4. Answer the following question for the molecule shown: (a)How many chirality centers does it have? Identify them. (b)How many stereoisomers of are there? (c)Draw the structure of the enantiomers. (d)Draw the structure of a diastereomers. сно но он

4. Answer the following question for the molecule shown: (a)How many chirality centers does it have? Identify them. (b)How many stereoisomers of are there? (c)Draw the structure of the enantiomers. (d)Draw the structure of a diastereomers. сно но он

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter12: Chirality

Section: Chapter Questions

Problem 19E

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1. Consider the following pairs of structures. Designate each chirality center as (R) or (5) and identify the relationship between them by describing them as representing enantiomers, diastereomers, constitutional isomers, or two molecules of the same compound. Use handheld molecular models to check your answers. HG (a) Br and and CH H,G H (b) and CH, Br Br 'F (k) and Br CI Br (e) and CH, CH, CH CH, CH, H- -H- CH and H- -Br (d) and FCH CH, CH, Br H CH, and (m) (e) and H. Br CH, and (m) and Br CH (o) and nd and and and
17. How many chiral carbon atoms does 1,3-dichloropentane have? a) Zero b) One c) Two d) Three be dextrorotatory. b) An optically active substance that rotates light counterclockwise is said to be levorotatory. c) An optically active substance that rotates light clockwise is said to be levorotatory. d) None of the above statements are correct. 18. How many chiral carbon atoms does chlorocyclohexane have? a) Zero b) One c) Two d) More than two 23. When four different atoms or 19. Stereoisomers that contain chiral carbon atoms and are superimposable on the own mirror image are called: a) diastereomers b) meso compounds c) racemic mixtures d) none of the above are correct functional groups are attached to a carbon atom, the carbon atom is called a(n): a) symmetric carbon atom b) asymmetric carbon atom c) quaternary carbon atom d) optically active carbon atom 24. How many chiral carbons are in the compound below? CH3 CH3 20. Stereoisomers that are not mirror images of each other are…
5. Which of the following statements is not true? A) A molecule that is superimposable on its mirror image is said to achiral. B) A molecule that is not superimposable on its mirror image is said to be chiral. C) A molecule that is superimposable on its mirror image is said to be chiral. D) A carbon atom bonded to four different groups is a stereogenic center.
) NH₂ For the questions below, more than one answer may be correct. Circle all of the correct answers regarding the following compounds. Br Br A Br B Br (a) Which pair of compounds are identical? (b) Which pair of compounds are enantiomers? (c) Which pair of compounds are diastereomers? (d) Which compounds are chiral? (e) Which compounds are meso? C Br Br D AB AC AD BC BD CD none AB AC AD BC BD CD none AB AC AD BC BD CD none ABCD none A B C D none 5
Shown are three molecules A, B and C; only one of the molecules is chiral. Identify the chiral molecule (putting a circle around it suffices) and assign its absolute chirality. Draw the opposite enantiomer of the molecule that you have identified as chiral. A B
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2. Draw all possible stereoisomers for the following molecule. Once drawn, assign the configuration at each chiral center as R or S. Give the relationship between each stereoisomer that was drawn as enantiomers, diastereomers, or meso compound. You may build a table to give the relationship between each stereoisomer. OH ОН
3. Draw all possible stereoisomers for the following molecule. Once drawn, assign the configuration at each chiral center as R or S. Give the relationship between each stereoisomer that was drawn as enantiomers, diastereomers, or meso compound. You build a table to give the relationship between each stereoisomer. may SH
Draw three projection formulas dor the three tartic acids.
(3) Prostacyclin I₂ is an important compound, which performs a variety of functions in animal body. (a) How many chirality centers does prostacyclin have? Mark each of them. (b) Draw the structure of enantiomer of Prostacyclin I2. HO... HO*** Prostacyclin 12 OH
3. Determine whether the following statements are true or false. Completely fill in the circle in front of your chosen answer. (a) A compound with a plane of symmetry must be achiral. (b) A compound with two or more stereocenters must be chiral. (a) O True O False True O False
4. - Determine the structural relationship between the compounds in each of the pairs that follow. They may be unrelated, identical (the same compound), constitutional isomers, diastereoisomers, enantiomers? - Identify the optically active (chiral) compounds and any meso compounds. - Assign a configuration (R or S) to all stereocenters. - Name all compounds so that the name reflects the structure unambiguously. a) b) c) d) e) f) H- HO- CHO H3C -NH₂ H- -H H- CH2OH H CH3 CH3 H Ph H CH3 H H CI Ph H H CI CH3 CH₂OH -OH -NH₂ CI H H CI & t OH CHO H3C H OH O-CH3 oma O-CH3 H3C OH