The following molecule A is drawn in such a way that its 3D structure is ambiguous. a. Circle the atoms that are stereocenters. b. Based on the number of atoms you circled in part a, what is the maximum number of stereocenters possible for A? Show your calculations. c. Draw all the possible stereoisomer of A (wedge drawings, not Fisher) and label their stereoisomeric relationships (diastereomers, enantiomers). d. Label each stereocenter with its R and S configuration. OH LOCH3 Br

The following molecule A is drawn in such a way that its 3D structure is ambiguous. a. Circle the atoms that are stereocenters. b. Based on the number of atoms you circled in part a, what is the maximum number of stereocenters possible for A? Show your calculations. c. Draw all the possible stereoisomer of A (wedge drawings, not Fisher) and label their stereoisomeric relationships (diastereomers, enantiomers). d. Label each stereocenter with its R and S configuration. OH LOCH3 Br

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter12: Chirality

Section: Chapter Questions

Problem 20CTQ

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5. Instead of redrawing the molecule to make the lowest priority group point back, alternatively, the lowest priority group can be swapped with the group that is currently pointing back. This is now the enantiomer of the original compound. The procedure is described below. Determine priorities of the groups attached to the stereocenter. Swap the lowest priority group with the group that is pointing back, and redraw (this is the enantiomer). iii. Determine the absolute configuration (R or S) of the enantiomer. iv. Determine the absolute configuration (R or S) of the original compound. i. ii. Answer the following questions. Completely fill in the circle in front of your chosen answer. (a) Assign priorities of the groups at this stereocenter (1 = highest priority; 2 = second priority; 3 = third priority; 4 = lowest priority). Each group must have a different priority: CH3 Br H CH3 *Br H3CH₂C H 3 O 4 (b) The absolute configuration of this compound is: OR OS CH₂CH3 1 02
The stereoisomer of cholesterol found in nature is shown here.a. How many asymmetric centers does cholesterol have? b. What is the maximum number of stereoisomers that cholesterol can have?
3. Complete the following 3 tasks for each molecule a-f. i. Label each molecule as chiral, achiral, optically active, ii. iii. optically inactive, and/or meso. Label any stereocenters found in each molecule as R or S. Identify the relationship between the molecule in the box and molecules a-f. Are they identical molecules, resonance structures, enantiomers, diastereomers, constitutional isomers, or molecules with different molecular formulas? A molecular model kit may help you compare structures. a. C. e. :O: d. .N. :O: بعد ہم f. :O: :0 N.
Assign the stereochemical configuration (R or S) for each molecule. For this question, the priorities have already been assigned.
1. Which of the following correctly describes a molecule that is achiral?a. Contains a carbon atom with four different substituents.b. Does not have a plane symmetryc. Non-Superimposability of the molecule on its mirror imaged. Superimposability of the molecule on its mirror image 2. Which of the following is the definition of a meso compound?a. A molecule with chirality centers which is chiralb. A diastereomer with no chirality centers. c. A molecule with chirality centers which is not chiral.d. A chiral compound with more than one chirality center.
capacity. How many stereocentres does the molecule contain? H .N. *H,N N. Select one: O a. one O b. two O c. three O d. four O e. none
to Medical Chemistry II. (BMC1CHEM02) oard / My courses / Introduction to Medical Chemistry II. (BMCICHEM02) / 29/03 2021 Chemistry Electronic te Electronic test in Chemistry n3 Cyclobutane is more stable molecule than cyclopropane, because.... Select one: ut of it has less angle strain. cyclobutane has a cis-trans stereoisomers. cyclobutane is a larger ring. it has more torsional strain. cyclopropane is planar. Next page
2. The following questions are designed to help acquaint you with identifying and drawing stereoisomers. a. Draw an enantiomer of the molecule below by depicting the following molecule as if it is reflected a mirror. b. Another quick way to draw an enantiomer is to invert every stereocenter in the molecule. If it's dashed, make it wedged, and vice versa. Use this method to draw the antibiotic tetracycline. OH O OH HO MeO OH HO OH c. Draw a diastereomer of the molecule below. Just invert as many stereocenters as you'd like, so long as you do not invert all. CO₂Me OH OH OH "NH₂
Copy the structure and mark all stereocenters in each molecule and tell how many stereoisomers are possible for each Letter d, e and f only.
Molecule A below has three other stereoisomers B, C and D. Identify the stereo-chemical relationships between stereoisomers A-D by selecting one of the choices given in the word-bank below. Do not use any word(s) not provided in the word-bank below. Do not use multiple answers. Do not use numerals in place of words or vice versa. OCH₂ A Word-Bank: 1. enantiomeric; 2. diastereomeric; 3. meso OCH3 OCH₂ XXX B C 1. the stereo-chemical relationships between stereoisomers A and B is 2. the stereo-chemical relationships between stereoisomers A and C is 3. the stereo-chemical relationships between stereoisomers A and Dis 4. the stereo-chemical relationships between stereoisomers B and C is 5. the stereo-chemical relationships between stereoisomers B and D is 6. the stereo-chemical relationships between stereoisomers C and Dis OCH3 D
the stereocenter labelled in blue has an a. R absolute configuration b. S absolute configuration
A newly discovered chiral compound (BAGO) was analyzed. Four new elements have been discovered (L, R, G and Z) and served as hetero atoms to this chiral compound. The atomic numbers of these elements were in the following order: Z < L< G< R. Additional data for this compound is shown below. Melting point, °C 197.2 Optical Activity Rotation, degrees + 13.9 Density, g/mL 1.56 R BAGO L.