54. A chemist wanted to make the ethyl ester of 2-formylbenzoic acid using the reagents listed below. The IR of the final product showed an ester, but no aldehyde absorption and no absorption in the OH region. Use the spectra below to determine what the chemist made. HO. H + HNMR chemical shifts 8.0-8.4 ppm 4H, complex 10.4 ppm1H sharp singlet 13.3ppm 1H broad singlet 1.1 ppm 3H triplet он H* catalyst X C10H 100 3 + H₂O HNMR chemical shifts 7.5-7.8 ppm 4H complex 6.6 ppm 1H sharp singlet 3.9 ppm 2H quartet

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter24: Carboxylic Acids & Derivatives
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54. A chemist wanted to make the ethyl ester of 2-formylbenzoic acid using the reagents
listed below. The IR of the final product showed an ester, but no aldehyde absorption and
no absorption in the OH region. Use the spectra below to determine what the chemist
made.
HO.
+
HNMR chemical shifts
8.0-8.4 ppm 4H, complex
10.4 ppm1H sharp singlet
13.3ppm 1H broad singlet
1.1 ppm 3H triplet
OH
Hº
catalyst
X
C10H1003
+
H₂O
HNMR chemical shifts
7.5-7.8 ppm 4H complex
6.6 ppm 1H sharp singlet
3.9 ppm
2H quartet
Transcribed Image Text:54. A chemist wanted to make the ethyl ester of 2-formylbenzoic acid using the reagents listed below. The IR of the final product showed an ester, but no aldehyde absorption and no absorption in the OH region. Use the spectra below to determine what the chemist made. HO. + HNMR chemical shifts 8.0-8.4 ppm 4H, complex 10.4 ppm1H sharp singlet 13.3ppm 1H broad singlet 1.1 ppm 3H triplet OH Hº catalyst X C10H1003 + H₂O HNMR chemical shifts 7.5-7.8 ppm 4H complex 6.6 ppm 1H sharp singlet 3.9 ppm 2H quartet
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