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An unknown compound (A) has a formula of C3H12. Treatment of A with H,/Pd- carbon gives B (CgH16). Treatment of A with H2 on a Lindlar catalyst gives no reaction Ozonolysis of A followed by workup with Zn, HOAc affords 2,4-pentanedione and propanedial shown below. H2 / Pd on carbon A в C'3H12 C3H16 H2 / Lindlar's cat. no rxn 1) O3 2) Zn, HOAC H. H a) How many double bonds does A have? b) How many triple bonds does A have? c) How many rings does A have? d) Propose structures for both A and B that are consistent with these data.

An unknown compound (A) has a formula of C3H12. Treatment of A with H,/Pd- carbon gives B (CgH16). Treatment of A with H2 on a Lindlar catalyst gives no reaction Ozonolysis of A followed by workup with Zn, HOAc affords 2,4-pentanedione and propanedial shown below. H2 / Pd on carbon A в C'3H12 C3H16 H2 / Lindlar's cat. no rxn 1) O3 2) Zn, HOAC H. H a) How many double bonds does A have? b) How many triple bonds does A have? c) How many rings does A have? d) Propose structures for both A and B that are consistent with these data.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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An unknown compound (A) has a formula of C3H12. Treatment of A with H,/Pd- carbon gives B (C3H16). Treatment of A with H2 on a Lindlar catalyst gives no reaction. Ozonolysis of A followed by workup with Zn, HOAc affords 2,4-pentanedione and propanedial shown below. H2 / Pd on carbon A в C'3H12 C3H16 H2 / Lindlar's cat. no rxn 1) O3 2) Zn, HOAC H H a) How many double bonds does A have? b) How many triple bonds does A have? c) How many rings does A have? d) Propose structures for both A and B that are consistent with these data.
Transcribed Image Text:An unknown compound (A) has a formula of C3H12. Treatment of A with H,/Pd- carbon gives B (C3H16). Treatment of A with H2 on a Lindlar catalyst gives no reaction. Ozonolysis of A followed by workup with Zn, HOAc affords 2,4-pentanedione and propanedial shown below. H2 / Pd on carbon A в C'3H12 C3H16 H2 / Lindlar's cat. no rxn 1) O3 2) Zn, HOAC H H a) How many double bonds does A have? b) How many triple bonds does A have? c) How many rings does A have? d) Propose structures for both A and B that are consistent with these data.
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