Multiple Choice Quiz

Multiple Choice Quiz

Multiple Choice Quiz


1		The best sequence to use to form propylbenzene from benzene is
			A)	Friedel–Crafts alkylation using 1-chloropropane and aluminum trichloride.
			B)	Friedel–Crafts acylation followed by reduction.
			C)	electrophilic addition of 1-chloropropane.
			D)	nucleophilic aromatic substitution using propyl Grignard.


2		What is the electrophile in the electrophilic substitution reaction of benzene using HNO₃ and H₂SO₄?
			A)	SO₃
			B)	NO₃
			C)	NO₂⁺
			D)	NO⁺


3		How would you synthesize the following compound?
			A)	1. MeCOCl, AlCl₃ 2. Zn (Hg) HCl
			B)	1. CH₃COOH, AlCl₃ 2. H₂, Pd 3. H₂SO₄, H₂O, heat
			C)	1. CH₃CH₂Br, FeBr₃ 2. Br₂, light 3. ^tBuONa, ^tBuOH, heat
			D)	1. CH₃CHO, Mg in ether 2. NaBH₄, MeOH 3. TsCl, pyridine 4. EtONa, EtOH


4		The intermediate in the following reaction is a
			A)	radical.
			B)	carbanion.
			C)	carbocation.
			D)	transition state.


5		What is the electrophile in the electrophilic substitution reaction of acetyl chloride (CH₃COCl) and AlCl₃ reacting with benzene?
			A)	Cl⁺
			B)	AlCl₃
			C)	CH₃C⁺=O
			D)	C≡O⁺


6		Which of the following aromatic compounds undergoes Friedel–Crafts alkylation with methyl chloride and aluminum chloride?
			A)	benzoic acid
			B)	nitrobenzene
			C)	aniline
			D)	toluene


7		Which of the following represents the best reagent(s) for the electrophilic nitration of benzene?
			A)	NO₂
			B)	HNO₂
			C)	HNO₃
			D)	H₂SO₄, HNO₃


8		Predict the major product of the following reaction.
			A)	m-chlorophenol
			B)	o-chlorophenol and p-chlorophenol
			C)	o-hydroxytoluene and p-hydroxytoluene
			D)	m-hydroxytoluene


9		Predict the major product of the following reaction.
			A)	nitrobenzene
			B)	o-nitrotoluene and p-nitrotoluene
			C)	m-nitrotoluene
			D)	chlorobenzene


10		Predict the major product of the following reaction.
			A)	o-chlorobromobenzene and p-chlorobromobenzene
			B)	m-chlorobromobenzene
			C)	o-bromotoluene and p-bromotoluene
			D)	m-bromotoluene


11		Predict the major product of the following reaction.
			A)	o-chlorotoluene and p-chlorotoluene
			B)	m-chlorotoluene
			C)	o-dimethylbenzene and p-dimethylbenzene
			D)	m-dimethylbenzene


12		Predict the major product of the following reaction.
			A)	m-methylbenzenenitrile
			B)	m-chlorobenzenenitrile
			C)	o-cyanotoluene and p-cyanotoluene
			D)	benzenenitrile


13		Predict the major product of the following reaction.
			A)	o-nitrobenzaldehyde and p-nitrobenzaldehyde
			B)	m-nitrobenzaldehyde
			C)	o-formylbenzenesulfonic acid and p-formylbenzenesulfonic acid
			D)	m-formylbenzenesulfonic acid


14		Predict the major product of the following reaction.
			A)	o-cyanonitrobenzene and p-cyanonitrobenzene
			B)	m-cyanonitrobenzene
			C)	o-cyanobenzenesulfonic acid and p-cyanobenzenesulfonic acid
			D)	m-cyanobenzenesulfonic acid


15		Predict the major product of the following reaction.
			A)	aceto-2-bromophenone and aceto-4-bromophenone
			B)	aceto-(3-bromo)phenone
			C)	o-bromochlorobenzene and p-bromochlorobenzene
			D)	m-bromochlorobenzene


16		Predict the major product of the following reaction.
			A)	acetophenone
			B)	benzoic acid
			C)	benzamide
			D)	cyanobenzene


17		Predict the major product of the following reaction.
			A)	o-bromonitrobenzene and p-bromonitrobenzene
			B)	m-bromonitrobenzene
			C)	o-bromoaniline and p-bromoaniline
			D)	m-bromoaniline


