Q: Which of the following statements about IR spectroscopy is correct?

A strong absorption near $$1700\ \text{cm}^{-1}$$ indicates the presence of a carbonyl group.

Q: Which of the following reagents would best convert an alkene to a vicinal diol?

$$\text{OsO}_4$$ followed by $$\text{NaHSO}_3$$

Question 1

Which of the following statements best describes the difference between nucleophilic substitution (SN1) and nucleophilic addition reactions?

Accepted Answer

Nucleophilic addition occurs at unsaturated carbons such as carbonyls, while SN1 involves substitution at saturated carbons.

Question 2

Which of the following compounds would most likely undergo an E2 elimination reaction when treated with a strong base?

Accepted Answer

1-bromobutane

Question 3

What is the major product when 2-methyl-2-butene reacts with HBr in the presence of peroxides?

Accepted Answer

1-bromo-2-methylbutane

Question 4

Which of the following statements about IR spectroscopy is correct?

Accepted Answer

A strong absorption near $$1700\ 	ext{cm}^{-1}$$ indicates the presence of a carbonyl group.

Question 5

Which of the following is the correct order of increasing acidity for the following compounds: ethanol, acetic acid, phenol?

Accepted Answer

ethanol \u003c phenol \u003c acetic acid

Question 6

A student reacts 1-bromopropane with NaOH in ethanol. Which mechanism is most likely to occur?

Accepted Answer

SN2

Question 7

Which of the following reagents would best convert an alkene to a vicinal diol?

Accepted Answer

$$	ext{OsO}_4$$ followed by $$	ext{NaHSO}_3$$

Question 8

Which of the following best explains why tertiary alkyl halides favor E2 elimination over SN2 substitution?

Accepted Answer

Steric hindrance prevents nucleophilic attack in SN2 reactions.

Question 9

Which of the following is the correct product of the reaction of benzene with bromine in the presence of FeBr$$_3$$?

Accepted Answer

Bromobenzene

Question 10

Which of the following statements about Markovnikov's rule is correct?

Accepted Answer

The hydrogen atom adds to the carbon with the most hydrogens already attached.

Question 11

Which of the following is the major product when 1-butene reacts with cold, dilute KMnO$$_4$$?

Accepted Answer

1,2-butanediol

Question 12

Which of the following is a common use of Grignard reagents in organic synthesis?

Accepted Answer

Formation of alcohols from aldehydes and ketones

Question 13

Which of the following statements about aromaticity is correct?

Accepted Answer

Aromatic compounds must have a planar ring and follow Hückel's rule ($$4n+2$$ π electrons).

Question 14

Which of the following is the correct product of the reaction of 2-butanol with PCC (pyridinium chlorochromate)?

Accepted Answer

2-butanone

Question 15

Which of the following is the best method to distinguish between an aldehyde and a ketone?

Accepted Answer

Tollens' test

Question 16

Which of the following is the correct product when ethene reacts with Br$$_2 in $$CCl$$_4$$?

Accepted Answer

1,2-dibromoethane

Question 17

Which of the following is the correct order of reactivity towards nucleophilic substitution for the following alkyl halides: methyl bromide, ethyl bromide, tert-butyl bromide?

Accepted Answer

methyl bromide \u003e ethyl bromide \u003e tert-butyl bromide

Question 18

Which of the following is the major product when benzene reacts with methyl chloride in the presence of AlCl$$_3$$?

Accepted Answer

Toluene

Question 19

Which of the following is the correct product when cyclohexene reacts with cold, dilute KMnO$$_4$$?

Accepted Answer

cis-1,2-cyclohexanediol

Question 20

Which of the following is the correct product when acetone reacts with NaBH$$_4$$?

Accepted Answer

2-propanol

Organic Chemistry II (CHE251) Final Exam Review Topics – Structured Study Notes

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