ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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Chapter 4, Problem 39P
Interpretation Introduction
Interpretation:
The number of stereoisomers in muscarine is to be determined. The number of stereoisomers in which one of the substituents on the ring is trans to the other two is to be determined. The structural formula of muscarine having the configuration
Concept introduction:
For a particular stereoisomer, the maximum number of stereoisomers
When determining the configuration, the molecule is oriented such that the lowest ranked atom points away from the observer.
The order of decreasing priority of the three other atoms or groups is determined. If it traces a clockwise path, the configuration is R, and if it traces a counterclockwise path, the configuration is S.
In cycloalkanes, the groups that lie on the opposite side of the ring are trans to each other.
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Following is the structure formula for Sertaline(Zoloft), widely prescribed to treat depression. Circle all the sterocenters present- how many stereoisomers of Zoloft are possible? Of these stereoisomers, how many are likely to be biologically effective in treating depression? Explain briefly.
A difficult problem in the synthesis of PGF2α is the introduction of the OH group at C15 in the desired configuration.
a. Label this stereogenic center as R or S.
b. A well known synthesis of PGF2α involves reaction of A with Zn(BH4)2, a metal hydride reagent similar in reactivity to NaBH4, to form two isomeric products, B and C. Draw their structures and indicate their stereochemical relationship.
c. Suggest a reagent to convert A to the single stereoisomer X.
1, part A) We observe 6 carbon stereocenters in the molecule below. Indicate each stereocenter, and give the absolute S or R configuration.
1, part B) Indicate each stereoisomer in this molecule, and give the absolute S or R configuration. Then, indicate E or Z configuration of all alkenes in it (*ignoring aromatic ring*).
Chapter 4 Solutions
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
Ch. 4.2 - Examine the following for chirality centers:Ch. 4.2 - Prob. 2PCh. 4.3 - Prob. 3PCh. 4.3 - Prob. 4PCh. 4.4 - Prob. 5PCh. 4.4 - Prob. 6PCh. 4.5 - Does the molecular model shown represent...Ch. 4.6 - Assign absolute configurations as R or S to each...Ch. 4.6 - Draw three-dimensional representations ofCh. 4.7 - Prob. 10P
Ch. 4.7 - Using the Fischer projection of (R)-2-butanol...Ch. 4.8 - Prob. 12PCh. 4.9 - Prob. 13PCh. 4.9 - Prob. 14PCh. 4.10 - Prob. 15PCh. 4.10 - Draw Fischer projections of the four...Ch. 4.10 - Prob. 17PCh. 4.11 - A meso stereoisomer is possible for one of the...Ch. 4.11 - One of the stereoisomers of...Ch. 4.12 - Prob. 20PCh. 4.12 - Prob. 21PCh. 4.13 - Prob. 22PCh. 4.13 - Prob. 23PCh. 4.13 - Prob. 24PCh. 4.14 - Prob. 25PCh. 4 - Prob. 26PCh. 4 - Including stereoisomers, write structural formulas...Ch. 4 - Prob. 28PCh. 4 - Prob. 29PCh. 4 - Prob. 30PCh. 4 - Prob. 31PCh. 4 - Prob. 32PCh. 4 - Prob. 33PCh. 4 - Prob. 34PCh. 4 - Prob. 35PCh. 4 - Prob. 36PCh. 4 - Prob. 37PCh. 4 - Prob. 38PCh. 4 - Prob. 39PCh. 4 - (-)-Menthol is the most stable stereoisomer of...Ch. 4 - Prob. 41PCh. 4 - Prob. 42PCh. 4 - (a) An aqueous solution containing 10 g of...Ch. 4 - Prob. 44DSPCh. 4 - Prob. 45DSPCh. 4 - Consider two chemical changes: one occurring at a...Ch. 4 - Consider two chemical changes: one occurring at a...Ch. 4 - Prob. 48DSPCh. 4 - Consider two chemical changes: one occurring at a...Ch. 4 - Consider two chemical changes: one occurring at a...
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