Explore: Walden Inversion

Walden inversion is the inversion of a stereogenic center in a chiral molecule in a chemical reaction. Since a molecule can form two enantiomers around

chemistry. In particular, he discovered Walden's rule, he invented the stereochemical reaction known as Walden inversion and synthesized the first room-temperature

carbon-carbon single bond. Inversion of tetrahedra occurs widely in organic and main group chemistry. The Walden inversion illustrates the stereochemical

757-761 doi:10.1021/acs.jchemed.5b00394 253. Reaction kinetics and the Walden inversion. Part II. Homogeneous hydrolysis, alcoholysis, and ammonolysis of -phenylethyl

in a set of geometric isomers (cis/trans). In contrast, a reversal (Walden inversion) of the previously existing stereochemistry is observed in the SN2

ion with chloroethane showing the concerted nature of the reaction, the transition state and the predictable stereochemistry through Walden inversion.

attack the bond in question in an ideal angle. These angles are 180° (Walden inversion) for exo-tet reactions, 109° (Bürgi–Dunitz angle) for exo-trig reaction

reaction. Malic acid was important in the discovery of the Walden inversion and the Walden cycle, in which (−)-malic acid first is converted into (+)-chlorosuccinic

will therefore lead to an inversion of its stereochemistry, called a Walden inversion. SN2 attack may occur if the backside route of attack is not sterically

chiral centre, then inversion of configuration (stereochemistry and optical activity) may occur; this is called the Walden inversion. For example, 1-bromo-1-fluoroethane