Question

Assuming that all other experimental conditions are the same; explain if an S_N1 reaction would still occur if the following changes were made.

If an S_N1 reaction would still occur:

• then state the IUPAC name and draw the structure of the product formed­­
• compare the rate of reaction to the rate of the original reaction (in this experiment), meaning would the reaction occur more slowly, or more rapidly?

If an S_N1 does not occur:

state the type of reaction that would occur and draw the major product(s) that would be formed.

a) We replaced 2-methyl-2-butanol with 2-butanol.

b) We replaced 12.0M HCl with 18.0M H₂SO₄.

c) We replaced 2-methyl-2-butanol with 2-phenyl-2-butanol.

Please also provide an explanation as to why the reaction (if it is S_N1) would be faster or slower for each part of the question. Thank you!

Answer 1

Datn Page QWe replaced 2-methyl2-butanel ReacHon with 2-butarol 2-methyl 2-butanol CP Tentiay Carbocaton 2-chloro-2-methyl butane CICHIC-CH 2-butano -S0 Cl sec. carb Cato (20) 2-Chlorobutane case of sH reactioncarbo cation is ormed in the ist skep Stablliy carbacotion is mportant duving SH reaction 1s more stable ingeases Stablliy oeder 4o cation is 2 cafe 2-methy2 butand 3 carbocatfon is ormed ahile in bormed thearfere 2-metyl 2- buanal ader than the cartocation reaction thon are sarba catinis 2-butanal reack 2-butanal via sN reactant reackion

Replaced Rate Concenhatim sabshak&nuccapkie Rate Here calion also Con 12 M HC SNreaction is depends Gn dLsussbar Nuceophile s04 are acts as nudeo philc, As the hucleophile incmrease Tak 4 SN incmeases HCl to hormed carba used TaLe eaction change 12 M HC wit 1sM s0 rracHon also So inaeases i we - phenyl Replaced 2-metyl2-butanel oith 2-butanol Wle arrady 2-butamol I then mechanism as discuss the mectawism 2-hehyl use 2- Pheny1-2-butard) Oh-C2 CH 2-chloro 2-phenyl butane. Rate sn'eacHon in case 2-Phenyl-2-butang is hiaher than 2-methyl-2-butanol be cauwe in Case 2-phenyl- 2-butanol arbocatton is more shable.