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Using Proton NMR

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)

jameson-sparks
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Using Proton NMR

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  1. Using Proton NMR

  2. How many Protonenvironments?

  3. How many Protonenvironments?

  4. How many Protonenvironments?

  5. How many Protonenvironments?

  6. 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)

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

  8. Ethanal 2.2 ppm 9.8 ppm

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

  10. 1.2ppm 2-propanol 2.2ppm 4.0 ppm

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

  12. 2.0ppm Ethyl ethanoate 1.3ppm 4.1 ppm

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

  14. Draw a Proton NMR to represent 1-Bromopropane

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

  16. Draw a Proton NMR to represent Butanoic acid

  17. 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]

  18. 2 proton peak at δ = 3.3-4.3 – singlet (-CH2-) 11 proton peak at δ = 3.5-5.5 – singlet (-OH) 11 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 labelledLabelled 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

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