Question
what structure would be deduced from this NMR spectrum
Agilent Technologies 399.978 Mtz H1 10 in edel3 (ret, to CDCI3@ 7.26 ppm) 6.8 6.7 Ppm 7 6 4 2 2.011.96 3.76 6.10 1.97 4.08 3.
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Answer #1

CH3-CH2- CH2 CH=CH-CH2-CH2-CH3

probably trans if the coupling constants are between 10-15j

and cis if coupling constants are betwen 6-10j

the methyl protons at ends give 1.1ppm chemical shift corresponding to integration 6 then the second give chemical shift around 2.8 for integration 4 and 4ppm chemical shift for integration 4 that bondended to sp2 carbon and h bondended to sp2 carbon shows chemical shift of 6.8ppm.

note: this structure is predicted only taking the hydrogen and carbon into account. presence of hetero a tom which is not clear by the spectrum can yield different structure.

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