Question & Answer: Indicate whether the specified alkyl halides will form primarily substitution products, only…..

Indicate whether the specified alkyl halides will form primarily substitution products, only elimination products, both substitution and elimination products, or no products when they react with the following:

Problem 8.24 Indicate whether the specified alkyl halides will form primarily substitution products, only elimination products, both substitution and elimination products, or no products when they react with the following: Part A 1-bromopropane with methanol under SN1/E1 conditions substitution product elimination product both substitution and elimination products no products Submit My Answers Give Up Incorrect; Try Again; 4 attempts remaining Part B 1-bromopropane with sodium methoxide under SN2/E2 conditions substitution product elimination product both substitution and elimination products no products Submit My Answers Give Up

Expert Answer

Answer

A) substitution product

1-bromopropane with methanol forms substitution product under SN1 condition. This is because1-bromopropane is primary alkyl halide and methanol is very weak base but moderate nucleophile. Thus it forms substitution product under SN1 condition.

B) Both substitution and elimination product

1-bromopropane with sodium methoxide forms both substitution and elimination product under SN2/E2conditions. This is because1-bromopropane is primary alkyl halide and sodium methoxide is strong base but moderate nucleophile. Thus it forms both substitution and elimination product under SN2/E2conditions.

E) substitution product

2-bromopropane with methanol forms substitution product under SN1 condition. This is because2-bromopropane is secondary alkyl halide and methanol is very weak base but moderate nucleophile. Thus it forms substitution product under SN1 condition.

F) Both substitution and elimination product

2-bromopropane with sodium methoxide forms both substitution and elimination product under SN2/E2conditions. This is because 2-bromopropane is secondary alkyl halide and sodium methoxide is strong base but moderate nucleophile. Thus it forms both substitution and elimination product under SN2/E2conditions.

G) substitution product

Because methanol is very weak base

H) Elimination product

Sodium methoxide is strong base. So it forms elimination product with 2-bromo-2-methylpropane.

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