Loose Leaf for Organic Chemistry
10th Edition
ISBN: 9781259626548
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education (edition 10)
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Question
Chapter 4.12, Problem 21P
Interpretation Introduction
Interpretation:
The maximum number of stereoisomeric
Concept introduction:
A chirality center is the tetrahedral carbon, which is directly attached to four different atoms or groups.
For a molecule with more than one chirality center, the maximum number of stereoisomers is
The molecule which has the possibility of meso isomers has less than
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Chapter 4 Solutions
Loose Leaf for Organic Chemistry
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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- The following compound has two asymmetric centers and four stereoisomers. Two of these are d-erythrose and d-threose, which are naturally occurring sugars. The configuration of d-erythrose is (2R,3R), and the configuration of d-threose is (2S,3R). a. Which structure represents d-erythrose? b. Which represents d-threose?arrow_forwardWhen a pyranose is in the chair conformation in which the CH2OH group and the C-1 OH group are both in axial positions, the two groups can react to form an acetal. This is called the anhydro form of the sugar (it has “lost water”). The anhydro form of D-idose is shown here. Explain why about 80% of d-idose exists in the anhydro form in an aqueous solution at 100 °C, but only about 0.1% of D-glucose exists in the anhydro form under the same conditions.arrow_forwardWhat is the absolute stereochemistry of C2 and C4?arrow_forward
- Use Fisher projections to draw the possible stereoisomers for 2,3-dibromobutane. Provide the relationships for which compounds are enantiomers and which are diastereomers. Label any meso compounds.arrow_forwardWhen a pyranose is in the chair conformation in which the CH2OH group and the C-1 OH group are both in axial positions, the two groups can react toform an acetal. This is called the anhydro form of the sugar (it has “lost water”). The anhydro form of d-idose is shown here. Explain why about 80% of d-idose exists in the anhydro form in an aqueous solution at 100 °C, but only about 0.1% of d-glucose exists in the anhydro form under the same conditions.arrow_forwardHow many chiral centers are in B-d-glucopyranose and a-D-galactopyranose? How many stereoisomers of these two aldohexoses can theoretically be drawn?arrow_forward
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- Draw the structure of alpha-d-glucopyranose in straight chain cyclic, Haworth and cyclohexane-chair format. Draw the structures of two aldohexoses which are diastereomers but not epimersarrow_forwardWhich of the attached cyclic molecules are meso compounds?arrow_forwardWithout referring to the chapter, draw the chair conformations of N-acetylglucosamine, glucose with the C2 oxygen atom replaced by an acetylated amino group.2arrow_forward
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