Chapter 1, Problem 49P

Do you expect the following reaction to occur? Why?

Four isomers A-D with the formula C5H12O exhibit different reactivity patterns as indicated below. Isomer A reacts with PCC and CrO3 to provide identical products.   Isomer B reacts with PCC and CrO3 to provide different products.   Isomers C and D do not react with either PCC or CrO3.   Isomers A, B, and C readily react with NaH but D does not show any reactivity with NaH.     The 1H NMR splitting patterns for these isomers are as follows.     Isomer A: δ 0.91 (d, 3H), 0.90 (d, 3H), 1.18 (d, 3H), 1.92 (dqq, 1H), 3.38 (dq, 1H), 3.58 (bs, 1H). Isomer B: δ 1.25 (s, 9H), 3.45 (s, 2H), 3.65 (bs, 1H). Isomer C: δ 0.90 (t, 3H), 1.44 (q, 2H), 1.24 (s, 6H), 3.65 (bs, 1H). Isomer D: δ 1.10 (t, 3H), 1.13 (d, 6H), 3.19 (septet, 1H), 3.50 (q, 2H).   Based on all of this information, provide the structures of A-D.  (Note: If there is a chiral center on any of these molecules, assume the stereochemistry as “R”.  dqq=doublet of a quartet of a quartet, bs=broad singlet)

Draw the resonance structures of benzoic acid. What is the resonan a

Problem 4.18 Part A Arrange the elements commonly bonded to carbon in organic compounds, H, N, O, P, and S, in order of decreasing electronegativity. Rank the elements from strongest to weakest. To rank items as equivalent, overlap them. Most electronegative I OP Q Search Reset Help Least electronegative Pearson 4 Copyright © 2023 Pearson Education Inc. All rights reserved. | Terms of Use | Privacy Policy | Permissions | Ca

Another reagent that can be used to convert carboxylic acids into acid chlorides is phosphorus trichloride (PCI3), as shown in the scheme below. :0: :0: :ö: PCI2 + -PCI2 H. H :O: + НОРCI2 The mechanism, for the reaction, is shown above but the curved arrows and the formal charges, on the respective atoms, have been omitted. (a) Draw the missing curved arrows for each step (b) Supply any missing formal charges

Which of the following anions is not stabilized by resonance? (A) (B) (C) (D) Anion B Anion A OAnion C Anion D

Define the consequence of resonance stabilization ?

Bromine is less electronegative than chlorine, yet methyl bromide and methyl chloride have very similar dipole moments. Why?

Many coloured dyes contain aromatic compounds that have two or more benzene rings. After long-term exposure to the sun, these dyes tend to fade. Propose an explanation for this phenomenon, taking into consideration the bonding nature of aromatic compounds.