Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
Question
Book Icon
Chapter 22, Problem 22.77AP
Interpretation Introduction

(a)

Interpretation:

The structure of the conjugate base of 2nitropropane and the reason as to why it has acidic CH proton is to be stated.

Concept introduction:

Brønsted bases are those species which accept a proton. Base accepts a proton and forms conjugate acid. Brønsted acids are those species which donate a proton. Acid loses a proton and forms conjugate base. The acidity of the compound depends upon the stability of its conjugate base. The more stable the conjugate base, the more acidic the given compound. It also depends on the charge, inductive effects, the role of atom present.

Interpretation Introduction

(b)

Interpretation:

The structure of the isomer which is obtained from the protonation of conjugate base of 2nitropropane that gives back 2nitropropane is to be drawn.

Concept introduction:

Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism. It can be acid or base-catalyzed.

Interpretation Introduction

(c)

Interpretation:

The product obtained from the reaction of 2nitropropane with ethyl acrylate in the presence of NaOEt in EtOH is to be stated.

Concept introduction:

The compound 2nitropropane is a colorless solvent. It is produced from hydantoin preparation as a by-product and from the nitration of propane. It is used in inks, paints, fuel and so on. It is a constituent of tobacco smoke.

Blurred answer
Students have asked these similar questions
Draw the Fischer projection of D-fructose. Click and drag to start drawing a structure. Skip Part Check AP 14 tv SC F1 F2 80 F3 a F4 ! 2 # 3 CF F5 75 Ax MacBook Air 894 $ 5olo % Λ 6 > W F6 K F7 &
Consider this step in a radical reaction: Y What type of step is this? Check all that apply. Draw the products of the step on the right-hand side of the drawing area below. If more than one set of products is possible, draw any set. Also, draw the mechanism arrows on the left-hand side of the drawing area to show how this happens. ionization propagation initialization passivation none of the above
22.16 The following groups are ortho-para directors. (a) -C=CH₂ H (d) -Br (b) -NH2 (c) -OCHS Draw a contributing structure for the resonance-stabilized cation formed during elec- trophilic aromatic substitution that shows the role of each group in stabilizing the intermediate by further delocalizing its positive charge. 22.17 Predict the major product or products from treatment of each compound with Cl₁/FeCl₂- OH (b) NO2 CHO 22.18 How do you account for the fact that phenyl acetate is less reactive toward electro- philic aromatic substitution than anisole? Phenyl acetate Anisole CH (d)

Chapter 22 Solutions

Organic Chemistry

Ch. 22 - Prob. 22.11PCh. 22 - Prob. 22.12PCh. 22 - Prob. 22.13PCh. 22 - Prob. 22.14PCh. 22 - Prob. 22.15PCh. 22 - Prob. 22.16PCh. 22 - Prob. 22.17PCh. 22 - Prob. 22.18PCh. 22 - Prob. 22.19PCh. 22 - Prob. 22.20PCh. 22 - Prob. 22.21PCh. 22 - Prob. 22.22PCh. 22 - Prob. 22.23PCh. 22 - Prob. 22.24PCh. 22 - Prob. 22.25PCh. 22 - Prob. 22.26PCh. 22 - Prob. 22.27PCh. 22 - Prob. 22.28PCh. 22 - Prob. 22.29PCh. 22 - Prob. 22.30PCh. 22 - Prob. 22.31PCh. 22 - Prob. 22.32PCh. 22 - Prob. 22.33PCh. 22 - Prob. 22.34PCh. 22 - Prob. 22.35PCh. 22 - Prob. 22.36PCh. 22 - Prob. 22.37PCh. 22 - Prob. 22.38PCh. 22 - Prob. 22.39PCh. 22 - Prob. 22.40PCh. 22 - Prob. 22.41PCh. 22 - Prob. 22.42PCh. 22 - Prob. 22.43PCh. 22 - Prob. 22.44PCh. 22 - Prob. 22.45PCh. 22 - Prob. 22.46PCh. 22 - Prob. 22.47PCh. 22 - Prob. 22.48PCh. 22 - Prob. 22.49PCh. 22 - Prob. 22.50PCh. 22 - Prob. 22.51PCh. 22 - Prob. 22.52PCh. 22 - Prob. 22.53PCh. 22 - Prob. 22.54PCh. 22 - Prob. 22.55APCh. 22 - Prob. 22.56APCh. 22 - Prob. 22.57APCh. 22 - Prob. 22.58APCh. 22 - Prob. 22.59APCh. 22 - Prob. 22.60APCh. 22 - Prob. 22.61APCh. 22 - Prob. 22.62APCh. 22 - Prob. 22.63APCh. 22 - Prob. 22.64APCh. 22 - Prob. 22.65APCh. 22 - Prob. 22.66APCh. 22 - Prob. 22.67APCh. 22 - Prob. 22.68APCh. 22 - Prob. 22.69APCh. 22 - Prob. 22.70APCh. 22 - Prob. 22.71APCh. 22 - Prob. 22.72APCh. 22 - Prob. 22.73APCh. 22 - Prob. 22.74APCh. 22 - Prob. 22.75APCh. 22 - Prob. 22.76APCh. 22 - Prob. 22.77APCh. 22 - Prob. 22.78APCh. 22 - Prob. 22.79APCh. 22 - Prob. 22.80APCh. 22 - Prob. 22.81APCh. 22 - Prob. 22.82APCh. 22 - Prob. 22.83APCh. 22 - Prob. 22.84APCh. 22 - Prob. 22.85APCh. 22 - Prob. 22.86APCh. 22 - Prob. 22.87APCh. 22 - Prob. 22.88APCh. 22 - Prob. 22.89APCh. 22 - Prob. 22.90APCh. 22 - Prob. 22.91APCh. 22 - Prob. 22.92APCh. 22 - Prob. 22.93APCh. 22 - Prob. 22.94APCh. 22 - Prob. 22.95APCh. 22 - Prob. 22.96APCh. 22 - Prob. 22.97APCh. 22 - Prob. 22.98AP
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning