Question

4. Walking across campus one day, you find a vial containing a powdery substance. You take it back to the lab to perform elemental analysis and you determine that it is a pure compound with the chemical formula CsoHieN a. (2.5) Calculate-SHOW YOUR WORK-the hydrogen deficiency index represented by the formula CoHeN2 HDI-(2C + 2 + N-H-X) Hydrogenation of the crystals using excess hydrogen in the presence of a Pt catalyst led to absorption of two molar equivalents of H2 and converted it to a new compound having molecular formula CsoHaoN2. H/Pt CioH20N2 CioHiN b. (2.5) Which one of the following conclusions can be drawn from this hydrogenation experiment? CIRCLE ONE SENTENCE. 2) The residue contains one ring. 1) The residue contains 4 rings. 4) The residue contains 2 rings. 3) The residue contains 4 pi-bonds. 5) The residue contains three pi-bonds. Ozonolysis of the substance, followed by addition of dimethyl sulfide to the reaction mixture, led to formation of the product shown below: NH2 1) O3 Crystals (C10H16N2) NH2 2) DMS Hас . (5) Draw a structure for the crystals that is consistent with ALL of the information given in this problem.

Answer 1

(Answer 4. a) Hyddsogen dels ciency index = 4 (20+2 +N =H-X) M.F- COHIGN HDI = 1 (x103+2+2-16-0) HDI = {(8) = 4 The given compound have a four degree of Unsatesahom 4.b) Hydrogenation of the Crystals wing excess hydrogen in the presence ols a pt catalyst og led to absorphion of two molar equivalent os H and Loom new compound cio H20 N2 GOHIGN2 2H2 CloHo Na Conclusions : The residue contains 2 rings. explanak o Hydrogen chools Crystals required two molar equivalent of the indicate that Crystal Bey' have two carbon-Carbon double bond it's structure. The newly formed compound show the 2- degree of unsaturation. This inclicate compound (residue have a-sings. 5. Ozonolysis Product have Four Carbomyl group. This indicate Compound have two (=c-bond. Abter Ozunoly si's Compound is Lormed, in this Compound two carbonyl present om adjacent Carbon, this indicate two c=c band are in conjugation in to the rings. From the all above information, Possible structure is is 03 s ene 2.bms CiohIGN2