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3106243 
Journal Article 
Caffeic acid phenethyl ester (CAPE): Synthesis and X-ray crystallographic analysis 
Son, S; Lobkowsky, EB; Lewis, BA 
2001 
Yes 
Chemical and Pharmaceutical Bulletin
ISSN: 0009-2363
EISSN: 1347-5223 
49 
2 
236-238 
English 
11217116 
WOS:000166753200021 
The structure of caffeic acid phenethyl ester [2-propenoic acid, 3-(3, 4-dihydroxyphenyl)-, 2-phenethyl ester] (I), C17H16O4.1/2C(6)H(6), synthesized by base-catalyzed alkylation of caffeic acid salt with beta -bromoethylbenzene in HMPA (hexamethylphosphoramide) and recrystallized from benzene, was confirmed by single crystal X-ray diffraction. The crystals are triclinic, space group P (1) over bar, Z=2, unit cell dimension a=5.8129 (9) Angstrom, b=11.122 (2) Angstrom, c= 13. 226 (2) Angstrom, alpha =97.080 (3)degrees, beta =101.467 (3)degrees, gamma =95.405 (3)degrees, V=825.4 (2) Angstrom (3), D-calc=1.301 g/cm(3), F(000)=342. The packing of the molecule is stabilized by intermolecular O1H . . .O-4 (2.69 Angstrom) and O-1. . . HO2 (2.82 Angstrom) hydrogen bonds. 
caffeic acid phenethyl ester; alkylation reaction; X-ray diffraction; hydroxycinnamic acid derivative; phenolic compound