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.

Fundamentals Of Analytical Chemistry
9th Edition
ISBN:9781285640686
Author:Skoog
Publisher:Skoog
Chapter7: Statistical Data Treatment And Evaluation
Section: Chapter Questions
Problem 7.9QAP
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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
HCla)
NaOH(a)
NaHCOзag).
++
2
3
++
++
++
4
++
++
Legend: ++ > completely soluble; + > slightly soluble; - > insoluble
OH
OH
H3C
H2N
CH3
он
butanedioic acid
cyclohexane
butane-2,3-dione
cyclopentanam ine
resorcinol
Transcribed Image Text:Sample Water HCla) NaOH(a) NaHCOзag). ++ 2 3 ++ ++ ++ 4 ++ ++ Legend: ++ > completely soluble; + > slightly soluble; - > insoluble OH OH H3C H2N CH3 он butanedioic acid cyclohexane butane-2,3-dione cyclopentanam ine resorcinol
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