This preview shows pages 1–3. Sign up to view the full content.
This preview has intentionally blurred sections. Sign up to view the full version.View Full Document
Unformatted text preview: (A) (B) The alkyl radical is locally trigonal planar, but the intermediate is overall chiral because of the stereocenter at C-2. Reaction by paths (A) and (B) are diastereomerically related and may have different values for E a , producing the products in unequal amounts. Racemic Forms If the photochlorination reaction is carried out on a racemic form of 2-chloropentane, racemic forms of each diastereomer are produced. A parallel reaction pathway involving the (R) enantiomer produces two diastereomeric products in relative amounts that mirror those produced from the (S) enantiomer. CH 3 CH Cl CH 2 CH 2 CH 3 Cl 2 h ! CH 3 CH Cl CH Cl CH 2 CH 3 * * * (2S) (2S,3R) and (2S,3S) (2R) (2R,3S) and (2R.3R) enantiomers enantiomers enantiomers...
View Full Document