement about enantiomers?

Accepted Answer

They have identical physical properties except for their interaction with plane-polarized light.

Question 9

Which of the following is the correct product for the reaction of 3-methyl-2-butanol with excess $$\mathrm{$$KMnO_4$$}$$?

Accepted Answer

Acetone and acetic acid

Question 10

Which of the following best describes a meso compound?

Accepted Answer

A compound with chiral centers that is superimposable on its mirror image

Question 11

Which of the following is the correct IUPAC name for the compound $$\mathrm{CH_3COCH_2CH_3}$$?

Accepted Answer

2-butanone

Question 12

Which of the following is the correct product for the reaction of cyclohexene with MCPBA?

Accepted Answer

Cyclohexene oxide

Question 13

Which of the following is the correct product for the reaction of 1-bromobutane with $$\mathrm{KOH} in $$DMSO?

Accepted Answer

1-butene

Question 14

Which of the following is true about the optical rotation of enantiomers?

Accepted Answer

They rotate plane-polarized light in equal and opposite directions.

Question 15

Which of the following is the correct product for the reaction of benzene with bromine in the presence of iron(III) bromide?

Accepted Answer

Bromobenzene

Organic Chemistry Exam Study Guidance: Nomenclature & Stereochemistry

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