Advanced Organic Chemistry: H-1 NMR spectrum of butan-1-ol
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Interpreting the H-1 hydrogen-1 (proton) NMR spectrum of butan-1-ol (1-butanol, prim-butyl alcohol, n-butyl alcohol) CH3CH2CH2CH2OH Doc Brown's Chemistry Advanced Level Pre-University Chemistry Revision Study Notes for UK IB KS5 A/AS GCE advanced A level organic chemistry students US K12 grade 11 grade 12 organic chemistry courses involving molecular spectroscopy analysing H-1 NMR spectra of butan-1-ol 1-butanol Use your mobile phone in 'landscape' mode? H-1 proton NMR spectroscopy - spectra index
Chemical shift 2.24 ppm OH proton
Chemical shift 2.24 ppm 3rd CH2 protons
Note the increase in chemical shift as the alkyl protons are closer to the electronegative oxygen of the OH group.
Extra note on the OH proton resonance If the alcohol is impure, containing water or any source of labile protons, because water and the alcohol exchange protons e.g.
This means the CH2 protons no longer experience a 'simple' local field from one singlet proton from two possible orientations, but, over a finite period, experience the averaging effect of exchanging protons. This removes the spin - spin coupling effect and the OH proton resonance just shows up as a singlet if the butan-1-ol contains even a trace of water (or acid). This sort of exchange cannot happen with the alkyl protons, but is common with molecules containing a hydroxylic (OH) hydrogen atom like alcohols and carboxylic acids. Not only that, you also get proton transfer between the alcohol molecules i.e.
So, in butan-1-ol, all you usually see in the H-1 NMR spectrum is the mutual splitting of the CH2 and CH3 proton resonances plus a singlet line for the OH proton resonance.
Key words & phrases: 1-butanol n-butyl alcohol Interpreting the proton H-1 NMR spectra of butan-1-ol, low resolution & high resolution proton nmr spectra of butan-1-ol, H-1 nmr spectrum of butan-1-ol, understanding the hydrogen-1 nmr spectrum of butan-1-ol, explaining the line splitting patterns in the high resolution H-1 nmr spectra of butan-1-ol, revising the H-1 nmr spectrum of butan-1-ol, proton nmr of butan-1-ol, ppm chemical shifts of the H-1 nmr spectrum of butan-1-ol, explaining and analyzing spin spin line splitting in the H-1 nmr spectrum, how to construct the diagram of the H-1 nmr spectrum of butan-1-ol, how to work out the number of chemically different protons in the structure of the butan-1-ol organic molecule, how to analyse the chemical shifts in the hydrogen-1 H-1 proton NMR spectrum of butan-1-ol using the n+1 rule to explain the spin - spin coupling ine splitting in the proton nmr spectrum of butan-1-ol deducing the nature of the protons from the chemical shifts ppm in the H-1 nmr spectrum of butan-1-ol examining the 1H nmr spectrum of butan-1-ol analysing the 1-H nmr spectrum of butan-1-ol how do you sketch and interpret the H-1 NMR spectrum of butan-1-ol 1-butanol n-butyl alcohol How do you interpret the H-1 NMR spectrum of 1-butanol butan-1-ol How to interpret the H-1 NMR spectrum of 1-butanol butan-1-ol Explanatory diagram of the chemical shifts of the 1H H-1 proton NMR spectrum of the 1-butanol butan-1-ol molecule in terms of its molecular structure. Listing data of all the chemical shift peaks in ppm in the proton NMR spectrum of 1-butanol butan-1-ol. How to explain the H-1 NMR spectrum of 1-butanol butan-1-ol. The chemical shifts and integrated values of the proton ratios in the 1-H NMR spectrum of the 1-butanol butan-1-ol molecule. How to work out the molecular structure of the 1-butanol butan-1-ol molecule from its proton NMR spectrum. The uses and distinctive features of the proton NMR spectrum of the 1-butanol butan-1-ol molecule explained. What does the H-1 proton NMR spectrum chemical shifts tell us about the structure and properties of the 1-butanol butan-1-ol molecule? Links associated with butan-1-ol The infrared spectrum of butan-1-ol (1-butanol) The mass spectrum of butan-1-ol (1-butanol,) The C-13 NMR spectrum of butan-1-ol (1-butanol) The chemistry of ALCOHOLS revision notes INDEX H-1 proton NMR spectroscopy index
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