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Home / Questions / The reaction of tert-butyl bromide, (CH3)3CBr, with methanol in an inert solvent proceeds

The reaction of tert-butyl bromide, (CH3)3CBr, with methanol in an inert solvent proceeds

 The reaction of tert-butyl bromide, (CH3)3CBr, with methanol in an inert solvent proceeds by an SN1 mechanism to give tert-butyl methyl ether, (CH3)3COCH3. What is the effect of doubling the concentration of methanol on the rate of the reaction? 
A. the rate remains the same
B. the rate decreases by a factor of 2
C. the rate increases by a factor of 2
D. the rate increases by a factor of 4

 

12. The reaction of tert-butyl chloride, (CH3)3CCl, with water in an inert solvent gives tert-butyl alcohol, (CH3)3COH. What is the effect of doubling the concentration of water on the rate of the reaction? 
A. the rate remains the same
B. the rate decreases by a factor of 2
C. the rate increases by a factor of 2
D. the rate increases by a factor of 4

 

13. Which of the following alkyl halides undergoes the fastest SN2 reaction with sodium azide, NaN3
A. 1-fluorohexane
B. 1-chlorohexane
C. 1-bromohexane
D. 1-iodohexane

 

14. Which of the following alkyl halides undergoes the fastest SN2 reaction with sodium cyanide, NaCN? 
A. methyl iodide
B. ethyl iodide
C. 2-iodopropane
D. tert-butyl iodide

 

15. Which of the following alkyl halides undergoes the fastest SN2 reaction with sodium methylthiolate, NaSMe? 
A. methyl iodide
B. ethyl iodide
C. 2-bromopropane
D. tert-butyl chloride

 

16. Which of the following alkyl halides undergoes the fastest solvolysis reaction with formic acid, HCOOH? 
A. tert-butyl fluoride
B. tert-butyl chloride
C. tert-butyl bromide
D. tert-butyl iodide

 

17. Which of the following alkyl halides undergoes the fastest solvolysis reaction with methanol, CH3OH? 
A. methyl chloride
B. ethyl chloride
C. 2-chloropropane
D. tert-butyl chloride

 

18. Which of the following alkyl halides undergoes the fastest solvolysis reaction with ethanol, CH3CH2OH? 
A. methyl fluoride
B. ethyl bromide
C. 2-chloropropane
D. tert-butyl bromide

 

19. Which of the following is best set of conditions for the preparation of tert-butanol? 
A. tert-butyl fluoride in water
B. tert-butyl bromide in water
C. tert-butyl fluoride and NaOH in DMSO
D. tert-butyl bromide and NaOH in DMSO

 

20. Which of the following is the best set of conditions for the preparation of tert-butyl methyl ether? 
A. tert-butyl fluoride and NaOCH3 in CH3OH
B. methanol and sodium tert-butoxide in tert-butanol
C. fluoromethane and sodium tert-butoxide in tert-butanol
D. tert-butyl bromide and CH3OH

Dec 10 2019 View more View Less

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