Infrared spectra and conformation of substituted methyl cyclohexanecarboxylates and 2-hydroxycyclohexanecarboxylates

1979 ◽  
Vol 44 (2) ◽  
pp. 410-419 ◽  
Author(s):  
Soňa Vašíčková ◽  
Miloš Tichý

Infrared bands due to carbonyl and hydroxyl stretching vibration were measured for 32 esters of substituted cyclohexane and trans-decalin carboxylic acids and 2-hydroxy acids. The bands were computer-separated and most of them assigned to the appropriate rotamers. The conformational equilibrium in methyl trans-2-hydroxy-cis-4-isopropylcyclohexanecarboxylate was determined using comparison of integrated intensities of the hydroxyl bands of the mobile compound with those of the conformationally biased standards. The OH/COOCH3 vicinal interaction was found to be attractive (about 2.6 kJ mol-1).

1974 ◽  
Vol 27 (10) ◽  
pp. 2205 ◽  
Author(s):  
T Fujita ◽  
S Watanabe ◽  
K Suga

Lithium naphthalenide reacts with carboxylic acids in the presence of diethylamine to give the α-anions of lithium carboxylates. Reaction of these anions with various epoxides gives the corresponding y-hydroxy acids in good yield. The γ-hydroxy acids easily cyclize to give γ-butyrolactones.


2011 ◽  
Vol 115 (16) ◽  
pp. 4834-4842 ◽  
Author(s):  
Maciej Śmiechowski ◽  
Emilia Gojło ◽  
Janusz Stangret

Life ◽  
2020 ◽  
Vol 10 (8) ◽  
pp. 125
Author(s):  
Arthur Omran ◽  
Cesar Menor-Salvan ◽  
Greg Springsteen ◽  
Matthew Pasek

Sugars are essential for the formation of genetic elements such as RNA and as an energy/food source. Thus, the formose reaction, which autocatalytically generates a multitude of sugars from formaldehyde, has been viewed as a potentially important prebiotic source of biomolecules at the origins of life. When analyzing our formose solutions we find that many of the chemical species are simple carboxylic acids, including α-hydroxy acids, associated with metabolism. In this work we posit that the study of the formose reaction, under alkaline conditions and moderate hydrothermal temperatures, should not be solely focused on sugars for genetic materials, but should focus on the origins of metabolism (via metabolic molecules) as well.


2019 ◽  
Vol 55 (44) ◽  
pp. 6297-6300 ◽  
Author(s):  
Ciarán C. Lynch ◽  
Zeus A. De los Santos ◽  
Christian Wolf

Optical chirality sensing of unprotected amino acids, hydroxy acids, amino alcohols, amines and carboxylic acids based on a practical mix-and-measure protocol with readily available copper, iron, palladium, manganese, cerium or rhodium salts is demonstrated.


The equilibrium constants of gas-phase complexes of HF with dimethyl, methyl ethyl and diethyl ether have been measured at several temperatures using the Benesi-Hildebrand approximation on the absorption band of the HF stretching vibration in the complex. From these, values of Δ H of — 43, — 38 and — 30 kJ mol -1 respectively, have been determined. They are interpreted in terms of conformational rearrangements of the ethers when they form hydrogen bonds. The far infrared spectra of the complexes with both HF and DF have also been recorded and in each case a band observed at around 180 cm -1 which is assigned to the intermolecular stretching mode of vibration. For the complex between HF and dimethyl ether a rotational contour has been observed at about 10 cm -1 .


1963 ◽  
Vol 41 (9) ◽  
pp. 2154-2159 ◽  
Author(s):  
Keith Bowden ◽  
N. B. Chapman ◽  
J. Shorter

The infrared spectra in the carbonyl-stretching region of certain arylaliphatic esters, RCOOMe, have been examined. The stretching frequencies and absorption intensities are presented and are discussed in terms of polar and α-mass effects and the occurrence of conformational isomers.


FEBS Letters ◽  
1991 ◽  
Vol 287 (1-2) ◽  
pp. 157-159 ◽  
Author(s):  
Chia-Wun Chang ◽  
Noriko Sekiya ◽  
Kazuo Yoshihara

1973 ◽  
Vol 19 (4) ◽  
pp. 1369-1371
Author(s):  
U. Kh. Agaev ◽  
A. T. Alyev ◽  
S. Z. Rizaeva ◽  
Yu. A. Pentin

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