Ch. 6 - Thermodynamics and KineticsWorksheetSee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

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

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 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