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Our working definition of meso is “an achiral compound that has chirality centers (usually asymmetric carbon atoms).”
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The 2 number of stereoisomers doubles for HO C H 3 each additional asymmetric carbon atom.
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Amino acids also have asymmetric carbon atoms.
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Each asymmetric carbon atom is assigned a letter (R) or (S) based on its three-dimensional configuration.
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A molecule containing an asymmetric carbon atom is not superimposable on its mirror image and is chiral.
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(p . 171) Fischer projection A method for drawing an asymmetric carbon atom as a cross.
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Alanine has an asymmetric carbon atom, and it exists in two enantiomeric forms.
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A stereocenter is an asymmetric carbon atom.
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Find the asymmetric carbon atom, and determine whether it has the (R) or the (S) configuration.
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The presence of asymmetric carbon atoms also confers optical activity on the compound.
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D sugars that differ in configuration at only a single asymmetric carbon atom are called epimers.
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Compounds that are achiral even though they have asymmetric carbon atoms are called meso compounds.
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Draw correct Fischer projections of asymmetric carbon atoms. 7.
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Asymmetric carbon atoms are the most common chirality centers.
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The presence of asymmetric carbon atoms also confers optical activity on the compound.
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An asymmetric carbon atom undergoes racemization when it ionizes to a planar, achiral carbocation.
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O PROBLEM 8-25 The chiral BINAP ligand shown in Figure 8-7 contains no asymmetric carbon atoms.
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In tartaric acid there are present two asymmetric carbon atoms.
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Because of this extra asymmetric carbon atom, each type of pyranose exists as and stereoisomers (Figure 2.15).
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For example, glucose and mannose differ only at C2, the first asymmetric carbon atom.
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In these cases the sugars may have more than one asymmetric carbon atom.
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Most chiral organic compounds have at least one asymmetric carbon atom.
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It is an asymmetric carbon atom, and it is responsible for the chirality of 2-bromobutane.
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They are most useful for compounds with two or more asymmetric carbon atoms.
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We will see (in Chapter 28) that molecules with asymmetric carbon atoms figure prominently in biochemistry.
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