18		Predict the major product of the following reaction.
			A)	1,2-dibromobenzene and 1,3-dibromobenzene
			B)	1,2-dibromobenzene and 1,4-dibromobenzene
			C)	1,3-dibromobenzene and 1,4-dibromobenzene
			D)	1,3-dibromobenzene


19		Predict the major product of the following reaction.
			A)	2-bromo-6-nitrobenzaldehyde and 2-bromo-4-nitrobenzaldehyde
			B)	2-bromo-3-nitrobenzaldehyde and 2-bromo-5-nitrobenzaldehyde
			C)	2-bromo-5-nitrobenzaldehyde
			D)	2-bromo-3-nitrobenzaldehyde


20		Predict the major product of the following reaction.
			A)	1-bromo-2-fluoro-6-nitrobenzene and 1-bromo-2-fluoro-4-nitrobenzene
			B)	1-bromo-2-fluoro-3-nitrobenzene
			C)	1-bromo-2-fluoro-3-nitrobenzene and 1-bromo-2-fluoro-5-nitrobenzene
			D)	1-bromo-2-fluoro-6-nitrobenzene


21		Predict the major product of the following reaction.
			A)	2-bromo-6-methylphenol and 4-bromo-2-methylphenol
			B)	3-bromo-2-methylphenol and 5-bromo-2-methylphenol
			C)	5-bromo-2-methylphenol and 4-bromo-2-methylphenol
			D)	2-methylphenol


22		Predict the major product of the following reaction.
			A)	3-bromo-2-nitrophenol and 5-bromo-2-nitrophenol
			B)	1-bromo-2-nitrobenzene
			C)	2-bromo-6-nitrophenol and 4-bromo-2-nitrophenol
			D)	2-hydroxyaniline


23		Which of the following is the most activating in electrophilic aromatic substitution?
			A)	–NO₂
			B)	–NH₂
			C)	–NHCOCH₃
			D)	–CN


24		Predict the major product(s) of the following reaction.
			A)	3,5-dinitrophenol
			B)	2,3-dinitrophenol, 3,4-dinitrophenol, and 2,5-dinitrophenol
			C)	3,4-dinitrophenol, and 2,5-dinitrophenol
			D)	3,4-dinitrophenol


25		Predict the major product(s) of the following reaction.
			A)	3,5-dibromobenzaldehyde
			B)	2,3-dibromobenzaldehyde and 2,4-dibromobenzaldehyde and 2,5-dibromobenzaldehyde
			C)	2,3-dibromobenzaldehyde and 3,4-dibromobenzaldehyde and 2,5-dibromobenzaldehyde
			D)	3,4-dibromobenzaldehyde and 2,5-dibromobenzaldehyde


26		Predict the major product(s) of the following reaction.
			A)	1,3-dibromo-5-fluorobenzene
			B)	1,2-dibromo-4-fluorobenzene and 1,4-dibromo-2-fluorobenzene
			C)	1,2-dibromo-4-fluorobenzene and 1,4-dibromo-2-fluorobenzene and 1,2-dibromo-3-fluorobenzene
			D)	1,2-dibromo-3-fluorobenzene


27		Predict the major product of the following reaction.
			A)	2,4-dinitrophenol
			B)	3,4-dinitrophenol
			C)	2,4,6-trinitrophenol
			D)	3,4,5-trinitrophenol


28		Predict the major product of the following reaction.
			A)	4-bromo-2-nitrobenzaldehyde
			B)	4-bromo-3-nitrobenzaldehyde
			C)	4-bromo-2,6-dinitrobenzaldehyde
			D)	4-bromo-3,5-dinitrobenzaldehyde


29		Predict the major product of the following reaction.
			A)	2,6-dibromo-4-nitrobenzonitrile
			B)	3,5-dibromo-4-nitrobenzonitrile
			C)	2-bromo-4-nitrobenzonitrile
			D)	3-bromo-4-nitrobenzonitrile


30		Predict the major product of the following reaction.
			A)	1,2-dibromo-4-fluorobenzene
			B)	1,2,6-tribromo-4-fluorobenzene
			C)	1,3-dibromo-4-fluorobenzene
			D)	1,3,5-tribromo-4-fluorobenzene

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