[monson]

i made a synthesis of7,7-dichlorobicyclo[4.1.0]heptane  in the lab and now i got the H-NMR specta , and by litreture i know that i got the right product. im having trouble to match the hydrogens to the peaks,i tried to look at the molecule in it chair form, i know that the 2 hydrogens(A) attached to the cl cl group are in the highest ppm than the other 4 (B), but on the last 4 i got 2 different multiplets, which is a match to which hydrogens? i added the spectrum

[OrgXemProf]

The structure that you provided suggests a bicyclo[4.1.0]heptane with a trans ring junction. Wouldn't a three-membered ring that contains a cis ring junction seem more likely?

Then, there's the questions of the protons in the five-membered ring, some of which are cis and others trans to the dichlorocylopropane moiety.

It may prove helpful to prepare an accurate drawing of your compound and then to decide (i) how many magnetically nonequivalent protons are present and (ii) how many of each type.

Your present structure indicates four different types of protons (H_A - H_D). Suggestion: Prepare an accurate structural drawing, then perhaps check again.

Given the spectral dispersion, it seems unlikely that you will be able to perform first-order analysis of the proton NMR spectrum of your compound.

[OrgXemProf]

 Proton NMR assignments in 7,7-dichlorobicyclo[4.1.0] heptane (7,7-dichloronorcarane)

1. See: http://orgspectroscopyint.blogspot.com/2014/08/77-dichlorobicyclo410heptane-77.html (Proton NMR spectrum obtained at 500 MHz)

2. Also see: http://www.molbase.com/en/hnmr_823-69-8-moldata-1425243.html