Professor Lolita Carbon has assigned the analysis of unknown hydrocarbon samples to Enteng Mabutingting based on their reaction profile. The summary of the observed react unknown sample by matching the respective reaction profile with the given structures. Name each structure then briefly explain the reason for your answer. Sample Brz in CCI, (dark) Br, in CCI, (light) KMNO, in NaOH AGNO, in NH3 Fading of reddish- 1 No reaction No reaction No reaction brown color Fading of reddish-brown Fading of reddish- Brown precipitates No reaction color brown color Fading of reddish-brown Fading of reddish- Brown precipitates Silver precipitates color brown color H3C. CH3 CH3 CH3 H3C H3C CH3 H3C Sample Structure (3 pts) Name (2 pts) Rationalization (2 pts) 1

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 25AP: Assume that you are in a laboratory carrying out the catalytic hydrogenation of cyclohexene to...
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Professor Lolita Carbon has assigned the analysis of unknown hydrocarbon samples to Enteng Mabutingting based on their reaction profile. The summary of the observed reactions are tabulated below along with the possible structures of the samples. Identify each
unknown sample by matching the respective reaction profile with the given structures. Name each structure then briefly explain the reason for your answer.
Sample
Br, in CCI, (dark)
Br, in CCI, (light)
KMno, in NaOH
AGNO, in NH3
Fading of reddish-
1
No reaction
No reaction
No reaction
brown color
Fading of reddish-brown
Fading of reddish-
Brown precipitates
No reaction
color
brown color
Fading of reddish-brown
Fading of reddish-
3
Brown precipitates
Silver precipitates
color
brown color
H3C.
CH3
CH3
CH3
H3C
H3C
CH3
H3C
Sample
Structure (3 pts)
Name (2 pts)
Rationalization (2 pts)
1
2
3
Transcribed Image Text:Professor Lolita Carbon has assigned the analysis of unknown hydrocarbon samples to Enteng Mabutingting based on their reaction profile. The summary of the observed reactions are tabulated below along with the possible structures of the samples. Identify each unknown sample by matching the respective reaction profile with the given structures. Name each structure then briefly explain the reason for your answer. Sample Br, in CCI, (dark) Br, in CCI, (light) KMno, in NaOH AGNO, in NH3 Fading of reddish- 1 No reaction No reaction No reaction brown color Fading of reddish-brown Fading of reddish- Brown precipitates No reaction color brown color Fading of reddish-brown Fading of reddish- 3 Brown precipitates Silver precipitates color brown color H3C. CH3 CH3 CH3 H3C H3C CH3 H3C Sample Structure (3 pts) Name (2 pts) Rationalization (2 pts) 1 2 3
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