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SCAN0014 - Practice 14 — Stereochemistry For each...

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Unformatted text preview: Practice 14 — Stereochemistry For each molecule below: 1) Identify all stereocenters with a star. 2) Indicate if they are chiral or achiral (no asymmetric centers or meso). 3) If chiral, assign R or S to each stereocenter. [,N‘ a) Br \H h) Br n) COZH \)’\/\ HO—CHO "'OH H——0H Ho——H b) \JHSA I) H \ CI Me . a, H Ho F: H H 0) ”90” 0) HO (Br W ]) Br \ CI NH OH Br p) OH Ho $H HbH k) Me '2 ‘a Me HO Br HO Br q) I) COQH f) Br H OH W Ho CI HO H HOH H "\ 9) 002H m) CHO 0 \OH H OH HO H ' Br H H H HO 3H CH0 H OH Me 4) Draw structures which correspond to the following names: a) (H) 2—bromobutane f) mesa-1,2-dihydroxycyclohexane b) (S) 2-iodopentane V g) (F?) 3—bromononane 0) (2R, 38) 2—bromo—3-iodoheptane h) (S) 4-ethyldecane d) (S)3-methylhexane i) mesa-1,3-dimethylcyclohexane e) (38, SS) 5-methyI-3-octanol j) (S) 2—nitropentane (nitro = N02) 5) Draw i) an enantiomer; ii) a diastereomer, for each of the following if possible. a) H CHECIZI b) HéMe c) H d) OH e) 0,01 f) w H Me Me \\ _ CliH CN #fi CS—OH . / r: * Me OH 0 /4é'/ \_ / . ,’ ,tlce: 7.1, 7.2, 7.7 — 7.9, 7.11, 7.12, 7.17, 7.28, 7.30, 7.31, 7.33, 7.35, 7.38, 7.43 / , . . v ‘ 1/ // * /_.—“r.’- // \ 7 ’7 /®. 7 ' ' / A. l _ ...
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