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A DEPT NMR spectrum is shown for a molecule with the molecular formula of C5H10. Draw the structure that best fits this data. 200 180 160 140 120 100 80 60 40 20 ppm 0

A DEPT NMR spectrum is shown for a molecule with the molecular formula of C5H10. Draw the structure that best fits this data. 200 180 160 140 120 100 80 60 40 20 ppm 0

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL3: Carbon (13c) Nmr Spectroscopy
Section: Chapter Questions
Problem 2CTQ
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**DEPT NMR Spectrum Analysis for C₅H₁₀** A DEPT NMR spectrum is depicted for a molecule with the molecular formula C₅H₁₀. The task is to draw the structure that best fits this data. **Spectrum Details:** - **Horizontal Axis (Chemical Shift in ppm):** The spectrum ranges from 0 to 200 ppm. - **Peaks:** - There are significant peaks at approximately 20 ppm, 40 ppm, and 140 ppm. - The presence and positions of these peaks indicate the types of carbon environments present in the molecule. **Diagram Explanation:** - **Peak at ~20 ppm:** Typically corresponds to an alkyl carbon, possibly a methyl or methylene group. - **Peak at ~40 ppm:** Likely indicates a more substituted carbon, such as a methine (tertiary carbon) in alkyl chains. - **Peak at ~140 ppm:** Suggests an unsaturated carbon, possibly part of an alkene group due to the higher ppm value. **Drawing the Structure:** Consider the presence of alkyl and alkene groups implied by the NMR data. The likely structure could be a simple pentene. Using this information, a possible structure matching the data is the linear or branched form of an alkene, such as 1-pentene or 2-pentene, where the unsaturation corresponds to the 140 ppm peak.
Transcribed Image Text:**DEPT NMR Spectrum Analysis for C₅H₁₀** A DEPT NMR spectrum is depicted for a molecule with the molecular formula C₅H₁₀. The task is to draw the structure that best fits this data. **Spectrum Details:** - **Horizontal Axis (Chemical Shift in ppm):** The spectrum ranges from 0 to 200 ppm. - **Peaks:** - There are significant peaks at approximately 20 ppm, 40 ppm, and 140 ppm. - The presence and positions of these peaks indicate the types of carbon environments present in the molecule. **Diagram Explanation:** - **Peak at ~20 ppm:** Typically corresponds to an alkyl carbon, possibly a methyl or methylene group. - **Peak at ~40 ppm:** Likely indicates a more substituted carbon, such as a methine (tertiary carbon) in alkyl chains. - **Peak at ~140 ppm:** Suggests an unsaturated carbon, possibly part of an alkene group due to the higher ppm value. **Drawing the Structure:** Consider the presence of alkyl and alkene groups implied by the NMR data. The likely structure could be a simple pentene. Using this information, a possible structure matching the data is the linear or branched form of an alkene, such as 1-pentene or 2-pentene, where the unsaturation corresponds to the 140 ppm peak.
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