With your models, construct a pair of enantiomers. From each of the models, remo

Question

With your models, construct a pair of enantiomers. From each of the models, remove the same common element (e.g., the white component) and the connecting links (bonds). Reconnect the two central carbons by a bond. What you have constructed is the meso form of a molecule, such as meso-tartaric acid. How many chiral carbons are there in this compound (5a)? HOOC O OH Ca H CHb Tartaric acid COOH Is there a plane of symmetry (5b)? Is the molecule chiral or achiral (5c)? With your models, construct a pair of enantiomers. From each of the models, remove the same common element (e.g., the white component) and the connecting links (bonds). Reconnect the two central carbons by a bond. What you have constructed is the meso form of a molecule, such as meso-tartaric acid. How many chiral carbons are there in this compound (5a)? HOOC O OH Ca H CHb Tartaric acid COOH Is there a plane of symmetry (5b)? Is the molecule chiral or achiral (5c)? OH Ca H CHb Tartaric acid COOH Is there a plane of symmetry (5b)? Is the molecule chiral or achiral (5c)? OH Ca H CHb Tartaric acid COOH Is there a plane of symmetry (5b)? Is the molecule chiral or achiral (5c)?

Explanation / Answer

Each of the carbons in a meso compound is a chiral center, so there are two. A meso compound always has a plane of symmetry perpendicular to the bond connecting the chiral carbons. The MOLECULE is achiral, due to the existence of a plane of symmetry.

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