At what approximate positions would you expect ethyl acrylate, $H_{2} C=CHCO_{2}CH_{2}CH_{3}$ , to show $^{13} C$ NMR absorptions?

Strategy

Identify the distinct carbons in the molecule, and note whether each is alkyl,
vinylic, aromatic, or in a carbonyl group. Then predict where each absorbs,
using Figure 11.7 as necessary.

Question

At what approximate positions would you expect ethyl acrylate, [latex]H_{2} C=CHCO_{2}CH_{2}CH_{3}[/latex], to show [latex]^{13} C[/latex] NMR absorptions?

Strategy

Identify the distinct carbons in the molecule, and note whether each is alkyl,
vinylic, aromatic, or in a carbonyl group. Then predict where each absorbs,
using Figure 11.7 as necessary.

Accepted Answer

Ethyl acrylate has five chemically distinct carbons: two different C=C, one
C=O, one O–C, and one alkyl C. From Figure 11.7, the likely absorptions are The actual absorptions are at 14.1, 60.5, 128.5, 130.3, and 166.0 δ.

Question 11.1: At what approximate positions would you expect ethyl acrylat...

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