Integration of H NMR Signals - Spectroscopy - Organic Chemistry

The Organic Chemistry Tutor
2 Jan 201905:29
EducationalLearning
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TLDRThis script explains the process of identifying protons in a ketone molecule using its hydrogen nuclear magnetic resonance (HMR) spectrum. It highlights the importance of integration, which measures the area under the signal's curve to determine the number of protons corresponding to each signal. The script clarifies that taller signals represent more protons, while shorter signals correspond to fewer protons. It also discusses the impact of free rotation around single bonds on the chemical environment of methyl groups, emphasizing that identical methyl groups will produce the same signal in the HMR spectrum.

Takeaways
  • πŸ§ͺ The script discusses the identification of protons in a ketone molecule using its HMR (Hydrogen Magnetic Resonance) spectrum.
  • πŸ“Š Two different signals in the HMR spectrum correspond to two different types of protons within the molecule.
  • πŸ” Signal A in the spectrum represents nine identical methyl protons, while Signal B represents three protons in another methyl group.
  • πŸ“ Integration is a key concept for determining which signal corresponds to which set of protons, based on the area under the curve of the signal.
  • πŸ“ The area under the curve is proportional to the number of hydrogen atoms contributing to each signal, which helps in signal identification.
  • πŸ“ˆ Signal A with nine protons will appear taller in the spectrum than Signal B with three protons, due to the greater number of contributing protons.
  • πŸ”’ The ratio of the integral trace of two signals is proportional to the ratio of the protons that create those signals, as demonstrated by dividing the areas under the curves.
  • 🌐 The tallest signal in the HMR spectrum corresponds to the most number of protons, and the shortest to the least, a principle used to match signals to protons.
  • πŸ”¬ Another example of a ketone molecule with multiple methyl groups is used to illustrate the process of signal identification through integration.
  • πŸ”„ Free rotation around single bonds can affect the perceived chemical environment of methyl groups, but in this case, it does not change their chemical equivalence.
  • πŸ“‰ Signal identification in the second example involves matching the tallest peak to the most protons (Signal A with nine), the second tallest to the next highest number (Signal B with six), and the shortest to the fewest (Signal C with three).
Q & A
  • What is a ketone molecule?

    -A ketone molecule is a type of organic compound with a carbonyl group (C=O) bonded to two other carbon atoms.

  • What is an HMR spectrum?

    -An HMR (Hydrogen Nuclear Magnetic Resonance) spectrum is a type of spectroscopy that provides information about the number and type of hydrogen atoms in a molecule.

  • Why are the three methyl groups in the first example considered identical for signal A?

    -The three methyl groups are identical because they are in the same chemical environment and contribute equally to the signal, resulting in one signal for all nine protons.

  • What is the concept of integration in NMR spectroscopy?

    -Integration in NMR spectroscopy refers to the process of measuring the area under the peaks in the spectrum, which is proportional to the number of protons contributing to that signal.

  • How does the height of a signal in an HMR spectrum relate to the number of protons?

    -The height of a signal in an HMR spectrum is proportional to the number of protons contributing to that signal; a taller signal indicates more protons.

  • What does the ratio of the integral trace of two signals represent?

    -The ratio of the integral trace of two signals is proportional to the ratio of the number of protons that make up those signals.

  • How does free rotation around a single bond affect the chemical environment of methyl groups?

    -Free rotation around a single bond allows methyl groups to interchange positions, making them chemically equivalent and contributing to the same signal in an HMR spectrum.

  • Why does the tallest signal in an HMR spectrum correspond to the most number of protons?

    -The tallest signal corresponds to the most number of protons because the signal's height is proportional to the number of protons contributing to it, as per the integration concept.

  • How can you use integration to connect a proton with the corresponding signal in an HMR spectrum?

    -By comparing the integral traces of different signals, you can determine which signal corresponds to which set of protons, with the tallest signal corresponding to the most protons and the shortest to the least.

  • In the second example, why are the two methyl groups attached to the same carbon considered identical for signal B?

    -The two methyl groups attached to the same carbon are considered identical for signal B because they are in the same chemical environment and are interchangeable due to free rotation, contributing equally to the signal.

Outlines
00:00
πŸ§ͺ Understanding NMR Integration in Ketone Molecules

This paragraph explains the process of identifying different types of protons within a ketone molecule using Nuclear Magnetic Resonance (NMR) spectroscopy. The focus is on understanding the integration of signals in the NMR spectrum, which is crucial for determining the number of protons contributing to each signal. The speaker illustrates this by comparing the signals of two methyl groups, one with nine protons (signal A) and the other with three protons (signal B), and explains how the height of the signal correlates with the number of protons. The concept of integration is used to match signals with the corresponding protons, with the integral trace indicating the area under the curve, which is proportional to the number of hydrogen atoms. The example provided helps to clarify the relationship between signal height and the number of protons, emphasizing that the tallest signal corresponds to the most protons.

