[18]-Annulene shows two signals in its 1H NMR spectrum: one at 9.25 ppm and the other to the right of the TMS signal at –2.88 ppm. What hydrogens are responsible for each of the signals? (Hint: Look at the direction of the induced magnetic field outside and inside the benzene ring in Figure 14.6.)
Ch. 14 - NMR Spectroscopy
14장, 문제 14e
Without referring to Table 14.1, label the proton or set of protons in each compound that gives the signal at the lowest frequency a, at the next lowest b, and so on.
e. 
검증된 단계별 안내1
Step 1: Analyze the structure of the compound provided. The molecule contains a ketone functional group (C=O) and several types of protons attached to different carbon environments.
Step 2: Identify the different sets of protons in the molecule. These include: (a) the methyl protons (CH3) attached to the tertiary carbon, (b) the methylene protons (CH2) adjacent to the carbonyl group, and (c) the aldehyde proton (H attached to the carbonyl carbon).
Step 3: Consider the chemical environment of each set of protons. The aldehyde proton is deshielded due to the electronegative oxygen in the carbonyl group, making it resonate at the highest frequency. The methylene protons are less deshielded but still influenced by the carbonyl group, resonating at a lower frequency than the aldehyde proton. The methyl protons are in a relatively shielded environment, resonating at the lowest frequency.
Step 4: Assign labels based on the frequency of resonance. The methyl protons (CH3) resonate at the lowest frequency and are labeled 'a'. The methylene protons (CH2) resonate at the next lowest frequency and are labeled 'b'. The aldehyde proton resonates at the highest frequency and is labeled 'c'.
Step 5: Summarize the labeling: (a) methyl protons (CH3), (b) methylene protons (CH2), (c) aldehyde proton (H attached to the carbonyl carbon). This order reflects the increasing frequency of resonance due to the chemical environment.

비슷한 문제에 대한 검증된 영상 답변:
이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
4m주요 개념
질문에 올바르게 답하기 위해 반드시 이해해야 하는 핵심 개념들은 다음과 같습니다.
Chemical Shift in NMR Spectroscopy
The chemical shift in NMR spectroscopy refers to the resonance frequency of a nucleus relative to a standard in a magnetic field. It is influenced by the electronic environment surrounding the nucleus, with protons in electron-rich environments appearing at higher frequencies (lower ppm values) and those in electron-poor environments at lower frequencies (higher ppm values). Understanding chemical shifts is crucial for interpreting NMR spectra and identifying different types of protons in a molecule.
추천 영상:
1H NMR Chemical Shifts
Proton Environment
The proton environment describes the specific surroundings of hydrogen atoms in a molecule, which can affect their NMR signals. Factors such as electronegativity of nearby atoms, hybridization, and steric hindrance can alter the magnetic environment, leading to variations in chemical shifts. Recognizing the different environments helps in predicting which protons will resonate at lower or higher frequencies in an NMR spectrum.
추천 영상:
Proton Splitting
Integration in NMR
Integration in NMR spectroscopy refers to the area under the peaks in the spectrum, which correlates to the number of protons contributing to that signal. This quantitative aspect allows chemists to determine the relative number of protons in different environments. By analyzing the integration values, one can deduce the structure of the compound and the ratio of different types of protons present.
추천 영상:
1H NMR Integration
관련 실천
교과서 질문
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1
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교과서 질문
Which underlined proton (or sets of protons) has the greater chemical shift (that is, the higher frequency signal)?
c.
d.
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교과서 질문
How would integration distinguish the 1H NMR spectra of the following compounds?
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교과서 질문
Without referring to Table 14.1, label the proton or set of protons in each compound that gives the signal at the lowest frequency a, at the next lowest b, and so on.
h.
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교과서 질문
Which underlined proton (or sets of protons) has the greater chemical shift (that is, the higher frequency signal)?
a.
b.
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교과서 질문
Without referring to Table 14.1, label the proton or set of protons in each compound that gives the signal at the lowest frequency a, at the next lowest b, and so on.
c. ClCH2CH2CH2Cl
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