Unknown compounds can be converted to derivatives such as a 2,4-dinitrophenylhydrazone (2,4- DNP) or semicarbazone, and then the melting points of the derivatives are used to determine the identity. Use the data in the following table to identify the unknown: Compound Butanal bp (°C) 2,4-DNP mp (°C) Semicarbazone mp (°C) 75 123 95 Propanal 48 148 89 2-Butanone 80 117 146 3-Pentanone 102 156 138 2-Heptanone 151 89 123 You determine the boiling point and the following melting points for derivatives of your unknown: Your data: • Semicarbazone mp: 141-143 °C 2,4-dinitrophenylhydrazone (2,4-DNP) mp: 114-116 °C Your unknown is: 1) 2) 4) H ~ 요

Organic Chemistry
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Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
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Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
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Unknown compounds can be converted to derivatives such as a 2,4-dinitrophenylhydrazone (2,4-
DNP) or semicarbazone, and then the melting points of the derivatives are used to determine the
identity. Use the data in the following table to identify the unknown:
Compound
Butanal
bp (°C)
2,4-DNP mp (°C) Semicarbazone mp (°C)
75
123
95
Propanal
48
148
89
2-Butanone
80
117
146
3-Pentanone
102
156
138
2-Heptanone
151
89
123
You determine the boiling point and the following melting points for derivatives of your unknown:
Your data:
• Semicarbazone mp: 141-143 °C
2,4-dinitrophenylhydrazone (2,4-DNP) mp: 114-116 °C
Your unknown is:
1)
2)
4)
H
~
요
Transcribed Image Text:Unknown compounds can be converted to derivatives such as a 2,4-dinitrophenylhydrazone (2,4- DNP) or semicarbazone, and then the melting points of the derivatives are used to determine the identity. Use the data in the following table to identify the unknown: Compound Butanal bp (°C) 2,4-DNP mp (°C) Semicarbazone mp (°C) 75 123 95 Propanal 48 148 89 2-Butanone 80 117 146 3-Pentanone 102 156 138 2-Heptanone 151 89 123 You determine the boiling point and the following melting points for derivatives of your unknown: Your data: • Semicarbazone mp: 141-143 °C 2,4-dinitrophenylhydrazone (2,4-DNP) mp: 114-116 °C Your unknown is: 1) 2) 4) H ~ 요
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