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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 ...
A meso compound is superposable on its mirror image, therefore it reduces the number of stereoisomers predicted by the 2 n rule. This occurs because the molecule obtains a plane of symmetry that causes the molecule to rotate around the central carbon–carbon bond. [12] One example is meso-tartaric acid, in which (R,S) is the same as the (S,R) form
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.
Mesoionic compounds are a subclass of betaines. [1] Examples are sydnones and sydnone imines (e.g. the stimulant mesocarb), münchnones, [1][2] and mesoionic carbenes. The formal positive charge is associated with the ring atoms and the formal negative charge is associated either with ring atoms or an exocyclic nitrogen or other atom. [3]
The different types of isomers. Stereochemistry focuses on stereoisomers, red boxes in the picture.. In stereochemistry, stereoisomerism, or spatial isomerism, is a form of isomerism in which molecules have the same molecular formula and sequence of bonded atoms (constitution), but differ in the three-dimensional orientations of their atoms in space.
Enantiotopic groups are identical and indistinguishable except in chiral environments. For instance, the CH 2 hydrogens in ethanol (CH 3 CH 2 OH) are normally enantiotopic, but can be made different (diastereotopic) if combined with a chiral center, for instance by conversion to an ester of a chiral carboxylic acid such as lactic acid, or if coordinated to a chiral metal center, or if ...
Tacticity (from Greek: τακτικός, romanized: taktikos, "relating to arrangement or order") is the relative stereochemistry of adjacent chiral centers within a macromolecule. [1] The practical significance of tacticity rests on the effects on the physical properties of the polymer. The regularity of the macromolecular structure influences ...
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.
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