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Solutions_Manual_for_Organic_Chemistry_6th_Ed 95

Solutions_Manual_for_Organic_Chemistry_6th_Ed 95 - 5 1 8...

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5- 1 8 continued CHO (d) H + OH H + OH CH20H (e) (f) H i : H OH CH20H Ho i H OH CH20H mirror CHO HO + H HO + H CH20H CH20H 1 80 0 rotation of the right structure does not give left structure; no plane of symmetry: chiral--enantiomers HO $ H n 1 800 rotation of the right structure gi ves same structure as - - - - - - - - - - - - - - - - - - - on the left; also has plane of symmetry: same structure HO H CH20H H + �: HO + H CH20H 1 80 0 rotation of the right structure does not gi ve left structure; no plane of symmetry: chiral--enantiomers 5-19 If the Fischer projection is drawn correctly, the most oxidized carbon will be at the top; this is the carbon with the greatest number of bonds to oxygen. Then the numbering goes from the top down. (a) R (b) no chiral center (c) no chiral center 5-20 (d) 2R,3R (e) 2S,3R (numbering down) ( f) 2 R, 3R (a) enantiomers--configurations at both asymmetric carbons inverted
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