TY  - JOUR
TT  - Structural Characterization and Photochemistry of  2-Chloro-6-Fluorobenzoic Acid Isolated in a Xenon Matrix
AU  - Kuş, Nihal
PY  - 2017
DA  - June
DO  - 10.18038/aubtda.289194
JF  - Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering
JO  - AUJST-A
PB  - Eskisehir Technical University
WT  - DergiPark
SN  - 1302-3160
SP  - 315
EP  - 322
VL  - 18
IS  - 2
KW  - 2-Chloro-6-fluorobenzoic acid
KW  - Matrix isolation spectra
KW  - DFT(B3LYP) calculations
KW  - FTIR spectroscopy
KW  - 1-Chloro-3-fluorobenzene
KW  - UV-induced photolysis
N2  - 2-Chloro-6-fluorobenzoic acid (ClFBA) was studied by low temperature solidstate FTIR spectroscopy in a Xe matrix and complemented by DFT(B3LYP)/6-311++G(d,p)calculations. The ClFBA molecule exists in three different conformers,according to the theoretical calculations. The second and third conformers (II, III) are higher in energy than the most stable conformer (I) by ca. 17 kJ mol-1, and bear a trans carboxylic acid moiety, while form I has this group in the cisconformation. According to the energy data predicted theoretically only the conformerI was expected to be present in the cryogenicxenon matrix, a result that was confirmed experimentally. Attempts for in situ generation and detection of formsII and III by near-IR (2nOH; 6867 cm-1) excitation of conformer I indicated that in solid xenon, once produced, these conformerspromptly relax by tunneling to the most stable conformer. Laser UV (l = 235 nm) excitation of matrix-isolated ClFBA led to prompt decarboxylationof the compound, with production of CO2 and 1-chloro-3-fluorobenzene(ClFB), whose vibrational signatures could be doubtlessly identified in thespectra of the photolysed matrix.
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UR  - https://doi.org/10.18038/aubtda.289194
L1  - https://dergipark.org.tr/en/download/article-file/309855
ER  -