61696-54-6

Usage

Uses

Used in Chiral Separation Applications:
(+)-(18-CROWN-6)-2,3,11,12-TETRACARBOXYLIC ACID is used as a chiral selector in capillary zone electrophoresis for the separation of a variety of optically active amines. Its chiral structure allows for the discrimination and separation of enantiomers, which is crucial in various chemical and pharmaceutical processes.
Used in Chiral Synthesis:
(+)-(18-CROWN-6)-2,3,11,12-TETRACARBOXYLIC ACID is used as a chiral building block in the synthesis of monoamides. Its unique structure and properties enable the creation of chiral compounds with specific biological activities and applications.
Used in Analytical Chemistry:
(+)-(18-CROWN-6)-2,3,11,12-TETRACARBOXYLIC ACID is used as a chiral NMR discriminating agent for underivatized amino acids. This allows for the identification and analysis of chiral compounds without the need for derivatization, simplifying the process and providing more accurate results.
Used in Metal Chelation:
(+)-(18-CROWN-6)-2,3,11,12-TETRACARBOXYLIC ACID is used as a calcium and barium chelator. Its ability to bind with these metal ions can be useful in various applications, such as environmental remediation, water treatment, and the development of new materials with specific properties.

InChI:InChI=1/C16H24O14/c17-13(18)9-10(14(19)20)29-7-3-26-4-8-30-12(16(23)24)11(15(21)22)28-6-2-25-1-5-27-9/h9-12H,1-8H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24)/t9-,10-,11-,12-/m1/s1

Upstream product

• 57207-22-4 (2R,3R,11R,12R)-(+)-(N,N,N',N',N,N,N',N'-octamethyl-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3,11,12-tetracarboxamide) 
• 87-69-4 L-Tartaric acid 
• 76777-45-2 dianhydride [18]-crown-6-R,R-tartaric acid 
• 100-46-9 benzylamine 

Relevant academic research and scientific papers

On the Synthesis of Monoamides of 18-Crown-6-tetracarboxylic Acid

The synthesis of monoamides of (R,R,R,R)-18-crown-6-2,3,11,12-tetracarboxylic acid via reaction of primary and secondary amines with the crown ether bis-anhydride is explored, One equivalent of benzylamine gave a quantitative yield of a diamide, and the r

The H3O+ Cation: Molecular Structure of an Oxonium-Macrocycle Polyether Complex

The oxonium ion has been isolated as a discrete entity by inclusion into a macrocyclic cavity.The structure of the complex formed by a tetracarboxylic 18-crown-6 ligand with H3O+ has been determined by X-ray crystallography (P212121; a = 10.526 (2); b = 14.325 (2), and c= 15.324 (2) Angstroem).The structure was solved by direct methods and refined to R = 0.048 for 1957 (I 2?(I)) reflections.Hydrogen atoms were located on a Fourier difference map.The overall shape of the ligand is similar to that found in related complexes, as two carboxylic acid groups extend on both sides of the pseudoplanar macrocycle.The H3O+ cation is anchored in the center of the cavity by three OH+...O hydrogen bonds (2.67, 2.73, and 2.74 Angstroem) whereas the chloride counterion is H bonded to the three carboxylic acid groups 5.5 Angstroem away from the cation.The pyramidal geometry found for the oxonium cation in the present molecular complex shows this conformation to be the most stable in an ion-solvating environment.

Molecular Receptors. Functionalized and Chiral Macrocyclic Polyethers Derived from Tartaric Acid

A number of functionalized and chiral macrocyclic polyethers have been synthesized by condensation of the dithallium alcoholate of (R,R)-(+)-tartaric acid derivatives with α,ω-dihalides.In this way for instance, the tetracarboxylic -O6 macrocycle 3c a