Question

Be sure to answer all parts. There are three different dichloroethylenes (molecular formula C2H2Cl2), which we can designate X, Y, and Z. Compound X has no dipole moment, but compound Z does. Compounds X and Z each combine with hydrogen to give the same product: C2H2Cl2(X or Z) + H2 → ClCH2―CH2Cl What are the structures of X, Y, and Z? Be sure to include lone pair electrons

Answer 1

Answer:

Explanation:Since the compound X has no net-dipole moment so we can ascertain that this compound is not associated with any polarity.

hence the compound must be overall non-polar. The net dipole moment of compound is zero means that the vector sum of individual dipoles are zero and hence the two individual bond dipoles associated with C-Cl bond  must be oriented in  the opposite directions with respect to each other.]

So we can propose that compound X must be trans alkene as only in trans compounds the individual bond dipoles cancel each other.

If one isomer of the alkene is trans then the other two isomers may be cis .

Since the two alkenes give the same molecular formula on hydrogenation which means they are quite similar and only slightly different.

The two possibility of cis structures are possible:

in the first way it is possible the one carbon has two chlorine substituents and the carbon has two hydrogens.

Or the other way could be that two  chlorine atoms are present on the two carbon atoms in cis manner that is on the same side and two hydrogens are also present on the different carbon atoms in the same manner.

Kindly refer the attachments for the structure of compounds: