Exam 7: Organohalides: Nucleophilic Substitutions and Eliminations

Instructions: Consider the pair of reactions below to answer the following question(s). 00 Refer to instructions. The alkyl bromide starting materials in these reactions are classified as:

Consider the reactions below to answer the following questions. a. $\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } - \mathrm { F } \stackrel { \ominus \mathrm { OH } , \mathrm { H } _ { 2 } \mathrm { O } } { \longrightarrow } \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } - \mathrm { OH } + \mathrm { F } \Theta$ or b. $\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } - \mathrm { I } \stackrel { \ominus \mathrm { OH } , \mathrm { H } _ { 2 } \mathrm { O } } { \longrightarrow } - \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } - \mathrm { OH } + \mathrm { I } \Theta$ Which reaction would be predicted to be faster? Explain

Instructions: Circle the correct response in each set below. Refer to instructions. The least reactive compound in an S_N1 reaction.

Which is most reactive in an S_N1 reaction? Explain your choice. a. b. $\mathrm{CH}_{3} \mathrm{I}$ c. d. e.

Instructions: Draw the structure of the major organic products(s) for each of the following reactions. Indicate the stereochemistry for each reaction when appropriate.

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

Instructions: For each substrate below, choose which reaction type is favored. Place the letter of the reaction type in the blank above the substrate. a. $\mathrm{S}_N1$ b. $\mathrm{S}_N2$ c. $\mathrm{E} 1$ d $E2$ Refer to Instructions. _____ $\mathrm { R } _ { 3 } \mathrm { CX } \quad \frac { \text { acidic } } { \text { solution } }$

Which of the following statements about an S_N1 reaction is true?

Instructions: Provide a IUPAC name for each of the following alkyl halides. Name:

Instructions: Draw the structure of the major organic products(s) for each of the following reactions. Indicate the stereochemistry for each reaction when appropriate.

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

Grignard Reagents are prepared by reaction of:

Instructions: For each question, draw a structure corresponding to the given name. Draw: 1,2-dichloro-1,1,2,2-tetrafluoroethane (Cryofluorane)

Instructions: Draw the structure of the major organic products(s) for each of the following reactions. Indicate the stereochemistry for each reaction when appropriate.

Instructions: Draw the structure of the major organic products(s) for each of the following reactions. Indicate the stereochemistry for each reaction when appropriate.

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

Consider the following compound: a) Whatis tha ItdAAC name of the congdund? c. (R)-1-chloro-3-methyl-2-cycidihesine b. (S)-1-charo-3-methyl-7-cyciaherane c. (R)-3-choro-1-methylrydohexane d. (S)-3-chlorol-methylcyclohexane b) How caudd this componand be uged to gradure a corjugated digne? c. subsrtitution b. elimination c. allylic free radiral farmation d. either b or c

Instructions: For each substrate below, choose which reaction type is favored. Place the letter of the reaction type in the blank above the substrate. a. $\mathrm{S}_N1$ b. $\mathrm{S}_N2$ c. $\mathrm{E} 1$ d $E2$ Refer to Instructions. _____ $\mathrm { R } _ { 2 } \mathrm { CHX } \frac { \text { strong } } { \text { base } } \rightarrow$

Instructions: For each question, draw a structure corresponding to the given name. Draw: (S)-2-bromobutane