Infrared study of intramolecularly hydrogen bonded aromatic carbonyl containing compounds in various solvents

被引:16
作者
Nyquist, RA
Putzig, CL
Clark, TL
McDonald, AT
机构
[1] Dow Chemical Company, Analytical Sciences Laboratory, 1897F Building, Midland
关键词
intramolecularly H-bonded aromatic carbonyl containing compounds;
D O I
10.1016/0924-2031(96)00005-7
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
The intramolecularly hydrogen bonded OH group sterically alters the spacial distance between the sites of solute-solvent interaction, and the larger spacial distance causes a weaker solute-sovent interaction. Intramolecular hydrogen bonding also causes the carbonyl group to be relatively less basic which decreases the strength of an intermolecular hydrogen bond formed between the solute and the acidic proton of the solvent. Therefore, there is a smaller nu C=O ... HO frequency decrease compared to nu C=O for similar compounds not intramolecularly hydrogen bonded in going from solution in CCl4, to solution in CHCl3, or (CH3)(2)SO.
引用
收藏
页码:93 / 102
页数:10
相关论文
共 27 条
[1]  
Gutmann V, 1978, DONOR ACCEPTOR INTER, P29
[2]   FACTORS AFFECTING INFRARED GROUP FREQUENCIES - CARBONYL STRETCHING ABSORPTION-BANDS [J].
NYQUIST, RA .
APPLIED SPECTROSCOPY, 1986, 40 (03) :336-339
[4]   STUDIES OF CARBONYL-CONTAINING COMPOUNDS IN MIXED-SOLVENT SYSTEMS BY APPLICATION OF INFRARED-SPECTROSCOPY [J].
NYQUIST, RA ;
CHRZAN, V ;
KIRCHNER, T ;
YURGA, L ;
PUTZIG, CL .
APPLIED SPECTROSCOPY, 1990, 44 (02) :243-263
[5]   THE SIGNIFICANCE OF TEMPERATURE AND SOLVENT EFFECTS UPON INFRARED-SPECTRA AND GROUP FREQUENCIES [J].
NYQUIST, RA .
APPLIED SPECTROSCOPY, 1986, 40 (01) :79-85
[6]   INFRARED STUDY OF TETRAALKYLUREAS IN DILUTE-SOLUTIONS [J].
NYQUIST, RA ;
LUOMA, DA .
APPLIED SPECTROSCOPY, 1991, 45 (09) :1491-1496
[7]   INFRARED STUDY OF PHENYL ACETATE IN DILUTE-SOLUTIONS [J].
NYQUIST, RA ;
SETTINERI, SE .
APPLIED SPECTROSCOPY, 1990, 44 (10) :1629-1632
[8]   INFRARED STUDIES OF KETONES - PARAMETERS AFFECTING THE INDUCED CARBONYL STRETCHING VIBRATION BY SOLUTE SOLVENT INTERACTION [J].
NYQUIST, RA .
APPLIED SPECTROSCOPY, 1990, 44 (03) :433-438
[10]   INFRARED STUDY OF MALEIC-ANHYDRIDE IN SOLVENT SYSTEMS [J].
NYQUIST, RA .
APPLIED SPECTROSCOPY, 1990, 44 (03) :438-442