Give the structural formulas of compounds A, B, and C in the following problems. EXPLAIN EXACTLY HOW YOU ARRIVED AT EACH ANSWER. Compound A is a water-soluble water-soluble liquid that gives positive 2,4- dinitrophenylhydrazine and iodoform tests and a negative Tollens' test. The IR spectrum of A has bands at 2950, 1720 and 1370 cm-1. The 1H NMR spectrum consists of three signals: a quartet at 8 2.3, a singlet at 8 2.0 and a triplet at 8 1.2. in a ratio of 2:3:3 respectively.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.26P: Compound I (C11H14O2) is insoluble in water, aqueous acid, and aqueous NaHCO3, but dissolves readily...
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Give the structural formulas of the compound in the following problem. Explain how you arrived at each answer
Determination of Structure
Give the structural formulas of compounds A, B, and C in the following problems.
EXPLAIN EXACTLY HOW YOU ARRIVED AT EACH ANSWER.
Compound A is a water-soluble liquid that gives positive 2,4-
dinitrophenylhydrazine and iodoform tests and a negative Tollens' test. The IR
spectrum of A has bands at 2950, 1720 and 1370 cm-1. The ¹H NMR spectrum
consists of three signals: a quartet at 8 2.3, a singlet at 8 2.0 and a triplet at 8 1.2. in a
ratio of 2:3:3 respectively.
Transcribed Image Text:Determination of Structure Give the structural formulas of compounds A, B, and C in the following problems. EXPLAIN EXACTLY HOW YOU ARRIVED AT EACH ANSWER. Compound A is a water-soluble liquid that gives positive 2,4- dinitrophenylhydrazine and iodoform tests and a negative Tollens' test. The IR spectrum of A has bands at 2950, 1720 and 1370 cm-1. The ¹H NMR spectrum consists of three signals: a quartet at 8 2.3, a singlet at 8 2.0 and a triplet at 8 1.2. in a ratio of 2:3:3 respectively.
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