Gomberg's breakthrough


Nineteenth century scientists speculated that there could be a free radical containing carbon — an organic free radical. But after many attempts to isolate it failed, they concluded they were wrong and that carbon must always be tetravalent (form four bonds).

Moses Gomberg was trying to synthesize a carbon compound called hexaphenylethane when he inadvertently synthesized triphenylmethyl (trityl for short), a mysterious, highly reactive, unstable substance. He recognized that he had found the long-elusive free radical and showed that carbon is not always tetravalent — the then prevailing view.

Gomberg published his findings in 1900, but the existence of triphenylmethyl and other organic free radicals remained in dispute for nearly a decade. They were viewed as a curiosity even after the scientific community recognized their existence. Not until the 1930s did free radicals enter the mainstream of organic chemistry.


 

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What is an organic free radical? | Gomberg's breakthrough | The discovery of triphenylmethyl
Carbon bonds | A wide-reaching legacy | Moses Gomberg
Landmark designation | Further reading and acknowledgments

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