Chapter 5: Q-5-29P (page 280)
Convert the following Fischer projections to perspective formulas.
Short Answer
(a)
(b)
(c)
(d)
Chapter 5: Q-5-29P (page 280)
Convert the following Fischer projections to perspective formulas.
(a)
(b)
(c)
(d)
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Get started for freeTo show that (R)-2-butyl (R,R)-tartrate and (S)-2-butyl (R,R)-tartrate are not enantiomers, draw and name the mirror images of these compounds.
Question: For each pair, give the relationship between the two compounds. Making models will be helpful.
(a) (2R,3S)-2,3-dibromohexane and (2S,3R)-2,3-dibromohexane
(b) (2R,3S)-2,3-dibromohexane (2R,3R)-2,3-dibromohexane
(c)
(d)
(e)
(f)
(g)
(h)
(i)
2.Star (*) each asymmetric carbon atom in part (1), label each as (R) or (S) and compare your result from part (1) with the prediction you would make based on the asymmetric carbons.
Question: For each of the compounds described by the following names,
1. draw a three-dimensional representation
2. star (*) each chiral center
3. draw any planes of symmetry.
4. draw any enantiomer.
5. draw any diastereomers.
6. label each structure you have drawn as chiral or achiral
(a) (S)-2-chlorobutane
(b)(R)-1,1,2-trimethylcyclohexane
(c) (2R,3S)-2,3-dibromohexane
(d) (1R,2R)-1,2-dibromocyclohexane
(e) meso-hexane-3,4-diol,CH3CH2CH(OH)CH(OH)CH2 CH3
(f) -hexane-3,4-diol
Question: Draw all distinct stereoisomers for each structure. Show the relationships (enantiomers, diastereomers, etc.) between the isomers. Label any meso iosmers, and draw any mirror planes of symmetry.
(a) CH3 -CHCI-CHOH-COOH
(b) tartaric acid, HOOC-CHOH - CHOH-COOH
(c) HOOC -CHBr-CHOH- CHOH-COOH
(d)
(e)
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