Problem: 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 rateA. H2C=CH2    CH3CH=CHCH3    (CH3)2C=C(CH3)2B. CH3CH=CHCH3    (CH3)2C=C(CH3)2    H2C=CH2C. CH3CH=CHCH3    H2C=CH2    (CH3)2C=C(CH3)2D. (CH3)2C=C(CH3)2    CH3CH=CHCH3    H2C=CH2

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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

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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Carey 8th Edition. You can also practice Organic Chemistry - Carey 8th Edition practice problems.