Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 5, Problem 55P
Interpretation Introduction
Interpretation: Each stereocenter in the indicated structures should be labeled as either R or S.
Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of
The Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain lowest priority group at the bottom or lowest priority.
If the groups now are arranged are read from highest towards least in clockwise fashion the R is assigned to the stereocenter, if the rotation is anticlockwise the S is assigned at the configuration.
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Define each stereocenter as either (R) or (S). If the molecule does not have a stereocenter select "achiral".
CH3
CI H
CI
CI
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Br
H,
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2.
Label any stereocenters in the following molecule as (R) or (S):
ОН
H.
.CH3
`CH3
ОН
Define each stereocenter as either (R) or (S). If the molecule does not have a stereocenter select “achiral".
H
OH,
H.
CH2CH3
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Chapter 5 Solutions
Organic Chemistry: Structure and Function
Ch. 5.1 - Prob. 5.3ECh. 5.1 - Prob. 5.4ECh. 5.1 - Prob. 5.5ECh. 5.2 - Prob. 5.6ECh. 5.2 - Prob. 5.8TIYCh. 5.3 - Prob. 5.9ECh. 5.3 - Prob. 5.11TIYCh. 5.3 - Prob. 5.12ECh. 5.4 - Prob. 5.13ECh. 5.4 - Prob. 5.14E
Ch. 5.4 - Prob. 5.16TIYCh. 5.4 - Prob. 5.17ECh. 5.5 - Prob. 5.18ECh. 5.5 - Prob. 5.19ECh. 5.5 - Prob. 5.20ECh. 5.6 - Prob. 5.21ECh. 5.6 - Prob. 5.22ECh. 5.6 - Prob. 5.23ECh. 5.7 - Prob. 5.24ECh. 5.7 - Prob. 5.26TIYCh. 5.7 - Prob. 5.27ECh. 5 - Prob. 5.1ECh. 5 - Prob. 5.2ECh. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Prob. 36PCh. 5 - Prob. 37PCh. 5 - Prob. 38PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Prob. 41PCh. 5 - Prob. 42PCh. 5 - Prob. 43PCh. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 49PCh. 5 - Prob. 50PCh. 5 - Prob. 51PCh. 5 - Prob. 52PCh. 5 - Prob. 53PCh. 5 - Prob. 54PCh. 5 - Prob. 55PCh. 5 - Prob. 56PCh. 5 - Prob. 57PCh. 5 - Prob. 58PCh. 5 - Prob. 59PCh. 5 - Prob. 60PCh. 5 - Prob. 61PCh. 5 - Prob. 62PCh. 5 - Prob. 63PCh. 5 - Prob. 64PCh. 5 - Prob. 65PCh. 5 - Prob. 66PCh. 5 - Prob. 67PCh. 5 - Prob. 68PCh. 5 - Prob. 69PCh. 5 - Prob. 70PCh. 5 - Prob. 71P
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- Part D. Do the two structures A and B of each pair drawn below represent the same molecule, constitutional isomers, or stereoisomers? If A and B are stereoisomers, further classify them as enantiomers or diastereomers. H3C Structure A H3C HO H3C H3C Br T H H3C H HO H3CC H C Br HC H H H H CH₂Br CH₂CH3 H CH₂CH3 CH₂OH OH H HO G G H HO H HO G CH3 CH3 CH3 Br Hallo H H3C H Structure B H3C CH3 Br WING H Br HOCH₂ CH3 CH3 HO H CH₂OH H CH₂CH3 H CH₂CH3 H H H H H H Gim CH3 H OH "H ·GII. CH3 HO. OH OH CH3 CH3 OH Relationship of A and Barrow_forward8. Identify the stereochemical relationship between the structural pairs shown below as (A) identical structures that are not meso; (B) identical structures that ARE meso; (C) structures that are enantiomers; or (D) structures that are diastereomers. a) b) H3C c) CH3 Br H. CH3 Br Br CH3 H. CI Holl H Cill Cl- CH3 Br H. CI CH3 HO. H. H3C Cl H3C- H- H. CH3 Cl a) b) c) 9. Identify the stereochemical relationship between the structural pairs shown below as (A) identical structures that are not meso; (B) identical structures that ARE meso; (C) structures that are enantiomers; or (D) structures that are diastereomers. a) b) c) CH2CH3 NH2 HO CH3 H3C. CH3 Cl HO H;C CH2CH3 F. F H;C. CI H H,N -CH3 CH3 NH2 H3C Br H2N C1 H3C CH3 CH3 H;CH,C- Cl F H. H Br CH,CH3 CH3 a) b) c)arrow_forward28) Label each asymmetric carbon in the molecule below as having the R or S configuration. HO2C F H3CH2CH3arrow_forward
- VIII. Assign R, S configurations to each chirality center in the molecule below. Br CH3 X OH CH3 I I (arrow_forward5 6 How many stereoisomers of the following molecule are possible in principle? Attachments HO H₂C A. 8 B. 128 C. 64 D. 32 E. 16 CH3 HO What is the relationship between the following two compounds? Attachments HO OH OH moja moja A. They are diastereomers B. They are enantiomers ⒸC. They are mesomers D. None of the above NH₂ OHarrow_forward5. What is the maximum number of stereoisomers for the following molecule? Draw its enantiomer in the box provided. OH # of stereoisomersarrow_forward
- 1. How are each of the structures A-F related to structure X? They could be E (enantiomers), D C (conformers), or I (identical). (diastereomers), CH3 CI -Br HOH₂C- -OH CI X НО, H3C H₂C D CI Br CH₂OH CI HO STEREOISOMERS Br A CH2OH CI Br CI HOH₂COH CI CI Cl CH3 OH E -CH3 -CH₂OH B Br Br НО. Br CH3 HOH₂C CI C CI CH3 HO CH₂OH Farrow_forward1. How are each of the structures A-F related to structure X? They could be E (enantiomers), D (diastereomers), C (conformers), or I (identical). CH3 CH3 НО. CI- Br CH2OH CI CH3 CI CI Br HOH2C ОН HO Br 'CI HOH,C" OH Br CI HOH2Ċ CI X А. В C CI CI HO CI CI Br CH3 CI Br -CH3 H3C CH2OH ОН Br CI- ČH2OH HO "CH,OH D F Earrow_forward(a) assign R or S configuration to each chiral center, (b) Which compound are enantiomers? (c) Which compounds are diastereomers?arrow_forward
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