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Given the bond dissociation energies below (in kcal/mol), estimate the ΔH° for the propagation step CH3CH2CH2—H                     98(CH3)2CH—H                            95Cl—Cl                                           58H—Cl                                            103CH3CH2CH2—Cl                      81(CH3)2CH—Cl                             80

What is the product of the SN2 reaction of (R)-2-bromopentane with sodium methoxide?

Which of the following reactions corresponds to a substitution?

Which of the following is the least reactive substrate in an E2 reaction? 

You want to synthesize 3-methyl-2-pentene from 2-chloro-3-methylpentane. Which reagent would you use?

Which of the following alkyl halides undergoes the fastest SN2 reaction with sodium methylthiolate, NaSCH3?

What is the starting material in the reaction shown below?  

Given the following rate law, what will happen to the rate if the concentration of MeI is doubled and the concentration of Me3N is halved?             Rate = k[Me3N][MeI]

Bonus question What is the IUPAC name of the following compound? (You need to provide complete naming; R/S configuration, numbering, etc. No partial credit) 

Dehydrohalogenation of 2-bromobutane in the presence of potassium tert-butoxide proceeds via which of the following mechanistic pathways?