Organic Chemistry Reaction Mechanisms

What is the major product formed when 4-(hydroxymethyl)phenol reacts with SOCl2?

• 4-(chloromethyl)phenol

• 4-(hydroxymethyl)chlorobenzene

• 4-(chloromethyl)chlorobenzene

• 4-(hydroxymethyl)phenyl chloride

What is the major product when allylbenzene (benzene-CH2-CH=CH2) reacts with HBr in the presence of peroxide?

• 1-bromo-1-phenylpropane

• 1-bromo-2-phenylpropane

• 1-bromo-3-phenylpropane

• 2-bromo-1-phenylpropane

What is the major product when 1-methylcyclohex-1-ene reacts with HI?

• 1-iodo-1-methylcyclohexane

• 1-iodo-2-methylcyclohexane

• 2-iodo-1-methylcyclohexane

• 3-iodo-1-methylcyclohexane

What is the major product when cyclohexene reacts with Br2 under heat or UV light?

• 1,2-dibromocyclohexane

• 3-bromocyclohexene

• Bromocyclohexane

• 1-bromo-1-cyclohexene

Which statement accurately describes a key difference between SN1 and SN2 reactions?

• SN1 reactions follow second-order kinetics, while SN2 reactions follow first-order kinetics.

• SN1 reactions occur in one step, while SN2 reactions occur in two steps.

• SN1 reactions involve a carbocation intermediate, while SN2 reactions involve a transition state.

• SN1 reactions are dependent on the concentration of both alkyl halide and nucleophile, while SN2 reactions depend only on the alkyl halide.

Which of the following compounds would undergo an SN1 reaction faster?

• (chloromethyl)cyclohexane

• (chloromethyl)benzene

• Both react at the same rate.

• Neither undergoes SN1 reaction.

Why is allyl chloride hydrolyzed more readily than n-propyl chloride?

• Allyl chloride is a primary halide, while n-propyl chloride is a secondary halide.

• The carbocation formed from allyl chloride is resonance-stabilized.

• Allyl chloride has a stronger C-Cl bond due to the double bond.

• n-propyl chloride is more sterically hindered.

When alkyl halides are treated with silver cyanide (AgCN), isocyanides (RNC) are formed. What is the primary reason for this outcome?

• AgCN is a covalent compound, allowing nitrogen to act as the nucleophile.

• AgCN is an ionic compound, favoring nitrogen attack.

• Silver ions catalyze the formation of isocyanides.

• Alkyl halides preferentially react with the nitrogen end of the cyanide group.

Why are isocyanides formed when alkyl halides react with silver cyanide (AgCN)?

• Silver cyanide is an ionic compound, and the carbon atom attacks the alkyl group.

• Silver cyanide is a covalent compound, and the nitrogen atom's lone pair attacks the alkyl group.

• Silver cyanide is an ionic compound, and the silver atom attacks the alkyl group.

• Silver cyanide is a covalent compound, and the carbon atom's lone pair attacks the alkyl group.

Which of the following compounds reacts fastest with a hydroxide ion (OH-) in an SN2 reaction?

• Methyl chloride

• Ethyl chloride

• Isopropyl chloride

• tert-Butyl chloride