Using Proton NMR.

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Presentation transcript:

Using Proton NMR

How many Proton environments?

How many Proton environments?

How many Proton environments?

How many Proton environments?

Proton NMR Spectra Number of environments = number of peaks Number of protons in environment = relative peak area (integral) Number of protons on neighbouring carbon = splitting pattern (eg. doublet, triplet) Type of proton environment = chemical shift (compare with datasheet)

Doublet 1H – NMR C2 H4 O Quartet 1 3 Integral

Ethanal 2.2 ppm 9.8 ppm

Quartet 1H – NMR C3H8O Singlet Septet (7) Integral 1 1 6

1.2ppm 2-propanol 2.2ppm 4.0 ppm

Singlet 1H – NMR C4H8O2 Triplet Quartet Integral 2 3 3

2.0ppm Ethyl ethanoate 1.3ppm 4.1 ppm

Draw a Proton NMR to represent 1-Bromopropane – label with chemical shift, splitting pattern and relative integration

Draw a Proton NMR to represent 1-Bromopropane

Draw a Proton NMR to represent Butanoic acid – label with chemical shift, splitting pattern and relative integration

Draw a Proton NMR to represent Butanoic acid

Sketch the 1H NMR spectrum of compound X (see right) and label the relative peak areas. Label any peaks that would be lost from the spectrum on shaking with D2O. [4]

2 proton peak at δ = 3. 3-4. 3 – singlet (-CH2-) 2 proton peak at δ = 3.3-4.3 – singlet (-CH2-) 1 1 proton peak at δ = 3.5-5.5 – singlet (-OH) 1 1 proton peak at δ = 11.0-11.7 – singlet (-COOH) 1 (ranges of chemical shift (δ) values taken from data sheet) • penalise each error once only • ignore peak areas/heights unless incorrectly labelled Labelled diagram of the structure of G proposed by the student may be used to provide evidence for the positioning of peaks on the sketched spectrum. Both OH and COOH protons disappear on shaking with D2O 1