New record set for carbon-carbon single bond length | 3/8/2018 | Staff
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The chemical structure of the compound which showed the longest C-C bond. Credit: Ishigaki Y. et al., Chem, March 8, 2018.

Hokkaido University researchers have synthesized an organic compound with a longer bond between carbon atoms than ever before—exceeding the assumed limit for carbon-carbon single bond (C-C) lengths. The researchers termed it a "hyper-covalent bond."

Hydrocarbon - Analysis - C-C - Bond - Lengths

The novel polycyclic hydrocarbon named 10c is stable, and an X-ray analysis showed that its C-C bond lengths was as long as 1.806 angstroms, longer than the previously reported world records for hydrocarbons.

Chemical bonds form between atoms via the transfer or sharing of electrons. Bonds become shorter the more electrons they have participating in their formation. Also, the longer the bond, the weaker it becomes. In such chemical bonds, the C-C single bond length is generally 1.54 angstroms, and altering C-C bond lengths can give organic compounds unique properties.

Researchers - Strength - C-C - Bonds - Limit

Previously, other researchers had estimated that the strength of C-C bonds becomes zero, making them completely unstable, when they reach a theoretical limit of 1.803 angstroms in length. But this calculation assumes a linear relationship between bond strength and length.

Yusuke Ishigaki and Takanori Suzuki of Hokkaido University and their team thought it was highly likely they could find a longer C-C bond due to evidence that the relationship between bond strength and length...
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