5715-02-6Relevant articles and documents
Spectrochimical, ab initio and density functional studies on the conversion of 2-hydroxybenzonitrile (o-cyanophenol) into the oxyanion
Binev, Juri I.,Georgieva, Miglena K.,Daskalova, Lalka I.
, p. 2601 - 2610 (2004)
The spectral and structural changes caused by the conversion of 2-hydroxybenzonitrile (o-cyanophenol) into the corresponding oxyanion have been followed by IR spectra, ab initio and density functional force field calculations. In agreement between theory and experiment, the conversion is accompained by a 29 cm-1 frequency decrease of the cyano stretching band, 2.7-fold increase in its integrated intensity, 5.8-fold (total value) intensification of the aromatic skeletal bands of Wilson's 8 and 19 types, and other essential spectral changes. According to the calculations, the strongest structural changes are the shortening of the Ph-O bond with 0.10 Angstroem, lengthenings of the adjacent CC bonds in the phenylene ring with 0.06 Angstroem and bond angle variations near the oxyanionic center. All these changes are connected with the formation of a quasi-ortho-quinonoidal structure of the o-phenylene ring in the oxyanion. According to the electronic density analysis, 0.41 e- (Mulliken) or 0.56 e- (natural bond orbital, NBO) of the anionic charge remain localized at the oxyanionic center. Conformations and hydrogen bonds have also been discussed on the basis of experimental and theoretical data.
TETRAZOLINONE COMPOUND AND APPLICATIONS THEREOF
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Paragraph 0913, (2015/11/24)
Disclosed is a tetrazolinone compound having a high pest control effect and represented by the formula (1): wherein R1, R2, R3, and R11 each represent a halogen atom, a C1-C6 alkyl group, or the like; R4 and R5 each represent a hydrogen atom, a halogen atom, a C1-C3 alkyl group, or the like; R6 represents a C1-C3 alkyl group which may have a halogen atom(s) or the like; R7, R8, and R9 each represent a hydrogen atom, a halogen atom, or the like; R10 represents a C1-C3 alkyl group or the like; R12 represents a C1-C6 alkyl group, a C3-C6 cycloalkyl group, or the like, and R13 represents a C1-C6 alkyl group, a C2-C6 alkenyl group, or the like.
Nitrile Sulphides. Part 7. Synthesis of Benzopyranoisothiazoles and Isothiazoloquinolines
Brownsort, Peter A.,Paton, Michael
, p. 2339 - 2344 (2007/10/02)
o-Hydroxybenzonitrile sulphide (1a), generated by thermal decarboxylation of the corresponding 1,3,4-oxathiazol-2-one, reacts with dimethyl acetylenedicarboxylate to afford methyl 4-oxo-4H-benzopyranoisothiazole-3-carboxylate (6a), from which the parent ring system (6c) can be prepared by hydrolysis and decarboxylation.The same products are formed from the acetoxy analogue (1b) via hydrolysis of isothiazole (5b). o-Acetamidobenzonitrile sulphide (1c) reacts similarly forming isothiazole (5c) and subsequently isothiazoloquinolin-4(5H)-one (7c) by hydrolysis, ring closure, and decarboxylation.Cycloadditions to ethyl cyanoformate, ethyl propiolate, and diethyl fumarate have also been examined.
