Allylacetic acid

The rearrangement of the intermediate alkyl cation by hydrogen or methyl shift and the cyclization to a cyclopropane by a CH-insertion has been studied by deuterium labelling [298]. The electrolysis of cyclopropylacetic acid, allylacetic acid or cyclo-butanecarboxylic acid leads to mixtures of cyclopropylcarbinyl-, cyclobutyl- and butenylacetamides [299]. The results are interpreted in terms of a rapid isomerization of the carbocation as long as it is adsorbed at the electrode, whilst isomerization is inhibited by desorption, which is followed by fast solvolysis. 

Alaninols, a271, a272 Alizarin, d371 Allylacetic acid, p50 Allylacetone, h78 4-Allylanisole, a94 Allyl carbamide, a 105 Allyl chloride, c216... 

Olefinic halides may be used as alkylating agents in the malonic ester synthesis. The olefinic malonic acids are decatboxylated to olefinic acids at lower temperatures (140-160°) than those employed for alkylmalonic acids. Examples include the conversion of 4-pentenylmalonic acid to 6-heptenoic acid (67%), allylmalonic acid to allylacetic acid (70%), and 2-cyclopentenylmalonic acid to 2-cyclopentenylacetic acid (99%)- ... 

The lactonization of allylacetic acid, CHj = CHCH2CH,CO,H, gives y-valerolactone free from the S-isomer, whereas lactonization of y,S-iso-heptenoic acid, CHj),C = CHCHjCH,CO,H, involves six-membered ring... 

Cyclization of compounds such as a-benzyl-a-allylacetic acid by moderate heating in concentrated sulfuric acid to yield tetralin derivatives. 

In 1950, Smith and McKenzie reported an attempt to prepare cyclo-propylacetic acid (65). They carbonated the Grignard reagent derived from a bromide made from cyclopropylmethanol and PBrs. However, the product turned out instead to be allylacetic acid [Eq. (2)]. Since... 

Allyl acetate Allylacetic acid. See 4-Pentenoic acid... 

Cyclization of 2-benzylpent-4-enoic acid (a-benzyl-a-allylacetic acid) and related compounds 1 to corresponding 1,2,3,4-tetrahydronaphthalene (tetralin) derivatives 2, catalyzed by a strong acid, has been called Darzens synthesis of tetralin derivatives. The reaction formally falls into the category of a cycloisomerization reaction of alkenyl-substituted arenes. 

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