1. Solvolysis of tert-butoxybenzenea. Draw a curved arrow mechanism for the following reaction.H2SO4H2O (solvent)mechanism:OHtorOHb. Was the reaction above an SN1 or SN2 reaction? Draw the opposite substitution mechanism andannotate it to explain why it is NOT the correct mechanism.Substitution mechanism that is NOT reasonable (and why?)

Part a: Curved Arrow Mechanism Part b:

Answered: 1. Solvolysis of tert-butoxybenzene a.…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter19: Eas: Electrophilic Aromatic Substitution

Section: Chapter Questions

Problem 7CTQ

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3. (Sections 19.6 and 19.7) Draw the mechanism for the Wolff-Kishner reaction in a., being sure to show all relevant lone pairs, charges, arrows, etc. Draw the major product formed in reactions b. and c. For all reactions, pay attention to stereochemistry and regiochemistry! jose H 1) H2N-NH2, acetic acid, H₂O/diethylene glycol 2) NaOH, 200 °C CH3 a. b. C=N H₂O H2SO4 CEN H₂O NaOH
The two reactants shown below are combined to bring about a nucleophilic substitution reaction. [Review Topics) [References) -F Nal d. F- g. HI e. I f. HF h. Na* i. none Which letter designates the electrophilic carbon at which substitution occurs? (If no reaction occurs enter the letter corresponding to "none.") Which letter corresponds to the leaving group? Which letter designates the nucleophile?
Consider 3-iodo-2,3-dimethylpentane and 3-iodo-2methylpentane. a. which reacts faster in an Sn2 reaction? Explain. b. which reacts faster in an E2 reaction? Explain.
027 In Part 1 add the curved arrows to the nucleophilic acyl substitution reaction mechanism. In Part 2, answer the multiple-choice question about the reaction in Part 1. Part 1 4 See Periodic Table O See Hint :0: :Br: Add the missing curved arrow notation. S CI Br Part 2 Which statement is most correct regarding the equilibrium for the above reaction? Choose one: O The equilibrium favors the right (i.e., Kea > 1) because acetate is a better leaving group than bromide. O The equilibrium favors the right (i.e., Kea > 1) because bromide is a better leaving group than acetate. O The equilibrium favors the left (i.e., Keq« 1) because acetate is a better leaving group than bromide. O The equilibrium favors the left (i.e., Keg 1) because bromide is a better leaving group than acetate. +
Consider reaction 1 and reaction 2 shown below. Reaction 1 Reaction 2 CH,CH AICI, CH₂COCI AlCl3, H₂O dimethylated benzenes and other products a) Both reaction 1 and reaction 2 proceed via a similar mechanism. Name the type of mechanism undergone b) Suggest why substituted benzene from reaction 1 gives a mixture of organic products while substituted benzene from reaction 2 gives only one mono-substituted product. c) The organic product in reaction 2, acetophenone, produce the corresponding cyanohydrin under certain experimental conditions. (i) State the reagents and conditions involved. (ii) Name the type of mechanism undergone. (iii) Predict and draw the product of corresponding cyanohydrin. d) State the importance of cyanohydrin.
1. a) contd. then write the intermediates for steps i-iii (no need for mechanisms, ATQ) b) What are the intermediate products & the final product of this synthetic sequence? Benzene Br₂ FeCl3 Mg ether 1. C6H5CHO 2. H3O+ H₂Cr₂O4 acetone
In substitution reactions, (CH3)3C-I reacts at the same rate with Br and Cl even though Br is a more reactive nucleophile than Cl-. Why? Select one: A. (CH3)3C-Br reacts by SN1 mechanism whose rate is independent of nucleophile reactivity. B. The t-butyl group sterically hinders nucleophiles, making different nucleophiles appear to react at the same rate. C. (CH3)3C-Br reacts by SN2 mechanism and therefore all nucleophiles react at the same rate regardless of their reactivity. D. The t-butyl carbocation is so reactive, the measurable rate of it's reaction with different nucleophiles is imperceptible.
Which would be the major isolated organic product of the reaction shown? A) B) OH ma 1. BH3/THF 2. OH, H₂O2, H₂O E) a different product or a mixture of more than one of the choices in equal amounts D)
Gg.74.
Arrange the compounds below in order of increasing reactivity in a SN2 reaction. 1. (CH3)2СНCI 2. CH3CH2B1 3. CH3CH2C1 A) 1; 2; 3 В) 3;B 2; 1 C) 1; 3; 2 D) 2; 1; 3 E) 3; 1; 2
In both examples below the reactants shown are combined to bring about a nucleophilic substitution (SN1, SN2) and/or elimination (E1, E2) reaction. What is the major reaction that takes place in each case?
The resonance stabilized carbocation formed in step one has two electrophilic centers draw. The final step of the mechanism is in both provided resonance structures.

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