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A meso compound or meso isomer is an optically inactive isomer in a set of stereoisomers, at least two of which are optically active. [1][2] This means that despite containing two or more stereocenters, the molecule is not chiral. A meso compound is superposable on its mirror image (not to be confused with superimposable, as any two objects can ...
Chirality (chemistry) Two enantiomers of a generic amino acid that are chiral. (S)-Alanine (left) and (R)-alanine (right) in zwitterionic form at neutral pH. In chemistry, a molecule or ion is called chiral (/ ˈkaɪrəl /) if it cannot be superposed on its mirror image by any combination of rotations, translations, and some conformational changes.
In organic chemistry, the Cahn–Ingold–Prelog (CIP) sequence rules (also the CIP priority convention; named after Robert Sidney Cahn, Christopher Kelk Ingold, and Vladimir Prelog) are a standard process to completely and unequivocally name a stereoisomer of a molecule. [ 1 ][ 2 ]: 26 The purpose of the CIP system is to assign an R or S ...
Two enantiomers of a generic amino acidthat is chiral. Chirality(/kaɪˈrælɪti/) is a property of asymmetryimportant in several branches of science. The word chiralityis derived from the Greekχείρ(kheir), "hand", a familiar chiral object. An object or a system is chiralif it is distinguishable from its mirror image; that is, it cannot be ...
Racemic mixture. In chemistry, a racemic mixture or racemate (/ reɪˈsiːmeɪt, rə -, ˈræsɪmeɪt / [1]) is one that has equal amounts of left- and right-handed enantiomers of a chiral molecule or salt. Racemic mixtures are rare in nature, but many compounds are produced industrially as racemates.
Homotopic groups in a chemical compound are equivalent groups. Two groups A and B are homotopic if the molecule remains achiral when the groups are interchanged with some other atom (such as bromine) while the remaining parts of the molecule stay fixed. Homotopic atoms are always identical, in any environment.
Stereocenter. In stereochemistry, a stereocenter of a molecule is an atom (center), axis or plane that is the focus of stereoisomerism; that is, when having at least three different groups bound to the stereocenter, interchanging any two different groups creates a new stereoisomer. [ 1 ][ 2 ] Stereocenters are also referred to as stereogenic ...
However, compounds that contain an even number of asymmetric atoms sometimes lack chirality because they are arranged in mirror-symmetric pairs, and are known as meso compounds. For instance, meso tartaric acid (shown on the right) has two asymmetric carbon atoms, but it does not exhibit enantiomerism because there is a mirror symmetry plane.