05:01
πŸ” Further Exploration of NMR Signal Integration

The second paragraph delves deeper into the application of NMR signal integration, using another ketone molecule as an example. It discusses the identification of different sets of protons and their corresponding signals in the NMR spectrum. The paragraph highlights the importance of recognizing chemically identical protons, even if they appear to be in different environments due to the molecule's structure. The concept of free rotation around single bonds is introduced to explain why certain methyl groups, despite being in proximity to different functional groups, are chemically equivalent. The paragraph concludes with an exercise for the viewer to identify the correct signals for a set of methyl groups, emphasizing the use of integration to match the tallest peak with the most protons, the second tallest with the next highest number, and so on.

Mindmap
Keywords
πŸ’‘Ketone molecule
A ketone molecule is an organic compound characterized by the presence of a carbonyl group (C=O) bonded to two carbon atoms. In the context of the video, the ketone molecule is the central structure being analyzed, with its protons (hydrogen atoms) being the focus of the discussion on how they appear in the hydrogen nuclear magnetic resonance (HMR) spectrum.
πŸ’‘HMR spectrum
HMR, or hydrogen magnetic resonance, is a type of spectroscopy used to determine the structure of organic compounds by analyzing the magnetic properties of hydrogen atoms. The video script discusses how different signals in the HMR spectrum correspond to different types of protons within a ketone molecule, highlighting the importance of this technique in structural analysis.
πŸ’‘Proton
In the context of the video, a proton refers to a hydrogen atom in a molecule. The script explains how the number of protons in different groups of a molecule affects the signals observed in the HMR spectrum, with more protons resulting in a taller signal.
πŸ’‘Signal
A signal in the HMR spectrum is a peak that represents a group of protons in a molecule. The video script uses the term to describe the different peaks observed, which correspond to different types of protons in the ketone molecule, and how their integration can be used to determine the number of protons they represent.
πŸ’‘Integration
Integration in the context of the video refers to the process of measuring the area under the curve of a signal in the HMR spectrum, which is proportional to the number of protons that create that signal. The script explains how integration helps in identifying which signal corresponds to which set of protons in a molecule.
πŸ’‘Methyl group
A methyl group is a chemical group with the formula -CH3, consisting of one carbon atom bonded to three hydrogen atoms. The video script mentions methyl groups as part of the ketone molecule and discusses how identical methyl groups result in a single signal in the HMR spectrum.
πŸ’‘Chemical environment
The chemical environment refers to the local chemical context in which a particular atom or group of atoms is situated within a molecule. The video script discusses how the chemical environment can affect the appearance of signals in the HMR spectrum, but also how free rotation around single bonds can make certain groups chemically equivalent.
πŸ’‘Free rotation
Free rotation is the ability of atoms within a molecule to rotate around a bond without significant energy barriers. The script mentions free rotation to explain why certain methyl groups, despite appearing to be in different chemical environments, are actually chemically identical due to their ability to rotate and switch positions.
πŸ’‘Chemical shift
Chemical shift in the context of the video refers to the variation in the resonance frequency of a nucleus in a magnetic field due to its chemical environment. The script does not explicitly mention chemical shift, but it is implied when discussing how different signals appear at different positions (ppm) in the HMR spectrum.
πŸ’‘ppm
ppm stands for parts per million and is a unit used to express the chemical shift in the HMR spectrum. The script uses ppm to specify the position of different signals in the spectrum, indicating the relative environment of the protons within the molecule.
Highlights

Introduction of a ketone molecule and its corresponding HMR spectrum.

Identification of two different signals in the HMR spectrum representing different types of protons.

Explanation of the nine identical methyl protons showing up as one signal (Signal A).

Differentiation of the three protons in another methyl group as Signal B.

Concept of integration in NMR spectroscopy and its relation to the number of hydrogen atoms.

Proportional relationship between the area under the curve and the number of protons.

Signal A corresponding to 9 protons at 1 ppm and Signal B to 3 protons at 2.3 ppm.

Taller signals in the spectrum indicate a greater number of protons.

Shorter signals indicate fewer protons, with the ratio of integral trace reflecting the ratio of protons.

Calculation example using the integral trace to determine the correspondence of signals to protons.

Introduction of another ketone molecule with multiple methyl groups.

Drawing the corresponding HMR spectrum for the new ketone molecule.

Identification of different sets of protons in the new molecule and their corresponding signals.

Importance of free rotation around single bonds in determining chemical equivalence of protons.

Differentiation of a unique methyl group as the third signal in the spectrum.

Using integration to connect the tallest peak (Signal A) with the greatest number of protons.

Connecting Signal B with six protons as the second highest peak.

Assigning Signal C with three protons as the shortest peak in the spectrum.

Summary of using integration to connect protons with corresponding signals in HMR spectroscopy.

Transcripts
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