Question 1

Which of the following is the major organic product of the reaction between 2-bromopropane and sodium ethoxide in ethanol?

Accepted Answer

$$\mathrm{CH_3CH=CH_2$}$$

Question 2

What is the IUPAC name for the following structure: $$\mathrm{CH_3CH_2CH_2CH_2OH}$$?

Accepted Answer

Butan-1-ol

Question 3

Which of the following reagents would best convert a primary alcohol to an aldehyde?

Accepted Answer

PCC (Pyridinium chlorochromate)

Question 4

Calculate the degree of unsaturation for a molecule with molecular formula $$\mathrm{C_6H_{10}}.$$

Accepted Answer

2

Question 5

Which of the following statements about SN1 reactions is FALSE?

Accepted Answer

The reaction proceeds with inversion of configuration.

Question 6

What is the major organic product of the following reaction: cyclohexene + Br$$_2 (in $$CCl$$_4$$)?

Accepted Answer

trans-1,2-dibromocyclohexane

Question 7

Which of the following is NOT a characteristic of aromatic compounds?

Accepted Answer

They have $$4n pi $$electrons.

Question 8

Which of the following is the most stable carbocation?

Accepted Answer

tert-butyl carbocation ($$\mathrm{(CH_3$)_3C^+})$$

Question 9

Which of the following is the best nucleophile in a polar aprotic solvent?

Accepted Answer

$$\mathrm{F^-}$$

Question 10

What is the major organic product of the reaction between 1-bromobutane and NaCN in DMSO?

Accepted Answer

$$\mathrm{CH_3CH_2CH_2CH_2CN}$$

Question 11

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

Accepted Answer

acetic acid \u003e phenol \u003e ethanol

Question 12

Which of the following statements about E2 reactions is TRUE?

Accepted Answer

The reaction rate depends on both substrate and base concentrations.

Question 13

Which of the following is the major product of the hydration of 2-methylpropene with dilute H$$_2SO$_4$$?

Accepted Answer

2-methyl-2-propanol

Question 14

Which of the following is the correct structure for the product of the reaction: benzene + Br$$_2 (in $$FeBr$$_3$$)?

Accepted Answer

bromobenzene

Question 15

Which of the following is the major product of the reaction: 1-butyne + HBr (1 eq)?

Accepted Answer

2-bromobutane

Question 16

Which of the following is the correct order of reactivity towards SN2 reactions?

Accepted Answer

methyl \u003e primary \u003e secondary \u003e tertiary

Question 17

Which of the following is the major organic product of the reaction: cyclopentene + H$$_2 (Pt $$catalyst)?

Accepted Answer

cyclopentane

Question 18

Which of the following is the correct structure for the product of the reaction: 2-methyl-2-butene + HBr?

Accepted Answer

2-bromo-2-methylbutane

Question 19

Which of the following is the major product of the reaction: 1,3-butadiene + HBr (1 eq) at low temperature?

Accepted Answer

1-bromo-2-butene

Question 20

Which of the following is the correct order of basicity for the following compounds: ammonia, ethylamine, aniline?

Accepted Answer

ethylamine \u003e ammonia \u003e aniline

Organic Chemistry: Alkenes, Alkynes, and Addition Reactions – Study Guide

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