Chemistry: A Molecular Approach (3rd Edition)

Published by Prentice Hall
ISBN 10: 0321809246
ISBN 13: 978-0-32180-924-7

Chapter 9 - Sections 9.1-9.11 - Exercises - Problems by Topic - Page 420: 79

Answer

Since bond strength increases with decreasing bond length, the order of increasing carbon-carbon bond strength is the same as the order for decreasing carbon-carbon bond length, which is: $H_3CCH_3, H_2CCH_2, HCCH$ $H_3CCH_3$ has the least bond strength and the longest bond length of the carbon-carbon bond.

Work Step by Step

The C-C bond in $H_3CCH_3$ is a single bond with overlap of just one lectron pair between the two carbon atoms. So, the bond length is more and bond strength is less. HCCH has the structure $HC\equiv CH$ and has 3 overlapping electron pairs at the C-C bond. Hence, the bond length is least and bond strength is the greatest.
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