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In stereochemistry, diastereomers (sometimes called diastereoisomers) are a type of stereoisomer. [1] Diastereomers are defined as non-mirror image, non-identical stereoisomers. Hence, they occur when two or more stereoisomers of a compound have different configurations at one or more (but not all) of the equivalent (related) stereocenters and ...
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 ...
Different enantiomers or diastereomers of a compound were formerly called optical isomers due to their different optical properties. [29] At one time, chirality was thought to be restricted to organic chemistry, but this misconception was overthrown by the resolution of a purely inorganic compound, a cobalt complex called hexol , by Alfred ...
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
These include meso compounds, cis–trans isomers, E-Z isomers, and non-enantiomeric optical isomers. Diastereomers seldom have the same physical properties. In the example shown below, the meso form of tartaric acid forms a diastereomeric pair with both levo- and dextro-tartaric acids, which form an enantiomeric pair.
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 ...
Epimer. 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.
In chemistry, racemization is a conversion, by heat or by chemical reaction, of an optically active compound into a racemic (optically inactive) form. This creates a 1:1 molar ratio of enantiomers and is referred to as a racemic mixture (i.e. contain equal amount of (+) and (−) forms). Plus and minus forms are called Dextrorotation and ...