Steric Effects in Elimination Reactions. IV. The Question of Rearrangements as a Factor in the Extent and Direction of Unimolecular Elimination

HC Brown, Y Okamoto

Index: Brown; Okamoto Journal of the American Chemical Society, 1955 , vol. 77, p. 3619,3621, 3623

Full Text: HTML

Citation Number: 7

Abstract

The solvolysis of 2-chloro-2, 3, 3-trimethylpentane in 80% aqueous ethanol forms pure 2, 3, 3-trimethyl-l-pentene in 58% yield. The mixture of alcohol and ethyl ether in the solvolysis is converted by hydrogen chloride into a tertiary chloride with identical properties with the original material. In 80% acetone the solvolysis proceeds to give the pure olefin (50% yield) and pure 2, 3, 3-trimethyl-2-pentanol (20% yield). The solvolysis of 3-chloro-2, 2, 3- ...

Related Articles:

Reduction of propargylic chlorides with tri-n-butyltin hydride. The ambident behavior of propargylic radicals

[Fantazier,R.M.; Poutsma,M.L. Journal of the American Chemical Society, 1968 , vol. 90, p. 5490 - 5498]

Notes-Lactonization of 3-Hydroxy-3, 4, 4-trimethylpentanoic Acid

[Burgstahler,A.W.; Wetmore,D.E. Journal of Organic Chemistry, 1961 , vol. 26, p. 3516 - 3518]

Über die verschiebung der doppelbindung in einigen olefinen bei der chromatographie an silicagel und aluminiumoxid II. Strukturwandel der trialkyläthylene …

[Markovec,L.; Landa,S. Collection of Czechoslovak Chemical Communications, 1965 , vol. 30, p. 3672 - 3686]

More Articles...