Show which position of the 6 aromatic carbon is (are) the most electron rich by drawing detailed resonance delocalization with curved arrows. Conclude whether the molecule is ortho/para or meta director Predict the product of the following reaction and draw a detailed mechanism. Draw curved arrow to show the mechanism. Show two resonance structures for the intermediate. OCH 3 HNO3 H₂SO4

Show which position of the 6 aromatic carbon is (are) the most electron rich by drawing detailed resonance delocalization with curved arrows. Conclude whether the molecule is ortho/para or meta director Predict the product of the following reaction and draw a detailed mechanism. Draw curved arrow to show the mechanism. Show two resonance structures for the intermediate. OCH 3 HNO3 H₂SO4

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter9: Nucleophilic Substitution And Β-elimination

Section: Chapter Questions

Problem 9.31P

See similar textbooks

Similar questions

4) Draw the complete electron-pushing arrow mechanism for the following reductions. Explain, using resonance contributors, the regiochemistry that results in each case. ỌMe Na, MeOH ? NH3 CHO Na, MeOH ? NH3
1) Draw the complete electron-pushing arrow mechanism for the following reductions. Explain, using resonance contributors (structures), the regiochemistry that results in each case. OMe Na, MeOH ? NH3 CHO Na, MeOH ? NH3
b) Listed below are several hypothetical nucleophilic substitution reactions. None is synthetically useful because the product indicated is not formed at an appreciable rate. In each case provide an explanation for the failure of the reaction to take place as indicated. OMe HO + OMe + OH HO + CH; OH
Q12. (1-bromoethyl)benzene 1 udergoes an elimination following an E1 mechanism. Fill in the following synthetic scheme by drawing the structure of intermediate 2 and product 3. The chemical formula of product 3 is provided as guidance. CH; RDS Br C3Hg E1 2 3
Provide a detailed step-wise mechanism for the following reaction. Be sure to show all intermediates, formal charges, and show the movement of electrons with curved arrows.
TReferences] Indicate, by letter(s), the position(s) on the ring at which substitution occurs when the aromatic compounds shown undergo bromination with Br, FeBr3 (when necessary). .H CN HO
SYNTHESISI Show how the compound below can be synthesized efficiently from benzene, propane, and any necessary reagents. Assume that you can separate ortho and para isomers, if both are formed in any step. NH,
The cycloaddition of 2-methylfuran and the unsaturated lactam (see below) yields up to 4 regioisomeric and diastereomeric products, all chiral and racemic. + N-Ph CH3 a) Draw the structure of the 4 possible regio- and diastereomers of this reaction. b) Which compound will be the major product obtained? Explain your answer based on effects of primary and secondary orbital interactions. O 4 possible regio- and diastereomers 80 °C
Addition proceeds preferentially through the most stable carbocation intermediate. At high temperature, 10-20 °C or higher, products equilibrate; and the most stable product predominates (thermodynamic control). At low temperature, 0 °C or lower, there is kinetic control of reaction products. CI CI b Write a mechanism for the first step of this reaction using curved arrows to show electron reorganization. Consult the arrow-pushing instructions for the convention on regiospecific electrophilic attack on a double bond. Arrow-pushing Instructions n →XT H-CI:
Propose a detailed mechanism for the reaction below (in the attached picture), showing the structure of thestable intermediate and using curved arrows to indicate electron flow in each step
(d) Consider the following catalyzed and non-catalyzed pathways of a substitution reaction of bromoethane. Draw an energy diagram for each of the following reactions (label all axes and include reactants, intermediates (if any) and products). CH3CH₂Br + HO CH³CH₂OH + B (non-catalyzed) ное CH3CH₂Br + CH3CH₂OH + 1 (catalyzed) CH3CH₂ + Br