Question 1

Which of the following is the correct IUPAC name for the compound with the structure: $$CH_3CH_2CH(CH_2CH_3)CH(CH_3$)CH_2CH_3$$?

Accepted Answer

3-ethyl-4-methylheptan

Question 2

Which statement about the conformation of 1,4-dimethylcyclohexane shown below is correct?

Accepted Answer

The two methyl groups are cis to each other.

Question 3

For the ring-flip of methylcyclohexane, which statement is correct?

Accepted Answer

At equilibrium, there will be more B than A.

Question 4

In the following reaction mechanism, which statements are true?

$$HO^- + CH_3CHBrCH_3 \rightarrow CH_3CH=CH_2$ + H_2O + Br^-$$

Accepted Answer

$$Br^- is $$formed as a byproduct.

Question 5

Which statement about the structure shown below is correct?

(Straight-chain alkane with 6 carbons and no branches)

Accepted Answer

The trans isomer is shown.

Question 6

Which statement about the cis-trans isomers of but-2-ene is correct?

Accepted Answer

The trans isomer is more stable than the cis isomer due to less steric hindrance between the two methyl groups.

Question 7

Given the electrostatic potential map of chloromethane ($$CH_3Cl$$), which statement is correct?

Accepted Answer

The electron density is shifted toward Cl because it is more electronegative.

Question 8

Which alkene(s) can be used to synthesize the following alkyl halide by reaction with HCl?

(Cyclohexane ring with a methyl and a chlorine substituent)

Accepted Answer

Methylcyclohexene

Question 9

Given the resonance structures A and B for a carbocation, which statement is correct?

Accepted Answer

B is the dominant resonance structure.

Question 10

What are the products of the oxidative cleavage of the following alkene with $$KMnO_4$$ and $$H_2O^+$$?

(Alkene with a methyl group at one end)

Accepted Answer

A carboxylic acid and a ketone

Question 11

Which of the following compounds are aromatic?

Accepted Answer

Benzene

Question 12

What is the major product of the electrophilic aromatic substitution reaction between benzaldehyde and $$Br_2 in $$the presence of $$FeBr_3$$?

Accepted Answer

Para-bromobenzaldehyde

Question 13

Which statement about the molecules A and B shown below is correct?

(A and B are stereoisomers with different substituents)

Accepted Answer

A and B are diastereomers.

Question 14

What is the major product of the following elimination reaction?

$$CH_3CH_2CHBrCH_3 + KOH \rightarrow$$ ?

Accepted Answer

1-methylcyclohexene

Question 15

Which of the following reactions will produce 2-methylcyclohexan-1-ol?

Accepted Answer

2-methylcyclohexanone + $$LiAlH_4$$

Organic Chemistry: Structure, Isomerism, Mechanisms, and Aromaticity – Study Guide

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