4. An unknown compound, Sample 42, is one of the three compounds listed in Table 2: a mixture of Sample 42 with benzoic acid melts at 84-89 °C; a mixture of Sample 42 with phenyl succinate melts at 118-120 °C; and a mixture of Sample 42 with m-aminophenol melts at 101-102 °C. Based on this information, what is the identity of Sample 42? Explain your reasoning. Table 2: Literature melting points for Sample 42 candidates Compound Benzoic acid Phenyl Succinate m-aminophenol mp, °C 121 121 122

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
Chapter23: Amines
Section: Chapter Questions
Problem 23.39P
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4. An unknown compound, Sample 42, is one of the three compounds listed in Table 2: a
mixture of Sample 42 with benzoic acid melts at 84-89 °C; a mixture of Sample 42 with
phenyl succinate melts at 118-120 °C; and a mixture of Sample 42 with m-aminophenol
melts at 101-102 °C. Based on this information, what is the identity of Sample 42?
Explain your reasoning.
Table 2: Literature melting points for Sample 42 candidates
Compound
Benzoic acid
Phenyl Succinate
m-aminophenol
mp, °C
121
121
122
Transcribed Image Text:4. An unknown compound, Sample 42, is one of the three compounds listed in Table 2: a mixture of Sample 42 with benzoic acid melts at 84-89 °C; a mixture of Sample 42 with phenyl succinate melts at 118-120 °C; and a mixture of Sample 42 with m-aminophenol melts at 101-102 °C. Based on this information, what is the identity of Sample 42? Explain your reasoning. Table 2: Literature melting points for Sample 42 candidates Compound Benzoic acid Phenyl Succinate m-aminophenol mp, °C 121 121 122
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