3. A solution of enantiomers has an observed specific rotation of +8.0°ml/g dm and pure (+) enantiomer has a specific rotation of +12'ml/g dm. Determine the optical purity and ratio of the enantiomers in the mixture.
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Q: НООС H. H l'Br СООН Br
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A: Solution Percentage of R(-) enantiomers : 26% Percentage of S(+) enantiomers : 74%
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Q: How many stereoisomers are possible for this structure? HO
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- The specific rotation for a pure enantiomer is known to be -45 g- mL-1 dm-1. A sample containing both enantiomers is found to have an observed rotation of -0.50° in a 1dm tube at a concentration of 4.2g/100 mL. What is the optical purity of the sample? O a. 20.6% Ob. 30.8% Oc. 26.4% O d. 36.5%2 A1.00 g sample of X and Y enantiomers has a % optical purity of 65.5. What is the mass % of each enantiomer in the sample. +) - menthol.Me/H 3.8 Me/Me 15.5 You are trying to determine the optical purity (% enantiomeric excess) of a compound that you have just synthesized. You measure the rotation of plane-polarized light of a 0.5 g/mL solution and find the rotation to be +16.2 degrees (clockwise). Given the pure (-) isomer has a specific rotation of -45 degrees, what is the optical purity of the compound? Show, work. your
- Organic Chemistry, Ch.4, WS #2, Stereochemistry - Review of R&S configuration, Fischer Projections, Enantiomers, Diastereomers, Meso Compounds. 1. Assign R or S configuration to each stereocenter. (a) H₂C H₂C a H- H OH CH₂CH₂ - Br CH, (b) 2. For each Fischer Projection, assign R or S configuration. CH₂ CH₂CH₂ b. H₂N- H COOH + -H CH₂ C-OH (c) HTC OH CH₂OH C. Br- CH₂OH CI CHO CH1. A solution has 80% (R)-2-bromobutane and 20% (S)-2-bromobutanea. What is the “enantiomeric excess” of (R)-2-bromobutane? b. If pure (R)-2-bromobutane rotates light 100º to the right, how much rotation would occur for a solution with 80% (R)-2-bromobutane and 20% (S)-2-bromobutane c. If a solution has a 50/50 mixture of (R)- and (S)-2-bromobutane, what would be the enantiomeric excess and the optical purity? 2. A mixture of two enantiomers has as observed rotation of -18°. The specific rotation of the (-) enantiomers is -27°. Find the % of the two enantiomers in the solution.6. When one of the enantiomers of 2-hexanol is placed in a polarimeter, a rotation of 8,100 is observed against the hands of the clock. The solution was prepared by diluting 12 g of 2-hexanol in a total of 80 mLt by placing the resulting solution in a 400 mm long polarimeter cell. Determine the specific rotation of this 2-hexanol enantiomer.
- 8) How much of the S-enantiomer is present in 10 g of a mixture which has an enantiomeric excess of 20% of the R-enantiomer? A) 2 g B) 3 g C) 4 g D) 5 g E) 6 g 9) A solution of 0.2 g/ml of a pure R-enantiomer in a 1 dm polarimeter sample tube rotates plane of polarized light by +5. What is the rotation observed on this solution in a 2dm polarimeter sample tube? A) 0 B) -5 C) 10 D) -10 E) 5A pure B-D-hexose solution has an initial optical rotation of -120.0. After mutarotation what is the optical rotation of the solution? A. +60 B. -60 C. +120 D. 0 E. Can't be determined(iii) Calculate the specific rotation of each enantiomer in a mixture containing 10 mL (0.10 M) of (2S, 3R, 5S) enantiomer and 30 mL (0.10 M) of (2R, 3S, 5R) enantiomer. Given the specific rotation of the mixture = +4.8°.
- 3. The specific rotation of (S)-carvone is +61°. A chemist prepared a mixture of (R)-carvone and its enantiomer, and this mixture had an observed rotation of -50°. A. What is the specific optical rotation of pure (R)-carvone? B. Calculate the %ee of this mixture. C. What percentage of this mixture is (S)-carvone?17. Enantiomers of CHBrIF Perspective drawings of both enantiomers: a. Make models of both enantiomers (make one model then make its mirror image.) b. Can the two models be superimposed? c. What type of isomerism do these models represent? 18. Geometric Isomers of CICH = CHCI (1,2-dichloroethene) Perspective drawings of both isomers: a. Make two models that have different spatial arrangement of the substitutions (the two Cl atoms) across the double bond. b. Draw the perspective formulae for the two isomers and label them with their correct designations. c. What type of isomerism do these represent?6. For the following molecule a. Provide the R or S stereochemistry for each chiral carbon. b. How many possible isomers can this molecule have? c. Draw 2 different diastereomers and provide their R or S stereochemistry. d. Provide the IUPAC name for the structure. HO, Br