Homework Help is Here – Start Your Trial Now!
Science
Chemistry
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
ChapterL4: Proton (1h) Nmr Spectroscopy
Section: Chapter Questions
Problem 24CTQ
See similar textbooks
icon
Related questions
Question
100%
**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.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
NMR Spectroscopy of Organic Molecules
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
SEE MORE TEXTBOOKS