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Advanced Organic Chemistry: C13 NMR spectrum of propan-2-amine

Interpreting the Carbon-13 NMR spectrum of propan-2-amine (2-aminopropane, 2-propanamine, 2-propylamine, isopropylamine)

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 propan-2-amine (2-aminopropane)

13C nmr spectrum of propan-2-amine (2-aminopropane) C3H9N (CH3)2CHNH2 analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of isopropylamine 2-propylamine 2-propanamine 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 - propan-2-amine (2-aminopropane) here.

propan-2-amine, 2-aminopropane, 2-propylamine, 2-propanamine, isopropylamine, (c) doc b, (c) doc b

Interpreting the C-13 NMR spectrum of propan-2-amine (2-aminopropane)

As you can see from the diagram above there are 2 different chemical shift lines in the C-13 NMR spectrum of propan-2-amine (2-aminopropane) indicating 2 different chemical environments of the 3 carbon atoms of propan-2-amine (2-aminopropane).

(CH3)2CHNH2

(Note the 2 different colours indicating the 2 different chemical environments of the 3 carbon atoms in propan-2-amine (2-aminopropane)).

13C chemical shifts (a) to (b) on the C-13 NMR spectrum diagram for propan-2-amine (2-aminopropane).

The two carbon atoms of the methyl groups are equivalent to each other.

The carbon-13 NMR spectra provides direct evidence of 2 different carbon atom environments for the 3 carbon atoms in the propan-2-amine (2-aminopropane) molecule, deduced from the presence of 3 different 13C NMR chemical shifts (ppm).


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