2. Draw the remaining two resonance structures for the carbocation intermediate in themeta nitration of methyl benzoate AND explain why the meta orientation is preferred.Hint: how is the placement of the cation favorable after addition of nitronium relative tothe electron withdrawing group? (2 pts)H NO2CO₂Me

Step 1: Step 2: Step 3: Step 4:

Answered: 2. Draw the remaining two resonance…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations

Section11.SE: Something Extra

Problem 53AP

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Draw the reaction mechanism and product.
Please draw the arrow mechanism for the reaction below
Rank the following in order of decreasing rate of solvolysis with aqueous ethanol (fastest → slowest) CH 3 CH3 Br H2C=C-Br Br CH3 – CH CH 2CH(CH3)2 (1) (2) (3) (a) 2 > 1 > 3 (c) 2 > 3 > 1 (b) 1> 2 > 3 (4) 1 > 3 > 2
6) For the following Syl reaction: Draw a full 3-step mechanism with electron flow, intermediates, and the final product(s). excess CH₂OH 45 °C
10. (3 pts) Draw the most likely mechanism for each of the following transformations: a. NO₂ b. Br OCH₁ NO₂ NO2 NaOCH NaNH2, heat C. H₂O OH 0=S=0 NO2 NH₂ NH₂ H2SO4 + - H2SO4
2. For the following multistep reaction, read the curved arrows and identify the sequence of arrow-pushing patterns as nucleophilic attack, loss of leaving group, proton transfer, or carbocation rearrangement. :CI: En A :: :ÖH O D
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. +
Which of the following is an intermediate in the reaction sequence shown in the box? КОН, Н,ОEТОН | ? 1. (CH3)2CULI gentle heat 2. HС, Н,О A) B) ОН D) O A В C O: O: O=
Plz explain
What is the likley product of the reaction sequence shown? MgBr MgBr ОН РСС H2O K,Cr207/H2SO/H2O H,O CH2ČI2 ether ether ОН HO || II IV V O II O IV O v
VII. Draw the three intermediates, including resonance Which position(s) is favored? Why? NOa NOa + OỀN°O VII. Draw the two intermediates, including resonance structures, for the attack of nitronium ion on pyrrole. Which position is favored? Why? 29
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