Answered: 5. a. Draw the mechanistic arrows for… | bartleby

Organic Chemistry: A Guided Inquiry

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 5E

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5. a. Draw the mechanistic arrows for each step of the mechanism shown below
one of the 4 basic mechanisms is demonstrated in each step A-E:
; b. List which
Step A
OH + H+
Step A:_
Step B:
Step C:_
Step D:
Step E:_
H Step B
Step C
+
+
H₂O
+ H₂O
H
1
Step D
H
Step E
OH
+
+
H3O

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4. Outline a detailed mechanism for the reaction below. Identify the abbreviation for the reaction mechanism. НО H3PO4
How many acid-base steps occur in this mechanism? :OH fö OH ₂ H CI: -H₂O (C5H12O) (CsH3O*) :CI: :CI:- yox (C5H1*) (C5H₁1CI)
( must give mechanism step by step)
1d.
10. practice q 10 Compound A reacts with B in the presence of sodium hydride to give C as a major product. HO Free Energy A NH₂ + Ph ŌSO₂CF3 B NaH, THF a) Provide a detailed mechanism for the formation of C and draw it in the box above. C b) Draw the reaction coordinate diagram of that reaction. Indicate with an arrow the rate- determining step of the reaction then draw its transition state: Reaction Coordinate
3. The following three SNAR transformations follow different mechanisms. Draw an intermediate or transition state for each reaction that relates the correct mechanism. Write a short sentence as to why that is the correct intermediate for the reaction. Reaction 1: Reaction 2: NO2 NO2 NO₂ + NaOMe NO2 + NaOH2 1. aq NaHCO3. 100 C 2. H₂O+ OMe NO2 NO₂ OH ŇO₂ NO2 Reaction 3: CFa Br CF3 8--2 + NaNH2 NH3 NH₂ Intermediate/transition state Intermediate/transition state Intermediate/transition state
5. Can you write out the mechanism for the reaction below (note: cyclic brominium ion intermediate) Br H Br/H2O но H H3C Br
(1) Identify nucleophile and electrophile (2) Draw mechanistic arrows (3) Identify which elementary step is occurring
What would the mechanism look like for the reaction below?
10. practice q 10 Compound Free Energy HO A A reacts with B in the presence of sodium hydride to give C as a major product. NH₂ Ph B ŌSO₂CF3 NaH, THF a) Provide a detailed mechanism for the formation of C and draw it in the box above. ( C b) Draw the reaction coordinate diagram of that reaction. Indicate with an arrow the rate- determining step of the reaction then draw its transition state: Reaction Coordinate c) The reaction rate observed was 5 x 10-2 M.s¹ when the concentrations of A and B were 0.2 M and 0.1 M respectively. Determine the rate of this reaction when the concentration of A and B are now 0.3 M and 0.2 M respectively. Show your work.
Part 4
Mechanism: A reaction mechanism for the following reaction is shown below. H+ CEN CEN: N-H || -C-OH H₂O, H* Step 1 wand woled mot ozsm E Step 3 N-H C-OH C=N-H Step2 C=N-H H-O-H H₂O motno vgiene fesrigid onlt to smotnos -C=N-H a) The overall reaction is an example of b) Step 1 is c) Step 3 is d) Draw in the curved arrows for each step. e) Identify the nucleophiles and electrophiles where appropriate. f) Fill in the reaction energy diagram. H₂O: rate determining step to noipojovo hamwell sit 5(emise erit voittons 10) vanas mi sdgin al rainW di of E^ reaction progress →

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