Dissociation Pathways of 2,3-Dihydrofuran Measured by Chirped-Pulse Fourier Transform Microwave Spectroscopy

This experiment combines the use of an ultrabroadband chirped-pulse Fourier transform microwave (CP-FTMW) spectrometer with a pulsed discharge nozzle to study products formed during dissociation of 2,3-dihydrofuran (2,3-DHF). Molecules identified in the spectrum include cyclopropanecarboxaldehyde (C...

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Bibliographic Details
Published in:	The journal of physical chemistry letters Vol. 1; no. 10; pp. 1547 - 1551
Main Authors:	Karunatilaka, Chandana, Shirar, Amanda J, Storck, Giana L, Hotopp, Kelly M, Biddle, Erin B, Crawley, Rickie, Dian, Brian C
Format:	Journal Article
Language:	English
Published:	American Chemical Society 20-05-2010
Subjects:	Kinetics, Spectroscopy
Online Access:	Get full text
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Summary:	This experiment combines the use of an ultrabroadband chirped-pulse Fourier transform microwave (CP-FTMW) spectrometer with a pulsed discharge nozzle to study products formed during dissociation of 2,3-dihydrofuran (2,3-DHF). Molecules identified in the spectrum include cyclopropanecarboxaldehyde (CPCA), acrolein, crotonaldehyde (CA), formaldehyde, propene, propyne and cyclopropenylidene. Individual cis and trans isomers were detected for CPCA and acrolein, but only the trans isomer of CA was observed. Although cis forms of CPCA and CA would be the most likely structures produced from 2,3-DHF isomerization, our discharge provides enough energy for the molecules to convert into multiple conformers. The identification of formaldehyde in the spectrum supports a proposed mechanism to form propyne directly from 2,3-DHF ring-opening, a scheme that has been difficult to verify. Although acetylene cannot be detected because of the lack of a permanent dipole moment, the existence of cyclopropenylidene (C3H2) is indirect evidence of its presence in the discharge.
ISSN:	1948-7185 1948-7185
DOI:	10.1021/jz100426c