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Since a meso isomer has a superposable mirror image, a compound with a total of n chiral centers cannot attain the theoretical maximum of 2 n stereoisomers if one of the stereoisomers is meso. [4] A meso isomer need not have a mirror plane. It may have an inversion or a rotoreflexion symmetry such as S 4. For example, there are two meso isomers ...
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.
In chemistry, isomers are molecules or polyatomic ions with identical molecular formula – that is, the same number of atoms of each element – but distinct arrangements of atoms in space. [1] Isomerism refers to the existence or possibility of isomers. Isomers do not necessarily share similar chemical or physical properties.
For example, when this probability is 0.25 then the probability of finding: an isotactic triad is P m 2, or 0.0625; an heterotactic triad is 2P m (1–P m), or 0.375; a syndiotactic triad is (1–P m) 2, or 0.5625; with a total probability of 1. Similar relationships with diads exist for tetrads. [5]: 357
In biochemistry, medicine, and related sciences, inositol generally refers to myo-inositol (formerly meso-inositol), the most important stereoisomer of the chemical compound cyclohexane-1,2,3,4,5,6-hexol. Its formula is C 6 H 12 O 6; the molecule has a ring of six carbon atoms, each with an hydrogen atom and a hydroxyl group (–OH).
The achiral meso compound (1R,2S)-1,2-diphenyloxirane arises from cis-stilbene, though peroxide epoxidations of the cis-isomer produce both cis- and trans-epoxide products. For example, using tert-butyl hydroperoxide, oxidation of cis-stilbene produces 0.8% cis-stilbene oxide, 13.5% trans-stilbene oxide, and 6.1% benzaldehyde.
In one isomer the CO ligands are terminal. When a pair of CO are bridging, cis and trans isomers are possible depending on the location of the C 5 H 5 groups. [7] Another example in organometallic chemistry is the linkage isomerization of decaphenylferrocene, [(η 5-C 5 Ph 5) 2 Fe]. [8] [9] Formation of decaphenylferrocene from its linkage isomer
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