Multiple Choice Quiz

Multiple Choice Quiz

Multiple Choice Quiz


1		How many compounds with molecular formula C₅H₁₀O may be reduced with NaBH₄ to a primary alcohol?
			A)	2
			B)	3
			C)	4
			D)	5


2		Which of the following compounds gives 3-methyl-2-butanol upon reduction with LiAlH₄?
			A)	a
			B)	b
			C)	c
			D)	d


3		Which of the following products is formed in good yield by the reduction of methyl 4-oxo-hexanoate (M) with NaBH₄?
			A)	Methyl 4-hydroxyhexanoate
			B)	6-Hydroxy-3-hexanone
			C)	1,4-Hexanediol
			D)	4-Hydroxyhexanal


4		Which of the following products is formed in good yield by the reduction of methyl 4-oxo-hexanoate (M) with LiAlH₄ in ether?
			A)	6-Methoxy-3-hexanone
			B)	1,4-Hexanediol
			C)	Methyl 4-hydroxyhexanoate
			D)	4-Hydroxyhexanal


5		What is the major product of the following reaction?
			A)
			B)
			C)
			D)


6		What are the major products of the following reaction?
			A)
			B)
			C)
			D)


7		Predict the product of the following reaction. CH₃COOH + NaBH₄ →
			A)	CH₃CHO
			B)	CH₃CH₂OH
			C)	CH₃CH₃
			D)	no reaction


8		Predict the product of the following reaction. CH₃COOH + LiAlH₄ →
			A)	CH₃CHO
			B)	CH₃CH₂OH
			C)	CH₃CH₃
			D)	no reaction


9		Which of the following organometallic compounds is the strongest base?
			A)	(CH₃)₂CuLi
			B)	CH₃Li
			C)	CH₃ZnBr
			D)	CH₃MgBr


10		Organometallic compounds of lithium are stable in
			A)	water.
			B)	air.
			C)	ethyl alcohol.
			D)	ether.


11		Organomagnesium compounds are
			A)	acids.
			B)	bases.
			C)	oxidizing agents.
			D)	solvents.


12		Which of the following statements about organometallic compounds is FALSE?
			A)	Alkyllithium reagents (RLi) add to the carbonyl group of aldehydes and ketones.
			B)	Grignard reagents (RMgBr) add to the carbonyl group of aldehydes and ketones.
			C)	Alkyllithium and Grignard reagents do not add to esters.
			D)	Grignard reagents are prepared in ether or tetrahydrofuran (THF).


13		Which of the following statements about organometallic compounds is FALSE?
			A)	An alkyllithium reagent is a very strong base.
			B)	A Grignard reagent reacts as if it were a negatively charged carbanion.
			C)	Grignard reagents are decomposed by water and alcohol.
			D)	An organosodium compound is not very reactive compared to a Grignard reagent.


14		Which of the following compounds does NOT give a tertiary alcohol upon reaction with methylmagnesium bromide?
			A)	3-methylpentanal
			B)	ethyl benzoate
			C)	4,4-dimethylcyclohexanone
			D)	4-heptanone


15		Which of the following compounds gives a secondary alcohol upon reaction with methylmagnesium bromide? Assume the usual acid workup.
			A)	butyl formate
			B)	3-pentanone
			C)	pentanal
			D)	methyl butanoate


16		Which of the following compounds gives a primary alcohol upon reaction with phenylmagnesium bromide? Assume the usual acid workup.
			A)	2-methyloxirane
			B)	ethylene oxide
			C)	ethyl formate
			D)	carbon dioxide


17		What are the major products of the following reaction?
			A)
			B)
			C)
			D)


18		Choose the reaction sequence that will best carry out the following preparation.
			A)	1) 1 + MeONa + CH₃H₂Br 2) neutralize
			B)	1) 1 + EtONa 2) CH₃CH₂Br 3) neutralize
			C)	1) CH₃CH₂Br + Mg, Et₂O 2) add 1 3) neutralize
			D)	1) 1 + CH₃CH₂OH + Mg 2) neutralize


19		Give the expected product of the following reaction.
			A)
			B)
			C)
			D)


20		CH₃CH₂CH₂CH₂OH is the product (after workup) of ethyl Grignard and
			A)	ethanol.
			B)	diethyl ether.
			C)	ethanal (acetaldehyde).
			D)	oxirane.


21		Which of the following compounds would NOT give tert-butyl alcohol when treated with excess methylmagnesium bromide?
			A)	acetyl chloride
			B)	acetaldehyde
			C)	methyl acetate
			D)	acetic anhydride


22		Which of the following reagents, when treated with phenylmagnesiuim bromide followed by acid workup, will yield 2-phenylethanol?
			A)	ethanol
			B)	oxirane
			C)	acetaldehyde
			D)	ethylene


23		Which of the following structures will give a positive test with Tollens’ reagent?
			A)
			B)
			C)
			D)


24		Which of the following aldehydes will give the ¹H NMR spectrum shown below after reacting with Tollens’ reagent? ¹H NMR spectrum: δ 1.01 (doublet, 6H) δ 2.16 (multiplet, 1H) δ 2.19 (doublet, 2H) δ 11.0 (singlet, 1H)
			A)
			B)
			C)
			D)


25		What is the product of the following reaction?
			A)
			B)
			C)
			D)

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