AF14. An experiment is performed were the specific rotation was determined to be +52° for the resultingisolation (note this is not the observed rotation). If the enantiomerically pure compound has a literaturerotation of +97°, then what is the percent of each enantiomer in the isolated mixture?N5. Can you determine the percent R and S from the information given in questions 4? Explain.Answer question hereI@2F2WSX#380F3ED54CF4RF%5F5VTMacBook AirA6GSAF6YB&HAAF7U* 008NDIIF8

The question is based on the concept of stereochemistry. we need to calculate percentage enantiomer…

4. An experiment is performed were the specific rotation was determined to be +52° for the resulting isolation (note this is not the observed rotation). If the enantiomerically pure compound has a literature rotation of +970, then what is the percent of each enantiomer in the isolated mixture? 5. Can you determine the percent R and S from the information given in questions 4? Explain. Answer question here I

4. An experiment is performed were the specific rotation was determined to be +52° for the resulting isolation (note this is not the observed rotation). If the enantiomerically pure compound has a literature rotation of +970, then what is the percent of each enantiomer in the isolated mixture? 5. Can you determine the percent R and S from the information given in questions 4? Explain. Answer question here I

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter12: Chirality

Section: Chapter Questions

Problem 20E

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g) Reaction 1g pts] For 2-chloro-3-fluorocyclohexane, draw all possible stereoisomers, and identify their stereochemical relationships using the labels we used in class (E = enantiomers; D=Diastereomers; I = identical.) Make sure to label each chiral carbon in each compound with the correct R/S designation.
? Modify the given carbon skeleton to draw the major product(s). If a racemic mixture of enantiomers is expected, draw both enantiomers. Note: you can select a structure and use Copy and Paste to save drawing time. C A z + : 1) OsO4 2) NaHSO,/ H₂O H3C CH3 H с N O P S LL F CI Br I i
5. Give the stereochemical relationship between each pair of isomers. Examples are same compound (meso), constitutional isomers, enantiomers, and diastereomers. H3C CH3 HO OH lll a. Но OH H Br CH3 b. C/ H3C CI H. ICH3 CH3 с. CH3 H. CH3 d. Но. H3C OH CH2OH Ho CH2OH Br e. Br H3C f. H CH3 H3C CH3
5. What is the maximum number of stereoisomers for the following molecule? Draw its enantiomer in the box provided. OH # of stereoisomers
C. IDENTIFYING STEREOISOMERS: Label each pair of molecules below as enantiomers, diastereomers or identical CO₂H HO HC но-- н H -.Н CH3 OH CH₂OH HO™ H₂OC H₂C Н-- HO Н CH3 OHH CH₂OH HOC-... HOCH₂. H OH H OH HO H CHO COzH ОНС но с HO H COzH Н ОН НО Н CH₂OH
5. different compounds b) that are not isolielss bicucional isomers! a) How many stereocenters does this compound have? How many stereoisomers are possible for this compound? Write most under the memb NH₂ most stable. each trio which is least stable. NH₂
1. Below is the Fischer projection of a molecule. Is this the (R) or (S) enantiomer? 2. If you swap the positions of the H and the Cl, does this represent the same enantiomer or the opposite one? 3. Having swapped the positions of the H and CI, if you then swap the Cl and methyl group, what happens to the stereochemistry of the chiral center? CH3 H- CI CH,CH3
Consider a solution that contains 74.0% R isomer and 26.0% S isomer. If the observed specific rotation of the mixture is -45.0°, what is the specific rotation of the pure R isomer? [a] =
Assign the stereochemical configuration (R or S) for each molecule. For this question, the priorities have already been assigned.
8. 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)
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
Part A. Using ChemDraw to Build Molecules. 1.) Draw t-butylcyclohexane C3 On ChemDraw, draw t-butylcyclohexane (see above). On Structure tab →Measurement > Generate all bond length (all bond angles, or dihedral angles). Locate the atoms desired. Note placing mouse on the bond also generates distances.Table shows up on the left side listing all the measured distances, angles and dihedral angles. a.) Measure the bond distance (with correct units): C1-C2 b.) Measure the bond angle (with correct units): C1-C2-C3 c.) Measure a dihedral angle, draw the molecule with the dihedral angle: d.) Define dihedral angle: