Direct observation of o-xylylene (o-quinodimethane) in solution. Dimerization kinetics of some o-quinodimethanes
o-Xylylene (1), also called o-quinodimethane (o-QDM), is a reactive molecule that has been extensively studied, both theoretically and experimentally. Although 1 is very reactive, some direct evident for its existence has been reported. It has been observed directly by UV-visible spectroscopy both in solution and in a low-temperature matrix and by IR, Raman fluorescence, and fluorescence excitation spectroscopy in a low-temperature matrix. The UV-photoelectron spectrum of 1 in the gas phase has also been published. The reported observation of 1 in solution involved the generation of 1 by flash photolysis. Recently, the generation of o-QDM's based on the fluoride ion induced 1,4-elimination from (o-(..cap alpha..-(trimethylsilyl)alkyl)-benzyl)trimethylammonium halides was reported. We now wish to report that we have found this reaction to be very fast, and it provides a simple and efficient method for generating o-QDM's under conditions which allow them to be detected by UV-visible spectroscopy.
- Research Organization:
- Ames Lab., Iowa
- DOE Contract Number:
- W-7405-ENG-82
- OSTI ID:
- 6996669
- Journal Information:
- J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 108:21; ISSN JACSA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400201* -- Chemical & Physicochemical Properties
ALKYLATED AROMATICS
AROMATICS
CHEMICAL PREPARATION
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
DATA
DIMERIZATION
EXPERIMENTAL DATA
HYDROCARBONS
INFORMATION
KINETICS
MEDIUM TEMPERATURE
NUMERICAL DATA
ORGANIC COMPOUNDS
POLYMERIZATION
REACTION KINETICS
SPECTRA
SYNTHESIS
ULTRAVIOLET SPECTRA
XYLENES