A mixture has 3 times as much (S)-2-butanol as (R)-2-butanol. If the specific rotation of pure (R)-2-butanol is +13,5°, calculate the enantiomeric excess and the specific rotation expected for this mixture. 4.
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- 1. 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.The absolute value of the specific rotation of an enantiomer 2-butanol is 13.5o. What is the percentage of each enantiomer (R and S) in a mixture that has a specific rotation of -8.5o? The (R)-enantiomer is levorotatory. Be clear and detailed.The anti-inflammatory agent, (S)-naproxen sodium salt has a specific rotation of +66°. The commercial preparation of the latter agent results in a mixture that has a 97% enantiomeric excess (ee). Na Hooooja moo (S)-naproxen sodium salt (d) What percentage of each enantiomer is obtained from the above commercial mixture? H3CO (e) Provide a reaction scheme for the formation of the (S)-naproxen sodium salt from "acidic" (S)-naproxen.
- (11) The specific rotation of (R) -2-bromooctane is -36 . What is the percentage composition of a mixture of enantiomers of 2-bromooctane whose rotation is +12 ?Answer ALL parts of this question. Fluoxetine (Prozac) is an anti-depressant, sold as a racemic mixture with both enantiomers of equal activity. (S)-Fluoxetine has a specific optical rotation of +14.0°. F₂C. HO (S)-Fluoxetine (c) A laboratory mixture has 80% enantiomeric excess (ee) of (S)-fluoxetine. What percentage of each enantiomer is present in the mixture? (d) What is the observed specific rotation of the laboratory mixture in part (c)? (e) Draw the product of HCI reaction with (S)-fluoxetine.A sample mixture containing the made-up enantiomers (R)-(+)-Nenanoic acid and (S)-(-)-Nenanoic acid has an apparent specific rotation of +25.12° at 25 °C. This solution has an enantiomeric excess (EE) of 74.0%. Provide answers to the following questions 1.What percentage of the sample described above is (S)-(-)-Nenanoic acid? 2.What is the apparent specific rotation of a sample composed of 80.0% (R)-(+)-Nenanoic acid and 20.0% (S)-(-)-Nenanoic acid?
- 5. The specific rotation of (S)-(+)-2-bromobutane is +23.1°. Calculate the enantiomeric excess for a sample of 2-bromobutane that has an observed specific rotation of +9.2º.A sample mixture containing the made-up enantiomers (R)-(+)-Nenamide and (S)-(-)-Nenamide has an apparent specific rotation of +6.50° at 25 °C. This sample has an enantiomeric excess (EE) of 43.0%. Provide answers to the following questions : 1.Which enantiomer is in excess in the sample? 2.What is the specific rotation of (S)-(-)-Nenamide?• Consider the following compounds. Assign the R or S configuration to each stereogenic center (add answers onto structures): CH,CH, OCH3 CH3 CH,CH3 сно H;CO,C NH2 co,H 18 Assign the absolute configuration at the stereogenic centre C3 of compound Y. OH Compound Y Assign the absolute configuration at the stereogenic centre C2 of compound Y. Br HO 1 CF3 bund Y Assign the absolute configuration at the stereogenic centre(s) C2 abd C3 of compound Y. HO, HO, 20 Compound Y ר
- 8. The specific rotation of (S)-carvone (at +20°C) is +61. A chemist prepared a mixture of (R)-carvone and its enantiomer, and this mixture had an observed rotation of -55°. (a) What is the specific rotation of (R)-carvone at 20°C? (b) Calculate the % ee of this mixture. (c) What percentage of the mixture is (S)-carvone?5. The specific rotation of (S)-2-iodobutane is +15.90°. Draw the structure of (S)-2- iodobutane, predict the specific rotation of (R)-2-iodobutane, and determine the percentage composition of a mixture of (R)- and (S)-2-iodobutane with a specific rotation of -7.95°.One commercial synthesis of flurbiprofen (the active ingredient in Ansaid and a score of other over-the-counter and prescription nonsteroidal anti-inflammatory drug preparations) gives the enantiomer shown in 94% enantiomeric excess. H CH3 он (a) Assign an R or S configuration to this enantiomer of flurbiprofen. OR What are the percentages of R and S enantiomers in the mixture? (Enter unrounded values.) (b) R: % S: 96