I. Photochemical Reactions of Phenylcyclobutadienoquinone. II. Thermal Reactions of Phenylcyclobutadienoquinone in Methanol. III. The Photochemical Synthesis of Phenanthrenes

Author: Mallory, Frank Bryant

Year: 1958

Degree: Dissertation (Ph.D.)

Advisor: Roberts, John D.

Committee Member: Unknown, Unknown

Option: Chemistry; Physics

DOI: 10.7907/HWRF-HZ38

Abstract

NOTE: Text or symbols not renderable in plain ASCII are indicated by [...]. Abstract is included in .pdf document.

PART I: PHOTOCHEMICAL REACTIONS OF PHENYLCYCLOBUTADIENOQUINONE

The photolysis of phenylcyclobutadienoquinone in methanol gave dimethyl phenylsuccinate and a compound, [...] of unknown structure.

PART II: THERMAL REACTIONS OF PHENYLCYCLOBUTADIENOQUINONE IN METHANOL

The thermal reaction of phenylcyclobutadienoquinone with methanol in a stainless steel bomb gave 2,4-dimethoxy-3-phenylcyclobutenone, 3-phenyl-4-hydroxy-4-methoxy-2-butenoic acid lactone and dimethyl phenylsuccinate.

PART III: THE PHOTOCHEMICAL SYNTHESIS OF PHENANTHRENES

The photochemical reactions of tetraphenylethylene and trans-stilbene with dissolved oxygen in cyclohexane solutions gave 9,10-diphenylphenanthrene and phenanthrene, respectively.

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