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I know there is typically a inversion of stereochemistry during an Sn2, ie R to S or S to R, but does an Sn2 reaction also change the direction polarized light is rotated?
2006 TPR book says, - in an Sn2 rxn. "If the original substrate is chiral, rotating the plane of polarized light to the right or left, the substituted product is also chiral, but it rotates the plane of polarized light in the opposite direction. That is, Sn2 substitution is accompanies by a complete inversion of configuration.
A few pages on a practice question they state that reacting a halide with an OH in an Sn2 mechanism, you cannot assume that if the light rotated to the right before that it will rotate left afterwards because the substituents are now different.
This contradicts the previous statement?
2006 TPR book says, - in an Sn2 rxn. "If the original substrate is chiral, rotating the plane of polarized light to the right or left, the substituted product is also chiral, but it rotates the plane of polarized light in the opposite direction. That is, Sn2 substitution is accompanies by a complete inversion of configuration.
A few pages on a practice question they state that reacting a halide with an OH in an Sn2 mechanism, you cannot assume that if the light rotated to the right before that it will rotate left afterwards because the substituents are now different.
This contradicts the previous statement?