45,533 students have used Clutch for Orgo
97% got a better grade
3,804 minutes of Organic videos

Carey (10th) Topics and Chapters that we cover

Ch. 5 - Alcohols and Alkyl Halides: Introduction to Reaction Mechanisms (Part.2)

Carey 10th Edition Solutions

For the addition of HCl to alkenes according to the general equation given in the preceding problem, assume the mechanism involves rate-determining formation of the more stable carbocation (arrow 5 ) and predict the alkyl chloride formed by reaction of HCl with (CH 3)2C=CH2

a. (CH3)2CHCH2Cl

b. (CH3)3CCl 

Watch Solution

The overall equation for the addition of HCl to alkenes is:  

 If the transition state for proton transfer from HCl to the alkene (arrow  5 ) resembles a carbocation and this step is rate-determining, what should be the effect of alkene structure on the rate of the overall reaction?

 Fastest rate                                    Slowest rate

A. H2C=CH2    CH3CH=CHCH3    (CH3)2C=C(CH3)2

B. CH3CH=CHCH3    (CH3)2C=C(CH3)2    H2C=CH2

C. CH3CH=CHCH3    H2C=CH2    (CH3)2C=C(CH3)2

D. (CH3)2C=C(CH3)2    CH3CH=CHCH3    H2C=CH2

Watch Solution

What term best describes the relationship between an alkene and a carbocation?  

a. Isomers

b. Resonance contributors 

c. Alkene is conjugate acid of carbocation

d. Alkene is conjugate base of carbocation

Watch Solution

Based on the E1 mechanism for the conversion of a tertiary alkyl chloride to an alkene as summarized in arrows 3 and 4, which arrow(s) correspond(s) to exothermic processes? 

a. Arrow 3

b. Arrow 4

c. Both 3 and 4

d. Neither 3 nor 4

Watch Solution

Based on the E1 mechanism for the conversion of a tertiary alkyl chloride to an alkene as summarized in arrows 3 and 4, which arrow(s) represent(s) more than one elementary step? 

a. Arrow 3

b. Arrow 4

c. Both 3 and 4

d. Neither 3 nor 4

 

Watch Solution

View all