(c) In the reaction scheme below, compound D is a bicyclic aromatic heterocycle that is prepared via intermediate C. Compound D has a molecular formula of C10H11N and reacts with acetone to form E, which has a molecular formula of C23H26N2. Draw the structures of C, D and E and provide mechanisms for their formation. O CH₂CH₂ + Br CH3 NaOH (aq) D H3C CH3 H₂SO4 (aq) E

(c) In the reaction scheme below, compound D is a bicyclic aromatic heterocycle that is prepared via intermediate C. Compound D has a molecular formula of C10H11N and reacts with acetone to form E, which has a molecular formula of C23H26N2. Draw the structures of C, D and E and provide mechanisms for their formation. O CH₂CH₂ + Br CH3 NaOH (aq) D H3C CH3 H₂SO4 (aq) E

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Similar questions

When 2,2-dibromo-1-phenylpropane is heated overnight in fused KOH at 200 °C, the major product is a foul-smelling compound of formula C9H8. Propose a structure for this product, and give a mechanism to account for its formation.
Identify the compound in each of the following pairs that reacts more rapidly in SN2 reactions: (a) 1-bromopentane or 3-bromopentane (b) 2-chloropentane or 2-fluoropentane (c) 2-bromopropane or 1-bromohexane (d) 1-chlorohexane or cyclohexyl chloride
Provide the reagent and mechanism for the transformation below. Explain in detail how the reaction conditions provide the given regioselectivity observed in the product.
Compound X has the molecular formula C10H12O. The IR spectrum of X has a strong band near 1710 cm-1. Compound X forms a phenyhydrazone, but gives a negative Tollens’ test and a positive iodoform test. What is the structure of the compound?
(a) Give the reagents that are used to form the following products. R R R Alkenes он R R' (D) Ketones Carboxylic acid (C) (E) H. (B) R- OR' Aldehydes Ester ROH (A) (G) ROR' RX Alkyl halides Ethers Alcohols
The sex attractant of the housefly has the formula C23H46. When treated with warm potassium permanganate, this pheromone gives two products: CH3(CH2)12COOH and CH3(CH2)7COOH. Suggest a structure for this sex attractant. Explainwhich part of the structure is uncertain
Draw a structural formula for the cycloalkene with the molecular formula CH₁0 that reacts with Cl, to give each compound. (a) Cl x D (b) CI -CH3 H₂C CI (c) Cl (d) Cl XaLa
Propose a series of reactions to synthesize each molecule below and show the structure of the intermediate compounds formed following each step you propose. Do not give handwriting solution.
Predict the products of the following reactions:
Q12 Protonation converts the hydroxyl group of an alcohol to a good leaving group. Suggest a mechanism for each reaction. (a) (b) OH HBr (SN1 or SN2) H₂SO4 A Br + H₂O
Q2 Propose mechanisms for the following reactions. (a) (b) (c) (d) (e) Br HBr ROOR hv cat. H₂SO4 H₂O HBr > HCI EtOH cat. H₂SO4 H₂O Br OH Br xBr+ Br CI CH₂CH3 OH H H -OH Br CH₂CH3
Draw the products obtained in each of the following reactions: (c) (a) H₂C H3C CH3 CH 3 CH3 CH 3 HCI CH3OH HCI CH3OH (d) (b) H₂C H3C CH3 CH₂0 CH3OH CH3 CH₂ CH3 CH₂00 CH3OH