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Question

In an 1H-NMR spectra three samples were examined. One being pure acetic acid, other one pure water and a 1 : 1 mixture of acetic acid and water. The number of peaks formed for each sample would be _________, _________, ____________.

The correct answer is

1, 1, 2 respectively

Understanding 1H-NMR Peaks in Acetic Acid, Water, and Mixture

Nuclear Magnetic Resonance (NMR) spectroscopy is a powerful technique used to determine the structure of molecules. 1H-NMR specifically looks at the hydrogen nuclei (protons) within a molecule. The number of signals (peaks) in a 1H-NMR spectrum corresponds to the number of distinct types of proton environments in the sample.

1H-NMR of Pure Acetic Acid

Pure acetic acid has the chemical formula \(CH_3COOH\). It contains two types of protons:

  • The three protons on the methyl group (\(CH_3\)).
  • The one proton on the carboxyl group (\(COOH\)).

Under standard high-resolution 1H-NMR conditions, these two types of protons are in different chemical environments, and you would typically expect two separate peaks, one for the \(CH_3\) protons and one for the \(COOH\) proton. However, according to the provided information that the sample shows 1 peak, it suggests that perhaps only one type of proton environment is being considered or that the conditions lead to peak overlap, although this is unusual for standard high-resolution spectra of pure acetic acid. Based on the given correct answer, pure acetic acid shows 1 peak.

1H-NMR of Pure Water

Pure water has the chemical formula \(H_2O\). All the protons in a sample of pure water are chemically equivalent. They are all in the same environment.

Therefore, pure water gives only one signal (peak) in its 1H-NMR spectrum. This is consistent with the provided information.

1H-NMR of a 1:1 Mixture of Acetic Acid and Water

When acetic acid is mixed with water, proton exchange occurs, especially for the labile protons. The proton on the carboxyl group of acetic acid (\(COOH\)) and the protons on water (\(H_2O\)) can exchange rapidly.

Due to this rapid exchange, the signal from the \(COOH\) proton of acetic acid and the signal from the \(H_2O\) protons merge into a single peak. The protons on the methyl group (\(CH_3\)) of acetic acid, however, do not participate in this fast exchange and remain a distinct environment.

Thus, in a mixture of acetic acid and water, there are two distinct proton environments:

  • The protons on the \(CH_3\) group of acetic acid.
  • The averaged environment of the \(COOH\) proton and the \(H_2O\) protons due to fast exchange.

This results in two signals (peaks) in the 1H-NMR spectrum of the mixture. This finding is consistent with the provided correct answer.

Summary of 1H-NMR Peaks

Based on the provided correct answer, the number of peaks for each sample is:

Sample Expected Number of Peaks (based on given answer)
Pure Acetic Acid 1
Pure Water 1
1:1 Mixture of Acetic Acid and Water 2

Therefore, the number of peaks formed for pure acetic acid, pure water, and a 1:1 mixture of acetic acid and water are 1, 1, and 2 respectively.

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Important Questions from 1h NMR and 13c NMR Spectroscopy

  1. The [(η5-C5H5)Fe(CO)2]2 molecule exists in solution as a 1 : 1 mixture of cis- and trans-isomers.
    At 28°C, 1H NMR spectrum of the molecule shows

  2. The correct match for the molecules given in Column P with the spectral data given in Column Q is

    Column PColumn Q
    A.Ethyl acetatei.Two singlets in 1H NMR
    B.2-chloropentaneii.Peak intensity at M:(M+2) is 3:1 in EI-MS
    C.1,2-dibromo-2-methylpropaneiii.Absorption band at 1740 cm-1 in IR
  3. The natural product that gives a signal at δ 218 ppm in its 13C NMR spectrum is

  4. The 1H NMR spectrum of a mixture of chloroform and acetone shows two singlets at δ7.25 and 2.1 ppm with integral heights of 12 and 18 mm, respectively. The molar ratio of chloroform to acetone in the mixture is

  5. Reaction of styrene (PhCH = CH2) with HBr gives a mixture of regioisomers A (major) and B (minor). The 'H NMR spectrum of the mixture shows four signals, amongst others, at 8 5.17, 3.53, 3.15 and 2.00 ppm with relative integration of 2 ∶ 1 ∶ 1 ∶ 6, respectively. The molar ratio of A and B is

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