Abstract
The photolysis of the nitrosoalkanes 2-methyl-2-nitrosopropane (I), 2-nitroso-2-phenylpropane (II), 2-benzyl-2-nitrosopropane (III), and 1-nitrosoadamantane (IV) with visible light (? > 540 nm) yielded trialkylhydroxylamines and, with the exception of (IV), alkenes as main products. In methanol the alcohols, alkyl nitrites, and methyl nitrite were obtained additionally. These products are rationalised on the basis of a homolytic dissociation into a free radical and nitric oxide in the primary step. The reaction of nitric oxide with the substrate rather than a direct photoelimination of HNO is identified as the major source of alkenes.
| Original language | English |
|---|---|
| Pages (from-to) | 576-580 |
| Number of pages | 5 |
| Journal | Journal of the Chemical Society, Perkin Transactions 2 |
| Issue number | 5 |
| Publication status | Published - 1979 |
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The photolysis of C-nitroso-compounds. Part 8. The solution photolysis of some tertiary C-nitroso-compounds. / Forrest, Derek; Gowenlock, Brian G.; Pfab, Josef.
In: Journal of the Chemical Society, Perkin Transactions 2, No. 5, 1979, p. 576-580.Research output: Contribution to journal › Article
TY - JOUR
T1 - The photolysis of C-nitroso-compounds. Part 8. The solution photolysis of some tertiary C-nitroso-compounds
AU - Forrest, Derek
AU - Gowenlock, Brian G.
AU - Pfab, Josef
PY - 1979
Y1 - 1979
N2 - The photolysis of the nitrosoalkanes 2-methyl-2-nitrosopropane (I), 2-nitroso-2-phenylpropane (II), 2-benzyl-2-nitrosopropane (III), and 1-nitrosoadamantane (IV) with visible light (? > 540 nm) yielded trialkylhydroxylamines and, with the exception of (IV), alkenes as main products. In methanol the alcohols, alkyl nitrites, and methyl nitrite were obtained additionally. These products are rationalised on the basis of a homolytic dissociation into a free radical and nitric oxide in the primary step. The reaction of nitric oxide with the substrate rather than a direct photoelimination of HNO is identified as the major source of alkenes.
AB - The photolysis of the nitrosoalkanes 2-methyl-2-nitrosopropane (I), 2-nitroso-2-phenylpropane (II), 2-benzyl-2-nitrosopropane (III), and 1-nitrosoadamantane (IV) with visible light (? > 540 nm) yielded trialkylhydroxylamines and, with the exception of (IV), alkenes as main products. In methanol the alcohols, alkyl nitrites, and methyl nitrite were obtained additionally. These products are rationalised on the basis of a homolytic dissociation into a free radical and nitric oxide in the primary step. The reaction of nitric oxide with the substrate rather than a direct photoelimination of HNO is identified as the major source of alkenes.
UR - http://www.scopus.com/inward/record.url?scp=37049091624&partnerID=8YFLogxK
M3 - Article
SP - 576
EP - 580
JO - Journal of the Chemical Society, Perkin Transactions 2
JF - Journal of the Chemical Society, Perkin Transactions 2
SN - 1472-779X
IS - 5
ER -