andAn acidic liquid has a broad band at 3300 cma sharp band at 1710 cm in the infrared spectrum.One mole of this unknown reacts with one mole ofNaOH. The ¹H NMR spectrum shows three peaksin the ratio 2 : 2 : 1. Microanalysis gave C, 33.2 %;H, 4.6%; C1, 32.7%.Deduce the structure of the unknown.Spell out the full name of the compound. The product formed upon oxidation of an unknownorganic compound with chromic acid has the molecularformula, C5 H10O. The ¹H NMR spectrum of theproduct is shown below and its IR spectrum has a strongband at 1700 cm-¹.(Figure 1)Using this information, deduce the structure of the product andhence the structure of the unknown compound.Figure321<1 of 1ppm

Given that An acidic liquid has a broad band at 3300 cm-1 and a sharp band at 1710 cm-1 in the…

-1 An acidic liquid has a broad band at 3300 cm and a sharp band at 1710 cm-¹ in the infrared spectrum. One mole of this unknown reacts with one mole of NaOH. The ¹H NMR spectrum shows three peaks in the ratio 2 : 2:1. Microanalysis gave C, 33.2%; H, 4.6%; C1, 32.7%. Deduce the structure of the unknown. Spell out the full name of the compound.

-1 An acidic liquid has a broad band at 3300 cm and a sharp band at 1710 cm-¹ in the infrared spectrum. One mole of this unknown reacts with one mole of NaOH. The ¹H NMR spectrum shows three peaks in the ratio 2 : 2:1. Microanalysis gave C, 33.2%; H, 4.6%; C1, 32.7%. Deduce the structure of the unknown. Spell out the full name of the compound.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy

Section12.SE: Something Extra

Problem 50AP

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