HOME PAGE * KS3 SCIENCES * GCSE BIOLOGY CHEMISTRY PHYSICS * ADVANCED LEVEL CHEMISTRY

SPECTROSCOPY INDEXES  *  All Advanced Organic Chemistry Notes  *  [SEARCH BOX]

Advanced Organic Chemistry: H-1 NMR spectrum of ethylbenzene

Scroll down and take time to study the content and/or follow links or [Use the website search box]

The H-1 hydrogen-1 (proton) NMR spectrum of ethylbenzene

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 ethylbenzene

email doc brown

Use your mobile phone or ipad etc. in 'landscape' mode

This is a BIG website, you need to take time to explore it

H-1 proton NMR spectroscopy - spectra index

C8H10 low and high resolution H-1 proton nmr spectrum of ethylbenzene analysis interpretation of chemical shifts ppm spin spin line splitting diagram H1 1-H nmr for ethylbenzene 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 shifts, called chemical shifts, depend on the individual (electronic) chemical environment of the hydrogen atoms in an organic molecule - ethylbenzene here.

The chemical shifts quoted in ppm on the diagram of the H-1 NMR spectrum of ethylbenzene 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 ethylbenzene molecule.

Ethylbenzene, C8H10 , C6H5CH2CH3 , (c) doc b , (c) doc b

Interpreting the H-1 NMR spectrum of ethylbenzene

For relatively simple molecules, the low resolution H-1 NMR spectrum of ethylbenzene is NOT a good starting point.

At low resolution, the protons appear to be in a 5:2:3 ratio, however with very high resolution you can demonstrate that the hydrogen atoms (protons) of ethylbenzene occupy 5 different chemical environments - the proton ratio from chemical shifts (a) to (e) is 1:2:2:2:3.

Considering in detail the chemical shifts (a) to (e) on the H-1 NMR spectrum diagram for ethylbenzene.

Although there are 10 hydrogen atoms in the molecule, there are 5 possible different chemical environments for the hydrogen atoms in ethylbenzene molecule.

The high resolution H-1 NMR spectrum of ethylbenzene

The ppm quoted on the diagram represent the peak of resonance intensity for a particular proton group in the molecule of ethylbenzene - 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 ethylbenzene below.

(a) to (c) 1H Chemical shifts of 7.0 to 7.45

These correspond to three groups of protons of the benzene ring protons on carbon atom 4, atoms 3 = 5 and atoms 2 = 6 (conventional numbering).

All five benzene ring protons of ethylbenzene are in a very similar chemical environment - hence the similarity of chemical shifts.

This theoretical gives proton ratios of 1:2:2, but the proton resonances, and their splittings, are so close as to appear as a ratio group of 5.

I couldn't find very high H-1 NMR resolution data for ethylbenzene from the internet.

However, you can readily apply the n+1 rule to the side-chain alkyl group of ethylbenzene and make some predictions and deductions.

(d) 1H Chemical shift of 2.63 ppm.

This resonance corresponds to the protons of the CH2 group.

It is split into a 1:3:3:1 quartet by the protons of the CH3 group.

Evidence for the presence of a CH3 group in the molecule of ethylbenzene

(e) 1H Chemical shift of 1.22 ppm

This resonance corresponds to the protons of the CH3 group.

It is split into a 1:2:1 triplet by the protons of the CH2 group.

Evidence for the presence of a CH2 group in the molecule of ethylbenzene

In the absence of other similar chemical shifts, (d) and (e) provide evidence of an ethyl group in the ethylbenzene molecule.

Also, note the significant difference in the chemical shifts of alkyl protons compared to those of the aryl (benzene ring) protons in the H-1 NMR spectrum of ethylbenzene.


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: C8H10 Interpreting the proton H-1 NMR spectra of ethylbenzene, low resolution & high resolution proton nmr spectra of ethylbenzene, H-1 nmr spectrum of ethylbenzene, understanding the hydrogen-1 nmr spectrum of ethylbenzene, explaining the line splitting patterns in the high resolution H-1 nmr spectra of ethylbenzene, revising the H-1 nmr spectrum of ethylbenzene, proton nmr of ethylbenzene, ppm chemical shifts of the H-1 nmr spectrum of ethylbenzene, 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 ethylbenzene, how to work out the number of chemically different protons in the structure of the ethylbenzene organic molecule, how to analyse the chemical shifts in the hydrogen-1 H-1 proton NMR spectrum of ethylbenzene using the n+1 rule to explain the spin - spin coupling ine splitting in the proton nmr spectrum of ethylbenzene deducing the nature of the protons from the chemical shifts ppm in the H-1 nmr spectrum of ethylbenzene examining the 1H nmr spectrum of  ethylbenzene analysing the 1-H nmr spectrum of ethylbenzene how do you sketch and interpret the H-1 NMR spectrum of ethylbenzene interpreting interpretation of the H-1 proton NMR spectrum of ethylbenzene C8H10


Links associated with ethylbenzene

The chemistry of AROMATIC COMPOUNDS revision notes INDEX

H-1 proton NMR spectroscopy index  (Please read 8 points at the top of the 1H NMR index page)

ALL SPECTROSCOPY INDEXES

All Advanced Organic Chemistry Notes

Use My Google search site box

Email doc b: chem55555@hotmail.com

 Doc Brown's Chemistry 

*

TOP OF PAGE