PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Chapter 5, Problem 5.48P
Interpretation Introduction
(a)
Interpretation: The stereogenic centers in the given Newman projection are to be located and labeled as
Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.
The naming of chiral center and geometric isomers are based on Cahn-Ingold-Prelog priority rules. If the priority assigned to each group attached to the chirality center in a molecule is in a clockwise direction, then it is the R-stereoisomer, and if this is counter-clockwise, then it is the S-stereoisomer. R and S-stereoisomer are mirror images of each other.
Interpretation Introduction
(b)
Interpretation: The stereogenic centers in the given Newman projection are to be located and labeled as
Concept introduction: A carbon atom that has four nonequivalent atoms or groups attached to it is known as chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers.
The naming of chiral center and geometric isomers are based on Cahn-Ingold-Prelog priority rules. If the priority assigned to each group attached to the chirality center in a molecule is in a clockwise direction, then it is the R-stereoisomer, and if this is counter-clockwise, then it is the S-stereoisomer. R and S-stereoisomer are mirror images of each other.
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Saquinavir (trade name Invirase) belongs to a class of drugs called protease inhibitors, which are used to treat HIV (human
immunodeficiency virus).
OH
CONH2 O
saquinavir
Trade name: Invirase
NH
a. Locate all stereogenic centers in saquinavir, and label each stereogenic center as R or S.
b. Draw the enantiomer of saquinavir.
c. Draw a diastereomer of saquinavir.
d. Draw a constitutional isomer that contains at least one different functional group.
5.51 Locate the stereogenic centers in each Newman projection and label
each center as R or S.
a.
b.
H
HO
HO
H
CH 3
Br
CH-CH₂
CH₂CH3
CHO
H
OH
CH₂CH₂Br
Label the stereogenic centers in each compound.
Chapter 5 Solutions
PKG ORGANIC CHEMISTRY
Ch. 5 - Prob. 5.1PCh. 5 - Prob. 5.2PCh. 5 - Draw the mirror image of each compound. Label each...Ch. 5 - Prob. 5.4PCh. 5 - A molecule is achiral if it has a plane of...Ch. 5 - Problem 5.6 Locate the stereogenic centers in each...Ch. 5 - The facts in section 5.4A can be used to locate...Ch. 5 - Prob. 5.8PCh. 5 - Prob. 5.9PCh. 5 - Prob. 5.10P
Ch. 5 - Prob. 5.11PCh. 5 - Prob. 5.12PCh. 5 - Label each compound as R or S.Ch. 5 - Prob. 5.14PCh. 5 - Prob. 5.15PCh. 5 - Prob. 5.16PCh. 5 - Prob. 5.17PCh. 5 - Problem 5.18 Compounds E and F are two isomers of...Ch. 5 - Prob. 5.19PCh. 5 - Prob. 5.20PCh. 5 - Prob. 5.21PCh. 5 - Prob. 5.22PCh. 5 - Prob. 5.23PCh. 5 - Prob. 5.24PCh. 5 - Which of the following cyclic molecules are meso...Ch. 5 - Prob. 5.26PCh. 5 - Prob. 5.27PCh. 5 - Problem 5.28 The amino acid has the physical...Ch. 5 - Prob. 5.29PCh. 5 - Prob. 5.30PCh. 5 - Prob. 5.31PCh. 5 - Prob. 5.32PCh. 5 - Prob. 5.33PCh. 5 - Prob. 5.34PCh. 5 - Prob. 5.35PCh. 5 - Prob. 5.36PCh. 5 - Prob. 5.37PCh. 5 - Prob. 5.38PCh. 5 - Prob. 5.39PCh. 5 - 5.40 Determine if each compound is identical to or...Ch. 5 - Prob. 5.41PCh. 5 - Prob. 5.42PCh. 5 - Prob. 5.43PCh. 5 - Prob. 5.44PCh. 5 - Prob. 5.45PCh. 5 - Prob. 5.46PCh. 5 - Label each stereogenic center as R or S. a. c. e....Ch. 5 - Prob. 5.48PCh. 5 - Prob. 5.49PCh. 5 - Prob. 5.50PCh. 5 - Prob. 5.51PCh. 5 - Prob. 5.52PCh. 5 - Prob. 5.53PCh. 5 - Prob. 5.54PCh. 5 - Prob. 5.55PCh. 5 - Prob. 5.56PCh. 5 - Prob. 5.57PCh. 5 - Prob. 5.58PCh. 5 - 5.59 Explain each statement by referring to...Ch. 5 - Prob. 5.60PCh. 5 - Prob. 5.61PCh. 5 - Prob. 5.62PCh. 5 - Prob. 5.63PCh. 5 - Prob. 5.64PCh. 5 - Prob. 5.65PCh. 5 - Prob. 5.66PCh. 5 -
5.67 Artemisinin and mefloquine are widely used...Ch. 5 - 5.68 Saquinavir (trade name Invirase) is a...Ch. 5 - Prob. 5.69PCh. 5 - Prob. 5.70PCh. 5 - Prob. 5.71PCh. 5 - Prob. 5.72PCh. 5 - Problem 5.73 An acid-base reaction of with a...
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Saquinavir (trade name Invirase) is a protease inhibitor, used to treat HIV (human immunodeficiency virus). a.Locate all stereogenic centers in saquinavir, and label each stereogenic center as R or S. b.Draw the enantiomer of saquinavir. c.Draw a diastereomer of saquinavir. d.Draw a constitutional isomer that contains at least one different functional group.arrow_forwardLocate the stereogenic center in each compound and draw both enantiomers.arrow_forwardWhat is more stable in the newman projection a & b?arrow_forward
- Locate the stereogenic centers in each Newman projection and label each center as R or S. 5.51 CH3 а. H. Br но CH=CH2 CH2CH3 CHO b. Но HO, CH2CH,Brarrow_forwarda.) Draw B as a hexagon with wedges and dashed wedges to show the stereochemistry of substituents.b.) Draw a stereoisomer of A as a hexagon using wedges and dashed wedges to show the orientation of substituents.arrow_forwardGive the IUPAC name for each compound, including the R, S designation for each stereogenic center. In a. b. C.arrow_forward
- Give the IUPAC name for each compound, including the R,S designation for each stereogenic center.arrow_forward5.51 Locate the stereogenic centers in each Newman projection and label each center as R or S. 3H a. A HO CH3 S Br 1 CH=CH₂ b. но H CHO H OH CH₂CH3 Ciw 2 5.52 Draw the structure of (S,S)-ethambutol, a drug used to treat tuberculosis that is 10 times more potent tha stereoisomers. H-N CH₂CH₂Br HOarrow_forward1) МСРВА 2) H,0 A. B. D. он он C +D OH OH + enentiomer + enentiomer + enentiomer + enentiomerarrow_forward
- Problem 5.22 Draw all the possible stereoisomers for each compound, and label pairs of enantiomers hen and diastereomers. Ust a. OH fevidas OH b. CIto snelg e vil OHarrow_forwardLabel attached stereogenic center as R or S.arrow_forwardProblem 5.2 Classify each pair of compounds as constitutional isomers or stereoisomers. a. and and он 020st geabe AA go Aon e 2o3 С. and d. and b.arrow_forward
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