Exam 12: Organohalides: Nucleophilic Substitutions and Eliminations

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions.Write the product that results from the indicated electron flow in the reaction,showing any resulting stereochemistry

Instructions: Consider the reaction below to answer the following question(s). Refer to instructions.The mechanism of this reaction is:

Instructions: Consider the pair of reactions below to answer the following question(s). -Refer to instructions.The nucleophile in these reactions is:

Which of the following statements about an S_N2 reaction is true?

Which mechanism is favored by the reaction of a secondary alkyl bromide with potassium t-butoxide?

Which of the following represents the transition state of the S_N2 reaction between methyl iodide and ammonia?

Draw the structure of the product of the following reaction.

What is the rate law for the E2 reaction of an alkyl halide (RX)with sodium ethoxide (NaOEt)in ethanol solvent (EtOH)?

The bromination of an alkene using N-bromosuccinimde involves

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions.Draw a Newman projection of the reactive conformation of the starting material.

Instructions: Consider the pair of reactions below to answer the following question(s). -Refer to instructions.The mechanism for these reactions is:

Instructions: Consider the pair of reactions below to answer the following question(s). -Refer to instructions.The solvent in these reactions is:

Which is most reactive in an S_N1 reaction? Explain your choice.

Consider the following compound: a)What is the IUPAC name of the compound? a. (R)-1-chloro-3-methyl-2-cyclohexene b. (S)-1-chloro-3-methyl-2-cyclohexene c. (R)-3-chloro-1-methylcyclohexene d. (S)-3-chloro-1-methylcyclohexene b)How could this compound be used to produce a conjugated diene? a. substitution b. elimination c. allylic free radical formation d. either b or c

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions.Compound C is the:

Instructions: Consider the pair of reactions below to answer the following question(s). a. or b. -Consider the reactions above. a) Which reaction would be predicted to be faster? b) Classify the reactions as S_N1 or S_N2? c) Explain your answers to the questions above.

Which conditions favor an efficient (fast,high yield)S_N2 reaction between an appropriate alkyl halide and a nucleophile with a charge?

If the pK_a of methane is 60 and that of ethene is 44,predict if the following reaction occurs and if so write the formula for the product. The reaction

Which mechanism is favored by the reaction of a tertiary alkyl chloride with ethanol?

Instructions: Circle the correct response in each set below. Refer to instructions.The best nucleophile in a substitution reaction at a primary carbon.