Cycloadditions and reactivity of 2-methoxyallyl halides

AE Hill, G Greenwood…

Index: Hill,A.E. et al. Journal of the American Chemical Society, 1973 , vol. 95, p. 1338 - 1340

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Citation Number: 25

Abstract

Cyclobutadiene-l,3-dz (1216, 1182, 781, 654, 633, 583, 576, 535 cm-l) has been generated by irradiation of 2-pyrone-4,6-d2 (85 % d2, 14 z dJ and 2-pyrone-3,5-dz (64% dz, 33 % dl). Photochemical cleavage of cyclo- butadiene-1,3-dz gives only acetylene-dl (3330, 2580, 687 cm-l). The mass spectrum of the product confirms the presence of acetylene-di and shows the parent ion of cyclobutadiene-d2 dimer (m/e 108). The formation of the same deuterated cyclobutadiene ...

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