Calculation of bond angles from the available X-ray diffraction data for acenaphthene, indicated that the five-membered ring is planar and that cis-1,2-substituents are fully eclipsed and transsi.2-rsubstituents fully staggered in this ring system. These conclusions were confirmed by the ease of formation of cyclic carbonate and isopropylidene derivatives of the cis-acenaphthene-1,2-diol and the failure of the trans-isomer to form these new derivatives. The presence of intramolecular hydrogen bonds in the crystalline cis-diol and the absence of such bonds in the trans-diol also supported this structure.
A single carbonyl stretching frequency of 1718 cm⁻¹ was found in the spectrum of pure acenaphthenequinone and the reported second band around 1770 cm⁻¹ was shown to be due to an impurity.
A linear relation of the C=O and C-O-C stretching frequencies of the cis- and trans- diacetate and dibenzoate esters of the acenaphthene-1,2-diols was determined and compared with a similar relationship found for steroid esters.
The dinitrate esters of the cis- and trans-acenaphthene-1,2-diols were prepared and characterized and the rates of their reactions with anhydrous pyridine were compared with!:those of other cyclic diol dinitrates. The dinitrates decomposed in a first order reaction with half lives of 90 and 610 minutes for the trans- and cis- isomers respectively at 25°C.
A combination of chromatographic and spectrophotometry techniques was developed for rapid and accurate analyses of mixtures containing nitrate esters.
An ultramicro-Kjeldahl procedure was developed for the determination of covalent nitrate nitrogen on a microgram scale. / Science, Faculty of / Chemistry, Department of / Graduate
| Identifer | oai:union.ndltd.org:UBC/oai:circle.library.ubc.ca:2429/40268 |
| Date | January 1959 |
| Creators | Csizmadia, Imre |
| Publisher | University of British Columbia |
| Source Sets | University of British Columbia |
| Language | English |
| Detected Language | English |
| Type | Text, Thesis/Dissertation |
| Rights | For non-commercial purposes only, such as research, private study and education. Additional conditions apply, see Terms of Use https://open.library.ubc.ca/terms_of_use. |
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