Polarized Raman and Infrared Spectra of 2,6-Dichloro-, 2,6-Dibromo-, 3,5-Dichloro-, and 3,5-Dibromopyridines

Tanaka, Kazuko; Kasasaku, Kinichi; Shimada, Hiroko; Shimada, Ryoichi

doi:10.1246/bcsj.61.1917

Cited by 8 publications

(2 citation statements)

References 7 publications

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“…These changes can be explained by the change in the molecular conformation. The bands around 200 cm 1 can be assigned to the vibrational modes of the terminal groups 13,14 and the bands around 1500 cm 1 to those of the benzene rings and central CH N group. 15 -18 The bands around 1250 and 1720 cm 1 are assigned to those of the vibrational modes of the carboxyl group.…”

Section: Resultsmentioning

confidence: 99%

Raman spectroscopic study of photochromicN-[4-(4-n-alkoxybenzoyloxy)-2-hydroxybenzylidene]chloroanilines

Takase¹,

Koga²,

Nonaka³

et al. 1999

J. Raman Spectrosc.

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N -[4-(4-n-Alkoxybenzoyloxy)-2-hydroxybenzylidene]chloroanilines [nAHmCl (n = 1-8; m = 2, -ortho; m = 3, -meta; m = 4, -para)] were newly synthesized. Some of them exhibited a photochromic color state on ultraviolet irradiation. In 1AH2Cl, the fresh solid species as prepared by crystallization from ethanol solution was highly photochromic, more so than any of the other compounds studied. The solid species derived from the melt was hardly photochromic but was thermochromic. The species became photochromic on annealing at about 100 • C. The annealed species exhibited both photochromism and thermochromism. Through the measurement of Raman spectra, the behavior was explained by the change in the twist angle of the aniline ring to the salicylaldimino part of the molecule. It was found that the band at 999 cm −1 ascribed to the CH out-of-plane vibration of the aniline ring is a reliable indication of the photochromic form's identity.

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Section: Resultsmentioning

confidence: 99%

Raman spectroscopic study of photochromicN-[4-(4-n-alkoxybenzoyloxy)-2-hydroxybenzylidene]chloroanilines

Takase¹,

Koga²,

Nonaka³

et al. 1999

J. Raman Spectrosc.

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show abstract

“…The pyridine ring-halogen stretching and in-plane bending vibrations give rise to strong Raman and weak IR bands. 35,39,40 Therefore, the very strong Raman band at 395 cm Ϫ1 originates from the ring-chlorine stretching vibration. This band was observed at 384 cm Ϫ1 for 4-chloropyridine N-oxide 35 and 428 cm Ϫ1 for 3-chloropyridine.…”

Section: Vibrational Characteristicsmentioning

confidence: 99%

The unique molecular disorder of crystalline 4-chloro-2,6-dimethyl-3-iodopyridine N-oxide. An X-ray and spectroscopic study

Hanuza¹,

Mączka²,

Waśkowska³

et al. 1997

J. Chem. Soc., Perkin Trans. 2

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The crystal structure of 4-chloro-2,6-dimethyl-3-iodopyridine N-oxide has been determined at ambient temperature. The compound crystallizes in monoclinic structure, space group P2 1 /n. The asymmetric unit consists of two formula units, one of which shows positional disorder. The shortest intermolecular contacts form a medium strong hydrogen bond of the type ᎐ ᎐ C᎐H ؒ ؒ ؒ O. The IR and Raman spectra, measured in the region 50-3500 cm Ϫ1 , are in agreement with predictions based on the X-ray structural data. The observed electron absorption bands have been attributed to transitions between singlet levels, whereas the emission originates from transitions between the excited triplet level and the ground singlet level. The splitting of the strongest absorption band (225-242 nm) into three components has been explained to be a result of expansion of the valence shell of the iodine atom (d-orbital resonance).

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Structural and spectroscopic evidence of hydrogen bonding in 3-bromo-5-hydroxy-2,6-dimethylpyridine and 3-chloro-5-hydroxy-2,6-dimethylpyridine

Hanuza

Mączka

Waśkowska

et al. 1997

Journal of Molecular Structure

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Polarized Raman and Infrared Spectra of 2,6-Dichloro-, 2,6-Dibromo-, 3,5-Dichloro-, and 3,5-Dibromopyridines

Cited by 8 publications

References 7 publications

Raman spectroscopic study of photochromicN-[4-(4-n-alkoxybenzoyloxy)-2-hydroxybenzylidene]chloroanilines

Raman spectroscopic study of photochromicN-[4-(4-n-alkoxybenzoyloxy)-2-hydroxybenzylidene]chloroanilines

The unique molecular disorder of crystalline 4-chloro-2,6-dimethyl-3-iodopyridine N-oxide. An X-ray and spectroscopic study

Structural and spectroscopic evidence of hydrogen bonding in 3-bromo-5-hydroxy-2,6-dimethylpyridine and 3-chloro-5-hydroxy-2,6-dimethylpyridine

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