Sample 1 HClag). NaOH(aq). NaHCO3{aq). Water ++ ++ ++ ++ 4. ++ ++ Legend: ++ > completely soluble; +→ slightly soluble; -→ insoluble он он H3C. H2N CH3 он он butane dioic acid cy clohexane butane-2,3-dione cyclopentanamine re sorcinol

Sample 1 HClag). NaOH(aq). NaHCO3{aq). Water ++ ++ ++ ++ 4. ++ ++ Legend: ++ > completely soluble; +→ slightly soluble; -→ insoluble он он H3C. H2N CH3 он он butane dioic acid cy clohexane butane-2,3-dione cyclopentanamine re sorcinol

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter20: Carboxylic Acids And Nitriles

Section20.SE: Something Extra

Problem 25MP: Acid-catalyzed hydrolysis of a nitrile to give a carboxylic acid occurs by initial protonation of...

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Question

100%

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
HClag)
NaOH(ag)
NaHCO3laq)
1
++
3
++
++
++
4
++
++
Legend: ++ > completely soluble; + > slightly soluble; - > insoluble
он
H3C
H2N.
CH3
он
он
butane dioic acid
cy clohexane
butane-2,3-dione
cyclopentanamine
re sorcinol

Sample
Identity and Rationalization
2
LO

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