Chapter 2: Q. 2.53 (page 87)
Explain why the bond is much more acidic than the bond in pentan-2-one.

Short Answer
The resonance stabilization makes to be more acidic than .
/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none}
Learning Materials
Features
Discover
Chapter 2: Q. 2.53 (page 87)
Explain why the bond is much more acidic than the bond in pentan-2-one.

The resonance stabilization makes to be more acidic than .
All the tools & learning materials you need for study success - in one app.
Get started for free
a. Which compounds are Brønsted-Lowry acids: ?
b.Which compounds are Brønsted-Lowry bases:?
c. Classify each compound as an acid, a base, or both:
Use the principles in Section 2.5 to label the most acidic hydrogen in each drug. Explain your choice.

a.

b.

c.
Acetonitrile has a of 25, making it more acidic than many other compounds having only C-H bonds. Draw Lewis structures for acetonitrile and its conjugate base. Use resonance structures to account for the acidity of acetonitrile.
Decide which compound is the acid and which is the base, and draw the products of each proton transfer reaction.
(a)

(b)

(c)

(d)

DBU, 1,8-diazabicyclo undec-7-ene, is a base we will encounter in elimination reactions in Chapter 8. Which N atom is more basic in DBU? Explain your choice.

What do you think about this solution?
We value your feedback to improve our textbook solutions.