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A conjugated alkediene having molecular formula C_13H_22 on ozonolysis yielded ethyl methyl ketone and cyclohexanecarbaldehyde. Identify the diene, write its structural formula and give its IUPAC name. |
Answer» <html><body><p></p>Solution :The structures of the products of ozonolysis are : <br/> <img src="https://d10lpgp6xz60nq.cloudfront.net/physics_images/PR_CHE_02_XI_C13_E02_002_S01.png" width="80%"/> <br/> Since, the total number of carbon atoms of the <a href="https://interviewquestions.tuteehub.com/tag/two-714195" style="font-weight:bold;" target="_blank" title="Click to know more about TWO">TWO</a> products is 11 (4+7) while the MF of the <a href="https://interviewquestions.tuteehub.com/tag/conjugated-7673119" style="font-weight:bold;" target="_blank" title="Click to know more about CONJUGATED">CONJUGATED</a> diene is `C_13H_22`, therefore , the ozonolysis must have also produced another two carbon product. Further since the <a href="https://interviewquestions.tuteehub.com/tag/given-473447" style="font-weight:bold;" target="_blank" title="Click to know more about GIVEN">GIVEN</a> <a href="https://interviewquestions.tuteehub.com/tag/compound-926863" style="font-weight:bold;" target="_blank" title="Click to know more about COMPOUND">COMPOUND</a> `(C_13H_22)` is an alkadiene, therefore , this two carbon product. Further since the given compound `(C_13H_22)` is an alkadiene, therefore , this two carbon product must be glyoxal, O=CH-CH=O. Replace the oxygen atoms from these three products by double bonds, the structure of the alkadiene is <br/> <img src="https://d10lpgp6xz60nq.cloudfront.net/physics_images/PR_CHE_02_XI_C13_E02_002_S02.png" width="80%"/></body></html> | |