Summary
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a)
Reaction of methyl linoleate with di-tert.-butyl peroxide yields tert.-butyl alcohol and dehydro-polymers of methyl linoleate as the main products.
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b)
The dehydro-dimers and higher dehydro-polymers of methyl linoleate contain conjugated diene unsaturation, thus indicating the involvement of the pentadiene system −CH=CH−CH2−CH=CH− in the reaction.
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c)
Methyl stearate yields dehydro-polymers on reaction with di-tert.-butyl peroxide, thus indicating that reaction can occur at points in the fatty acid chains not activated by the proximity of olefinic double bonds.
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Clingman, A.L., Sutton, D.A. The chemistry of polymerized oils. II. Dehydro-polymers of methyl linoleate and methyl stearate. J Am Oil Chem Soc 30, 53–56 (1953). https://doi.org/10.1007/BF02634996
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DOI: https://doi.org/10.1007/BF02634996