Answer to Question #121464 in Organic Chemistry for Andria Fernandes

Question

Deduce the stepwise the structure of following on the given spectral data. Assign the
chemical shift values to the respective protons in the final structure:
Molecular Formula : C6H16N2
PMR values:- δ1.29, quintet; δ1.53, quintet; δ 2.65, t; in the ratio 1:1:1. In addition abroad signal is seen for 4 protons which are exchangeable with D2O.

Answer 1

PMR signal for proton ( Hydrogen)

$\delta$ 1.29 triplet

It's means that proton surrounded by two proton CH₂-CH₂-

$\delta$ 1.53 quintet

It's means proton surrounded by four hydrogen -CH₂-CH₂-CH₂

$\delta$ 2.65 quintet

It's means these proton surrounded by four hydrogen and upfield value

NH₂-CH₂-CH_2-

four proton show broad signal and exchange with D₂O that means these are NH₂ proton

The value of proton except NH₂ are in

1:1:1 that means compound is symmetrical

Structure of compound on above data is

NH₂-CH₂-CH₂-CH₂-CH₂-CH₂-CH₂-NH₂