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Is it possible to predict wether an organic compound will photochemically decompose?

Also, is it possible to predict the products which it will decompose into?

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Just as an experienced synthetic chemist can make an educated guess about how compound A and compound B will react, an experienced photochemist can usually do the same. There are many, many well-known photochemical reactions that are mechanistically understood and sometimes even used in synthetic procedures, some commercially. A few such reactions are the

Norrish Type I reaction

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Norrish Type II reaction

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Paterno-Buchi reaction

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di-pi-methane reaction

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photochemical induced halogenation, olefin dimerization and so many more. So yes, an experienced photochemist can make reasonable predictions about which chemicals will react and what the possible products might be.

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