Question

Predict the major product(s) expected given the reagents shown below. Answer the following questions and use the answer so identify the likely mechanists pathway(s) (e.g., E2 or E1eB) Be sure to include the answers to the questions! What is the electrophile for this reaction? (Mark it with an*) Is the electrophilie carbon primary, secondary, tertiary, Is the leaving group excellent okay, or poor? (eg Good LG) Is the considered to be strong or weak? (e.g Strong Nu) Can the nueleophile act as a strong base, nucleoplile or both? (e.g Base only) Is the solvent polar or polar (e.g PP Solvent or PAP Solvent) Is the reaction a solvolysis reaction?(e. g Not or Yes Solvolysis')

Answer 1

Br, H NaCN H CN Electrophile It is a secondary electrophilic carbon. Bromine is good leaving group. Nucleophile is strong enough to occur. HMPA is a polar aprotic solvent. It is not a solvolysis reaction. CH2OH OCH3 OCH3 Electrophile It is a tertiary electrophilic carbon. Chlorine is good leaving group. Nucleophile is strong enough to occur. CH3OH is a polar protic solvent. It is a solvolysis reaction. HCI CI CH3 It is a tertiary electrophilic carbon. Chlorine is not good leaving group. Nucleophile is weak. HCl is a polar protic solvent. It is a solvolysis reaction