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Cyclopentadiene is an organic compound with the formula C 5 H 6. [6] It is often abbreviated CpH because the cyclopentadienyl anion is abbreviated Cp −.. This colorless liquid has a strong and unpleasant odor.
In chemistry, cyclopentadienyl is a radical with the formula C 5 H 5. The related cyclopentadienyl anion (which can formally be converted to the cyclopentadienyl radical by one-electron reduction) is aromatic , and forms salts and coordination compounds .
The cyclopentadienyl anion is a planar, cyclic, regular-pentagonal ion; it has 6 π-electrons (4n + 2, where n = 1), which fulfills Hückel's rule of aromaticity. Each double bond and lone pair provides 2 π-electrons, which are delocalized into the ring. [4] Cyclopentadiene has a pKa of about 16.
The cyclopentadienyl cation is another textbook example of an antiaromatic compound. It is conventionally understood to be planar, cyclic, and have 4 π electrons (4n for n=1) in a conjugated system. However, it has long been questioned if the cyclopentadienyl cation is genuinely antiaromatic and recent discoveries have suggested that it may ...
A cyclopentadienyl complex is a coordination complex of a metal and cyclopentadienyl groups (C 5 H − 5, abbreviated as Cp −). Cyclopentadienyl ligands almost invariably bind to metals as a pentahapto (η 5-) bonding mode. The metal–cyclopentadienyl interaction is typically drawn as a single line from the metal center to the center of the ...
Cyclopentadienyl can refer to Cyclopentadienyl anion, ... Cyclopentadienyl cation, [C 5 H 5] + See also. Pentadienyl This page was last edited on 3 July 2021 ...
Aromaticity is found in ions as well: the cyclopropenyl cation (2e system), the cyclopentadienyl anion (6e system), the tropylium ion (6e), and the cyclooctatetraene dianion (10e). Aromatic properties have been attributed to non-benzenoid compounds such as tropone. Aromatic properties are tested to the limit in a class of compounds called ...
Heteroarenes are aromatic compounds, where at least one methine or vinylene (-C= or -CH=CH-) group is replaced by a heteroatom: oxygen, nitrogen, or sulfur. [3] Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes a single oxygen atom, and pyridine, a heterocyclic compound with a six-membered ring containing one ...