Rosa B.

asked • 02/19/21

Propose structures for A, B and C that are consistent with these data.

Unknown A has a molecular formula of C10H20. Reaction of A with H2 over Pt/C gives compound B with a formula of C10H22. Reaction of A with CH2I2, Zn(Cu) gives a compound C (C11H22) that contains a cyclopropane. Both B and C have 2 centers of asymmetry and are meso. Additionally, ozonolysis of A affords only 2-pentanone. Propose structures for A, B and C that are consistent with these data.

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