ISSN:
1572-8854
Keywords:
1-phenyl-2-(4-pyridyl)ethanol
;
X-ray structure single crystal
;
intermediate
;
stilbazole
;
styrylpyridine
Source:
Springer Online Journal Archives 1860-2000
Topics:
Geosciences
,
Physics
Notes:
Abstract We have isolated, by crystallization, the intermediate, 1-phenyl-2-(4-pyridyl)ethanol, from the condensation reaction of 4-methylpyridine with benzaldehyde in which the aim was to obtain the model compound 4-styrylpyridine in absence of a condensing agent. Single crystal X-ray analysis shows the formation of an intermolecular hydrogen bond O–H···N between the nitrogen atom of a pyridine group and the oxygen atom of the OH of the neighboring molecule, which helps to stabilize the crystal structure. Crystal structure determination clearly revealed that the solid is chiral and racemic, as expected. The title compound crystallizes in an orthorhombic system with a space group Pna21 with two pairs of R and S enantiomers in each crystal cell (a = 15.591(1) Å, b = 12.691(1) Å, and c = 5.589(1) Å). Spectroscopic NMR data gave evidence that the isolated compound is actually the alcohol just before the dehydration process that yields the double bond of the 4-styrylpyridine.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1009577721468
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