I. Give the mechanistic symbols (Sy1, S 2, E1, E2) that are most consistent with
ID: 705822 • Letter: I
Question
I. Give the mechanistic symbols (Sy1, S 2, E1, E2) that are most consistent with each of the following statements. Write your choice(s) clearly on the line provided. Unclear answers are incorrect answers. (5 points) These reaction mechanism(s) represent concerted processes. Reactions proceeding by this/these mechanism(s) are stereospecific. This/these reaction mechanism(s) involve carbocation intermediates. This/these reaction mechanism(s) are the one(s) most likely to have been b. involved when products are found to have a different carbon skeleton from the substrate Alkyl iodides react faster than alkyl bromides in reactions that proceed by this/these mechanism(s). 2. Identify each of the following alcohols or alkyl halides as 1°, 20, 3° or 4°. (5 points) ?? OH Br ica b cations) in order of increasing stability with l being orium on the least stable. (4 points) 4. Identify the functional groups shown below by writing the proper name on the line below each structure. R some alkyl or aryl group (3 points) RNH2 ROR R OH ROHExplanation / Answer
Q1 (a) SN2 and E2 , concerted reactions are those that occur in a single step.
(b) SN2 and E2, steroisomeric reactants yeild products that are streoisomers of each other.
(c) SN1 and E1, involve formation of carbocation intermediates.
(d) SN1 and E1, rearrangements are possible when carbocations are intermediates in a reaction.
(e) ALL, iodide is a better leaving group than bromide.
Q2 (a) cyclohexanol is a secondary alcohol(20)
(b) 30 as attached to 3 carbon atoms with halide group.
(c) 30
(d) primary alcohol (10)
Q3 second one being the least stable comes first due to 10 and first one is the most stable as it is 30 benzylic and the fourth one comes third as it is also 30 and hence third carbocation is second in the list
second(least stable)<third<fourth<first(most stable)
Q4 primary amide , Ester , Amine , Ether,carboxylic acid , alcohol