Question 1

Which of the following substituents on benzene will direct incoming electrophiles to the meta position during electrophilic aromatic substitution?

Accepted Answer

NO2 group

Question 2

What is the major product when benzene reacts with $$\mathrm{Cl_2$} in $$the presence of $$\mathrm{$$FeCl_3$$}$$?

Accepted Answer

Chlorobenzene ($$\mathrm{C_6H_5Cl})$$

Question 3

Which of the following is the correct product for the nitration of benzene using $$\mathrm{$$HNO_3$$}$$ and $$\mathrm{H_2SO_4}$$?

Accepted Answer

Nitrobenzene ($$\mathrm{C_6H_5NO_2})$$

Question 4

A Friedel-Crafts acylation of benzene with $$\mathrm{CH_3CH_2COCl}$$ and $$\mathrm{$$AlCl_3$$}$$ followed by hydrolysis yields which product?

Accepted Answer

Propiophenone ($$\mathrm{C_6H_5COCH_2CH_3})$$

Question 5

What is the product when ethylbenzene is treated with NBS in $$\mathrm{$$CCl_4$$}$$ followed by $$\mathrm{H_2O}$$?

Accepted Answer

1-Phenyl-2-hydroxyethane

Question 6

Which of the following substituents is an ortho/para director in electrophilic aromatic substitution?

Accepted Answer

OH group

Question 7

What is the product of the following reaction sequence: benzene $$\xrightarrow{CH_3CH_2CH_2Cl, $$AlCl_3$$}$$ then $$\xrightarrow{CH_3Cl, $$AlCl_3$$}$$?

Accepted Answer

1-Propyl-2-methylbenzene

Question 8

Which of the following is the product when $$\mathrm{C_6H_5SO_3H} is $$treated with $$\mathrm{Cl_2$}$$ and $$\mathrm{$$FeCl_3$$}$$?

Accepted Answer

p-Chlorobenzenesulfonic acid

Question 9

What is the product when nitrobenzene is hydrogenated over $$\mathrm{Pd/C}$$?

Accepted Answer

Aniline ($$\mathrm{C_6H_5NH_2})$$

Question 10

Which of the following is the product when styrene ($$\mathrm{C_6H_5CH=CH_2$}) is $$hydrogenated over $$\mathrm{H_2$}$$ and $$\mathrm{Pd/C}$$?

Accepted Answer

Ethylbenzene ($$\mathrm{C_6H_5CH_2CH_3})$$

Question 11

Which of the following is the product when toluene is oxidized with hot $$\mathrm{$$KMnO_4$$}$$?

Accepted Answer

Benzoic acid ($$\mathrm{C_6H_5COOH})$$

Question 12

Which of the following is the product when benzene reacts with $$\mathrm{CH_3CH_2CH_2Cl}$$ and $$\mathrm{$$AlCl_3$$}$$?

Accepted Answer

Propylbenzene

Question 13

In nucleophilic aromatic substitution, which substituent increases the rate of reaction the most?

Accepted Answer

NO2 group

Question 14

Which of the following is the product when $$\mathrm{p}-$$chloronitrobenzene reacts with $$\mathrm{CH_3ONa}$$?

Accepted Answer

p-Methoxynitrobenzene

Question 15

Which of the following is the major product when benzene reacts with isobutyl chloride and $$\mathrm{$$AlCl_3$$}$$?

Accepted Answer

Isobutylbenzene

Question 16

Which of the following compounds will undergo meta substitution under nucleophilic aromatic substitution conditions?

Accepted Answer

Benzene with NO2 group

Question 17

Which of the following is the correct IUPAC name for the structure: $$\mathrm{CH_3CH_2CH_2CH_2OH}$$?

Accepted Answer

1-Butanol

Question 18

Which of the following is the correct IUPAC name for the structure: $$\mathrm{(CH_3$)_2CHSH}$$?

Accepted Answer

2-Mercapto-2-methylpropane (isopropyl mercaptan)

Question 19

Which of the following is the correct product when benzene reacts with $$\mathrm{CH_3CH_2COCl}$$ and $$\mathrm{$$AlCl_3$$}$$?

Accepted Answer

Propiophenone ($$\mathrm{C_6H_5COCH_2CH_3})$$

Aromatic Substitution, Nomenclature, and Reaction Mechanisms in Organic Chemistry

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