THE EFFECT OF SOLVENT AND TEMPERATURE ON THE CIS–TRANS ISOMERISM OF ORTHO-tert-ALKYL PHENOLS

1961 ◽  
Vol 39 (3) ◽  
pp. 481-487 ◽  
Author(s):  
K. U. Ingold ◽  
D. R. Taylor

The effects of different solvents and of a change of temperature on the infrared band due to the fundamental hydroxyl stretching vibration in several 2,6-di-t-alkyl phenols and in the corresponding ortho-t-alkyl phenols have been examined. The conclusion that the two bands observed in ortho-t-alkyl phenols represent cis and trans isomers has been confirmed. The differences in enthalpy and entropy between the two isomers have been measured for six different phenols.

1962 ◽  
Vol 40 (1) ◽  
pp. 111-121 ◽  
Author(s):  
K. U. Ingold

The infrared frequencies and intensities of the fundamental stretching vibration of the hydroxyl group have been measured for a number of ortho-alkyl phenols in the vapor phase over a range of temperatures. Both quantities have been shown to depend on internal steric and environmental factors. The differences in enthalpy between the cis and trans isomers of several 2-tert-alkyl phenols have been measured, and it is concluded that the latter are not significantly stabilized relative to the former by solvation in non-polar solvents.


1961 ◽  
Vol 39 (3) ◽  
pp. 471-480 ◽  
Author(s):  
K. U. Ingold ◽  
D. R. Taylor

The infrared frequencies, intensities, and half-band widths of the fundamental stretching vibration of the hydroxyl group have been measured for a large number of ortho-alkyl phenols. It has been found that phenols containing a single ortho-alkyl substituent exist as cis and trans isomers in unequal amounts, the trans isomer being the more abundant. The difference in free energy between the two isomers in dilute solution in carbon tetrachloride at 24 °C has been measured for ortho-cresol, 2,3-dimethyl phenol, and several ortho-tert-alkyl phenols.


Molecules ◽  
2021 ◽  
Vol 26 (15) ◽  
pp. 4539
Author(s):  
Nguyen Minh Thuy ◽  
Vo Minh ◽  
Tran Ben ◽  
My Tuyen Thi Nguyen ◽  
Ho Ha ◽  
...  

Butterfly pea flower have great sensory attraction, but they have not yet been used widely in Vietnam. Extracts of butterfly pea flowers can be used conveniently as a natural blue colorant for food products. In this study, the identification of anthocyanin compounds in butterfly pea flowers was performed by UPLC coupled with a UV and Mass spectrometer instrument. Positive and negative ion electrospray MS/MS chromatograms and spectra of the anthocyanin compounds were determined. By analyzing the chromatograms and spectra for each ion, five anthocyanins were identified in the butterfly pea flower extract; these were delphinidin-3-(6”‐p-coumaroyl)-rutinoside, cyanidin 3-(6”-p-coumaroyl)-rutinoside, delphinidin-3-(p-coumaroyl) glucose in both cis- and trans- isomers, cyanidin-3-(p-coumaroyl-glucoside) and delphinidin-3-pyranoside. Additionally, based on their intensity, it was determined that cyanidin-3-(p-coumaroyl-glucoside) was the most abundant anthocyanin, followed by cyanidin 3-(6”-p-coumaroyl)-rutinoside, delphinidin-3-(p-coumaroyl-glucoside), delphinidin-3-(6”-p-coumaroyl)-rutinoside and delphinidin-3-pyranoside. In this study, cyanidin derivatives were discovered in butterfly pea flower extract, where these compounds had not been detected in previous studies.


2020 ◽  
Vol 153 (24) ◽  
pp. 244308
Author(s):  
Ali Abou Taka ◽  
Mark C. Babin ◽  
Xianghai Sheng ◽  
Jessalyn A. DeVine ◽  
Daniel M. Neumark ◽  
...  

1957 ◽  
Vol 35 (8) ◽  
pp. 757-760 ◽  
Author(s):  
K. K. Carroll

The malonic ester synthesis of nervonic acid (tetracos-15-enoic acid) has been modified so that the product consists of pure cis rather than a mixture of cis and trans isomers. The modified synthesis has been used for the preparation of C14-labelled erucic and nervonic acids.


2002 ◽  
Vol 67 (1) ◽  
pp. 47-54 ◽  
Author(s):  
Zenon Łotowski ◽  
Jacek W. Morzycki ◽  
Izabella S. Niewczas ◽  
Marta Zdanowicz

Treatment of 16α-bromo-17-oxosteroids 1 and 2 with gaseous ammonia and successive air-oxidation afforded the cis and trans isomers of D-linked bis-steroid pyrazines. Analogous reaction of 1α-bromo-4-nor-5α-cholestan-2-one (3) led to unexpected hydrolysis products.


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