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Advanced Organic Chemistry: 1H NMR spectrum of 1,4-dioxane

Interpreting the H-1 hydrogen-1 (proton) NMR spectrum of 1,4-dioxane

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 1,4-dioxane

1H proton nmr spectrum of 1,4-dioxane low/high resolution diagrams C4H8O2 analysis interpretation of chemical shifts ppm spin spin line splitting diagram H1 H-1 nmr for para-dioxane explaining spin-spin coupling for line splitting doc brown's advanced organic chemistry revision notes

TMS is the acronym for tetramethylsilane, formula Si(CH3)4, whose protons are arbitrarily given a chemical shift of 0.0 ppm. This is the 'standard' in 1H NMR spectroscopy and all other proton resonances, called chemical shifts, are measured with respect to the TMS, and depend on the individual (electronic) chemical environment of the hydrogen atoms in an organic molecule - 1,4-dioxane here.

The chemical shifts quoted in ppm on the diagram of the H-1 NMR spectrum of 1,4-dioxane represent the peaks of the intensity of the chemical shifts of (which are often groups of split lines at high resolution) AND the relative integrated areas under the peaks gives you the ratio of protons in the different chemical environments of the 1,4-dioxane molecule.

Interpreting the H-1 NMR spectrum of 1,4-dioxane

Chemical shift (a) on the H-1 NMR spectrum diagram for 1,4-dioxane.

Although there are ? hydrogen atoms in the molecule, there are only ? possible different chemical environments for the hydrogen atoms in 1,4-dioxane molecule.

The integrated signal proton ratio ?:? observed in the high resolution H-1 NMR spectrum, corresponds with the structural formula of 1,4-dioxane.

The high resolution 1H NMR spectrum of 1,4-dioxane

The ppm quoted on the diagram represent the peak of resonance intensity for a particular proton group in the molecule of 1,4-dioxane - since the peak' is at the apex of a band of H-1 NMR resonances due to spin - spin coupling field splitting effects - see high resolution notes on 1,4-dioxane below.

(a) 1H Chemical shift 3.69 for ALL of the CH2 protons.

Because of the high symmetry of the 1,4-dioxane molecule, all 4 protons are ALL equivalent to each other, so there is no splitting of the single proton resonance line - they don't 'split' each other.

Number of directly adjacent protons 1H causing splitting Splitting pattern produced from the n+1 rule on spin-spin coupling and the theoretical ratio of line intensities
0 means no splitting             1            
1 creates a doublet           1   1          
2 creates a triplet         1   2   1        
3 creates a quartet       1   3   3   1      
4 creates a quintet     1   4   6   4   1    
5 creates a sextet   1   5   10   10   5   1  
6 creates a septet 1   6   15   20   15   6   1

Key words & phrases: C4H8O2 Interpreting the proton H-1 NMR spectra of 1,4-dioxane, low resolution & high resolution proton nmr spectra of 1,4-dioxane, H-1 nmr spectrum of 1,4-dioxane, understanding the hydrogen-1 nmr spectrum of 1,4-dioxane, explaining the line splitting patterns from spin-spin coupling  in the high resolution H-1 nmr spectra of 1,4-dioxane, revising the H-1 nmr spectrum of 1,4-dioxane, proton nmr of 1,4-dioxane, ppm chemical shifts of the H-1 nmr spectrum of 1,4-dioxane, 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 1,4-dioxane, how to work out the number of chemically different protons in the structure of the 1,4-dioxane organic molecule, how to analyse the chemical shifts in the hydrogen-1 H-1 proton NMR spectrum of 1,4-dioxane using the n+1 rule to explain the spin - spin coupling ine splitting in the proton nmr spectrum of 1,4-dioxane deducing the nature of the protons from the chemical shifts ppm in the H-1 nmr spectrum of 1,4-dioxane examining the 1H nmr spectrum of  1,4-dioxane analysing the 1-H nmr spectrum of 1,4-dioxane how do you sketch and interpret the H-1 NMR spectrum of 1,4-dioxane interpreting interpretation of the 1H proton spin-spin coupling causing line splitting in the NMR spectrum of 1,4-dioxane  assignment of chemical shifts in the proton 1H NMR spectrum of 1,4-dioxane formula explaining spin-spin coupling for line splitting for 1,4-dioxane para-dioxane p-dioxane ether functional group

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