Question 1

Which reagent is used as a strong base to deprotonate a terminal alkyne, allowing for subsequent alkylation with an alkyl halide?

Accepted Answer

NaH (Sodium hydride)

Question 2

What is the major product when 1-methylcyclohexene reacts with HBr?

Accepted Answer

1-bromo-1-methylcyclohexane

Question 3

When 1-methylcyclohexene is treated with HBr in the presence of ROOR (peroxides), what is the expected major product?

Accepted Answer

3-bromo-1-methylcyclohexane

Question 4

Which reagent combination is used for the syn addition of hydrogen to an alkyne, resulting in a cis-alkene?

Accepted Answer

H2, Lindlar catalyst

Question 5

What is the IUPAC name for the following compound: $$\mathrm{CH_3CH_2C\equiv CCH_2OH}$$?

Accepted Answer

4-pentyn-1-ol

Question 6

A cyclohexanone is treated with $$\mathrm{CH_3OH}$$ and acid. What is the major product?

Accepted Answer

Cyclohexanone methyl acetal

Question 7

Which sequence of reagents will convert a terminal alkyne to a trans-alkene?

Accepted Answer

1. NaNH2, 2. CH3Br, 3. Na, NH3(l)

Question 8

What is the product of hydroboration-oxidation of 1-methylcyclohexene?

Accepted Answer

3-methylcyclohexanol

Question 9

Which of the following best describes the mechanism of mono-bromination of methane?

Accepted Answer

A radical chain mechanism involving initiation, propagation, and termination steps

Question 10

What is the major product when 1-butyne is treated with $$\mathrm{H_2SO_4}$$ and $$\mathrm{$$HgSO_4$$}$$?

Accepted Answer

2-butanone

Question 11

Which reagent is used for anti-Markovnikov hydration of an alkyne?

Accepted Answer

1. BH3/THF, 2. H2O2, OH-

Question 12

What is the expected product when cyclohexene is treated with $$\mathrm{Br_2$} in $$water?

Accepted Answer

trans-1,2-bromocyclohexanol

Question 13

Which reagent is used for allylic bromination of an alkene?

Accepted Answer

NBS (N-bromosuccinimide)

Question 14

What is the product of ozonolysis of cyclohexene followed by reduction with $$\mathrm{Zn/H_2O}$$?

Accepted Answer

Adipaldehyde (hexane-1,6-dial)

Question 15

Which of the following is the correct IUPAC name for the compound shown: $$\mathrm{CH_2$=CHCH_2CH_3}$$?

Accepted Answer

1-butene

Question 16

A student wants to convert 1-hexyne to hexane. Which sequence of reagents should be used?

Accepted Answer

H2, Pt

Question 17

What is the major product when 2-butyne is treated with $$\mathrm{Br_2$} in$$ $$\mathrm{$$CCl_4$$}$$?

Accepted Answer

2,3-dibromobutane

Question 18

Which reagent is used to convert a vicinal dibromide to an alkyne?

Accepted Answer

Excess NaNH2

Question 19

What is the product when 1-bromopropane is treated with NaOEt?

Accepted Answer

Propene

Question 20

In the reaction of 2-methyl-2-butene with $$\mathrm{Cl_2$}$$ and heat, what is the major product?

Accepted Answer

Allylic chlorination at the methyl group

Ch 9 worksheet

Study Guide - Practice Questions