The reactions of calcium carbide with cyclohexanone in the presence of potassium hydroxide in toluene, hexanes, and naphthalene-hexanes solvent systems

Date of Publication

2011

Document Type

Bachelor's Thesis

Degree Name

Bachelor of Science in Chemistry Minor in Business Studies

Subject Categories

Chemistry

College

College of Liberal Arts

Department/Unit

Chemistry

Thesis Adviser

Eric Camilo R. Punzalan

Defense Panel Chair

Anamy Ma. C. Paano
Jaime Raul O. Janairo

Abstract/Summary

The reaction of calcium carbide, CaC2, with two equivalents of cyclohexanone in the presence of potassium hydroxide, KOH, in toluene solvent produced the acetylenic diol, 1,1' -ethyne-1,2-diyldicylohexanole in 6.1% yield, while the same reaction done in hexanes produced the acetylenic diol in 5.7% yield. Interestingly, the reaction in naphthalene-hexanes produced a crystalline product previously unreported in similar reactions. Mass and infrared spectra were used to identify the new crystalline product as 1-hydroxy-1,1':',1"-ter(cyclohexan)-1"(3")-en-2'-one, a product formed by aldol condensations. Physical observations of the reactions as they proceeded may indicate that the reaction proceeds through the formation of a complex, evidenced by intense changes in color and solid formation upon the addition of cyclohexanone, although the nature, structure, and properties of the complexes were no longer studied. The study was based on the assumption that solvent capable of forming-coordination bonds with cations facilitate the reaction, although present results cannot conclude as to whether this hypothesis is correct.

Abstract Format

html

Language

English

Format

Print

Accession Number

TU16626

Shelf Location

Archives, The Learning Commons, 12F, Henry Sy Sr. Hall

Physical Description

83, [3] leaves, 28 cm.

Keywords

Calcium carbide; Chemical kinetics; Solvents; Chemical bonds

Embargo Period

4-15-2021

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