Chapter 17: Q36P (page 831)
Draw the product obtained by heating each pair of ketones in a basic solution.


Short Answer
(a.)

(b.)

/*! 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 17: Q36P (page 831)
Draw the product obtained by heating each pair of ketones in a basic solution.


(a.)

(b.)

All the tools & learning materials you need for study success - in one app.
Get started for free
The 1 H NMR chemical shifts of nitromethane, dinitromethane, and trinitromethane are at d 6.10, d 4.33, and d 7.52. Match each chemical shift with the compound. Explain how chemical shift correlates with pKa.
What aldehyde or ketone would be obtained when each of the following compounds is heated in a basic aqueous solution?
(a) 2-ethyl-3-hydroxyhexanal
(b) 4-hydroxy-4-methyl-2-pentanone
(c) 2,4-dicyclohexyl-3-hydroxybutanal
(d) 5-ethyl-5-hydroxy-4-methyl-3-heptanone
Explain why the following bromoketone forms different bicyclic compounds under different reaction conditions:

Draw the products of the following reactions:
a. diethyl heptanedioate: (1) sodium ethoxide; (2) HCl
b. pentanoic acid + PBr3 + Br2, followed by hydrolysis
c. acetone + LDA/THF: (1) slow addition of ethyl acetate; (2) HCl
d. diethyl 2-ethylhexanedioate: (1) sodium ethoxide; (2) HCl
e. diethyl malonate: (1) sodium ethoxide; (2) isobutyl bromide; (3) HCl, H2O + ∆
f. acetophenone + LDA/THF: (1) slow addition of diethyl carbonate; (2) HCl
Indicate how each of the following compounds can be synthesized from the given starting material and any other necessary reagents:
What do you think about this solution?
We value your feedback to improve our textbook solutions.