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Advanced Organic Chemistry: Carbon-13 NMR spectrum of 1-iodopropane

Interpreting the Carbon-13 NMR spectrum of 1-iodopropane (n-propyl iodide)

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 C-13 NMR spectra of 1-iodopropane

13C nmr spectrum of 1-iodopropane C3H7I CH3CH2CH2I analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of propyl iodide C13 13-C nmr doc brown's advanced organic chemistry revision notes 

TMS is the acronym for tetramethylsilane, formula Si(CH3)4, whose 13C atoms are arbitrarily given a chemical shift of 0.0 ppm. This is the 'standard' in 13C NMR spectroscopy and all other 13C resonances, called chemical shifts, are measured with respect to the TMS, and depend on the individual (electronic) chemical environment of the 13C atoms in an organic molecule - 1-iodopropane here.

1-iodopropane, C3H7I, CH3CH2CH2I, CH3-CH2-CH2-I

Interpreting the C-13 NMR spectrum of 1-iodopropane

As you can see from the diagram above there are 3 different chemical shift lines in the C-13 NMR spectrum of 1-iodopropane indicating 3 different chemical environments of the 3 carbon atoms of 1-iodopropane.

CH3-CH2-CH2-I

(Note the 3 different colours indicating the 3 different chemical environments of the 3 carbon atoms in 1-iodopropane).

13C chemical shifts (a) to (c) on the C-13 NMR spectrum diagram for 1-iodopropane.

(a) The 13C NMR chemical shift of 15.3 ppm for the methyl group carbon atom.

(b) The 13C NMR chemical shift of 26.9 ppm for the 'middle' CH2 group carbon atom.

(c) The 13C NMR chemical shift of 9.2 ppm for the CH2 group carbon atom attached to the iodine atom.

The carbon-13 NMR spectra provides direct evidence of 3 different carbon atom environments for the 3 carbon atoms in the 1-iodopropane molecule, deduced from the presence of 3 different 13C NMR chemical shifts (ppm).


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Links associated with 1-iodopropane

The chemistry of HALOGENOALKANES (haloalkanes) revision notes INDEX

The infrared spectrum of 1-iodopropane (n-propyl iodide)

The mass spectrum of 1-iodopropane (n-propyl iodide)

The H-1 NMR spectrum of 1-iodopropane (n-propyl iodide)

C-13 NMR spectroscopy index

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