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(R)-α-methoxy-α-(trifluoromethyl)- phenylacetic acid (Mosher's acid). In analytical chemistry, a chiral derivatizing agent (CDA), also known as a chiral resolving reagent, is a derivatization reagent that is a chiral auxiliary used to convert a mixture of enantiomers into diastereomers in order to analyze the quantities of each enantiomer present and determine the optical purity of a sample.
One of the first such racemates studied, by Pasteur in 1853, forms from a 1:2 mixture of the bis ammonium salt of (+)-tartaric acid and the bis ammonium salt of (−)-malic acid in water. Re-investigated in 2008, [ 9 ] the crystals formed are dumbbell -shape with the central part consisting of ammonium (+)-bitartrate, whereas the outer parts ...
Louis Pasteur - pioneering stereochemist. Chirality can be traced back to 1812, when physicist Jean-Baptiste Biot found out about a phenomenon called "optical activity." [10] Louis Pasteur, a famous student of Biot's, made a series of observations that led him to suggest that the optical activity of some substances is caused by their molecular asymmetry, which makes nonsuperimposable mirror ...
In stereochemistry, an epimer is one of a pair of diastereomers. [1] The two epimers have opposite configuration at only one stereogenic center out of at least two. [2] All other stereogenic centers in the molecules are the same in each. Epimerization is the interconversion of one epimer to the other epimer.
Chiral resolution, or enantiomeric resolution, [1] is a process in stereochemistry for the separation of racemic mixture into their enantiomers. [2] It is an important tool in the production of optically active compounds, including drugs. [3] Another term with the same meaning is optical resolution.
COOH, R, NH 2 and H (where R is the side-chain) are arranged around the chiral center carbon atom. With the hydrogen atom away from the viewer, if the arrangement of the CO → R → N groups around the carbon atom as center is counter-clockwise, then it is the L form. [ 14 ]
There are many more pairs of diastereomers, because each of these configurations is a diastereomer with respect to every other configuration excluding its own enantiomer (for example, R,R,R is a diastereomer of R,R,S; R,S,R; and R,S,S). For n = 4, there are sixteen stereoisomers, or
A molecule may contain any number of stereocenters and any number of double bonds, and each usually gives rise to two possible isomers. A molecule with an integer n describing the number of stereocenters will usually have 2 n stereoisomers, and 2 n−1 diastereomers each having an associated pair of enantiomers.