Question 1

Which reagent is used in Baeyer's test to detect the presence of unsaturation in organic compounds?

Accepted Answer

Alkaline solution of potassium permanganate ($$\mathrm{$$KMnO_4$$})$$

Question 2

During the oxidative cleavage of alkenes with hot basic $$\mathrm{$$KMnO_4$$}$$, what is the product formed from a disubstituted carbon of the double bond?

Accepted Answer

Ketone

Question 3

Which of the following best describes the outcome of ozonolysis of a terminal alkyne?

Accepted Answer

A carboxylic acid and carbon dioxide

Question 4

What is the major organic product when 3-hexyne is treated with sodium in liquid ammonia?

Accepted Answer

trans-3-hexene

Question 5

Which reaction conditions would best convert 3-hexyne to cis-3-hexene?

Accepted Answer

Lindlar's catalyst and $$\mathrm{H_2$}$$

Question 6

Which of the following statements about Baeyer's test is FALSE?

Accepted Answer

It gives a positive result with alkanes.

Question 7

A student treats 1-pentyne with sodium amide ($$\mathrm{$$NaNH_2$$}). $$What is the major product?

Accepted Answer

$$\mathrm{CH_3CH_2CH_2C\equiv C^-}$$\ \mathrm{Na^+}$ (acetylide ion)

Question 8

Which of the following bases is strong enough to deprotonate a terminal alkyne?

Accepted Answer

Lithium diisopropylamide (LDA)

Question 9

In the alkylation of acetylide ions, why must the alkyl halide be primary ($$1^\circ$$)?

Accepted Answer

To avoid elimination reactions that occur with $$2^\circ$$ and $$3^\circ$$ alkyl halides.

Question 10

Which of the following is a correct balanced equation for the complete combustion of methane?

Accepted Answer

$$2\mathrm{CH_4$} + 4\mathrm{O_2$} \rightarrow 2\mathrm{CO_2$} + 4\mathrm{H_2O}$$

Question 11

What is the major product when 2-methyl-1-butene is treated with cold, dilute, basic $$\mathrm{$$KMnO_4$$}$$?

Accepted Answer

A 1,2-diol (glycol)

Question 12

Which of the following transformations is classified as a reduction?

Accepted Answer

Conversion of an alkyne to an alkene

Question 13

A chemist performs ozonolysis on 3-methyl-2-butene and works up the reaction with zinc in acetic acid. What are the expected products?

Accepted Answer

Acetone and acetaldehyde

Question 14

Which statement best explains why alkynes have higher boiling points than alkenes and alkanes?

Accepted Answer

Alkynes have greater s-character, leading to increased dipole interactions.

Question 15

What is the role of zinc in acetic acid during the workup of ozonolysis of alkenes?

Accepted Answer

It reduces ozonides to carbonyl compounds.

Question 16

Which of the following is a drawback of Baeyer's test?

Accepted Answer

Easily oxidized compounds, such as aldehydes, can give false positive results.

Question 17

Which of the following reactions is an example of syn-hydroxylation?

Accepted Answer

Oxidation of an alkene with cold, dilute, basic $$\mathrm{$$KMnO_4$$} to $$form a 1,2-diol

Question 18

Which of the following statements about acetylide ions is TRUE?

Accepted Answer

They are strong nucleophiles and can form new C–C bonds with primary alkyl halides.

Question 19

Which of the following is the correct product when 5-decyne is reduced with sodium in liquid ammonia?

Accepted Answer

trans-5-decene

Oxidation, Reduction, and Reactions of Hydrocarbons III: Alkanes, Alkenes, and Alkynes

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