Loading [MathJax]/jax/output/HTML-CSS/jax.js
Skip to main content
Library homepage
 

Text Color

Text Size

 

Margin Size

 

Font Type

Enable Dyslexic Font
Chemistry LibreTexts

Deuterium Exchange

( \newcommand{\kernel}{\mathrm{null}\,}\)

Due to the acidic nature of α hydrogens they can be exchanged with deuterium by reaction with D2O (heavy water). The process is accelerated by the addition of an acid or base; an excess of D2O is required. The end result is the complete exchange of all α hydrogens with deuterium.

General reaction

Figure 1.jpg

Example 1: Deuterium Exchange

166152577467808613.png

Mechanism in basic conditions

Step 1: Enolate Formation

Figure 3.jpg

Step 2: Deuteration

Figure 4.jpg

Exercise 1

Please draw the product for the following reactions.

imageedit_11_3636572242.png

Answer

imageedit_13_6945014442.png


Deuterium Exchange is shared under a CC BY 4.0 license and was authored, remixed, and/or curated by Steven Farmer.

  • Was this article helpful?

Support Center

How can we help?