Sample Water (aq) NaOH(ag) 3(aq) 1 ++ 2 ++ ++ ++ 4 + ++ 5 ++ Legend: ++ → completely soluble; + → slightly soluble; - → insoluble он он H3C H2N CH 3 Он butanedioic acid cyclohexane butane-2,3-dione cyclopentanam ine phenol N3

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter8: Acids And Bases
Section: Chapter Questions
Problem 8.80P
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Professor Acetico Acido has assigned the analysis of unknown organic compound samples to Al Cohol
based on their solubility behavior. The summary of the solubility profile are tabulated below along with the
possible structures of the samples. Identify each unknown sample by matching the respective solubility profile
with the given structures. Briefly explain the reason for your answer.

Sample
Water
HCl(ag)
NaOH(aq).
NaHCOз(ag)
1
++
2
++
++
++
4
+
++
5
++
Legend: ++ → completely soluble; + → slightly soluble; - → insoluble
он
он
H3C
H2N
CH 3
Он
butanedioic acid
cyclohexane
butane-2,3-dione
cyclopentanam ine
phenol
Transcribed Image Text:Sample Water HCl(ag) NaOH(aq). NaHCOз(ag) 1 ++ 2 ++ ++ ++ 4 + ++ 5 ++ Legend: ++ → completely soluble; + → slightly soluble; - → insoluble он он H3C H2N CH 3 Он butanedioic acid cyclohexane butane-2,3-dione cyclopentanam ine phenol
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