Observation of Two Conformers of Acrylic Sulfuric Anhydride by Microwave Spectroscopy

The Journal of Physical Chemistry. a
C J SmithKenneth R Leopold

Abstract

The rotational spectrum of acrylic sulfuric anhydride (CH2═CHCOOSO2OH, AcrSA) has been observed using pulsed-nozzle Fourier transform microwave spectroscopy. The species was produced from the reaction between acrylic acid and sulfur trioxide in a supersonic jet. Spectroscopic constants are reported for both the s-cis- and s-trans-AcrSA conformers of the parent and monodeuterated (OD) isotopologues. Geometries were optimized for both conformers using M06-2X/6-311++G(3df,3pd) methods. Single-point energy calculations at the M06-2X geometries were calculated using the CCSD(T)/complete basis set method with double and triple extrapolation [CBS(D-T)]. Further calculations indicate that the anhydride results from a π2+ π2+ σ2cycloaddition reaction within the acrylic acid-SO3complex. Because the C═O double bond of the acrylic acid migrates from one of the COOH oxygens to the other during the reaction, the s-cis form of acrylic acid leads to the s-trans form of the anhydride and vice versa. With zero-point energy corrections applied to the CCSD(T) energies, the s-cis and s-trans forms of CH2═CHCOOSO2OH are 19.0 and 18.8 kcal/mol lower in energy than that of SO3+ their corresponding CH2═CHCOOH precursor conformation. The zero-point-corr...Continue Reading

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Citations

Apr 14, 2019·Angewandte Chemie·Jie ZhongJoseph S Francisco
Apr 17, 2018·The Journal of Physical Chemistry. a·C J SmithKenneth R Leopold
Dec 4, 2019·The Journal of Physical Chemistry. a·C J SmithKenneth R Leopold
Jan 30, 2019·The Journal of Physical Chemistry. a·Anna K HuffKenneth R Leopold

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