A solution prepared by mixing 10 mL of a 0.10 M solution of the R enantiomer of a compound and 30 mL of a 0.10 M solution of the S enantiomer was found to have an observed specific rotation of +4.8. What isthe specific rotation of each of the enantiomers? (Hint: mL * M = millimole, abbreviated as mmol)

A solution prepared by mixing 10 mL of a 0.10 M solution of the R enantiomer of a compound and 30 mL of a 0.10 M solution of the S enantiomer was found to have an observed specific rotation of +4.8. What isthe specific rotation of each of the enantiomers? (Hint: mL * M = millimole, abbreviated as mmol)

EBK A SMALL SCALE APPROACH TO ORGANIC L

4th Edition

ISBN:9781305446021

Author:Lampman

Publisher:Lampman

Chapter13: Isolation Of Eugenol From Clov

Section: Chapter Questions

Problem 5Q

See similar textbooks

Similar questions

An attempt at synthesizing a certain optically-active compound resulted in a mixture of its enantiomers. The mixture had an observed specific rotation of +14.2°. If it is known that the specific rotation of the R enantiomer is -31.0°, determine the percentage of each isomer in the mixture. R enantiomer: % S enantiomer: %
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). coj H3CO Na (S)-naproxen sodium salt (a) Draw the R enantiomer of naproxen sodium salt. (b) What effect does the R enantiomer have on plane-polarized light? (c) What is the observed specific rotation of anti-inflammatory agent mixture? (d) What percentage of each enantiomer is obtained from the above commercial mixture? (e) Provide a reaction scheme for the formation of the (S)-naproxen sodium salt from "acidic" (S)-naproxen.
b) A synthetic sample of MSG (conc 0.350 g/mL) is found to be a mixture of two enantiomers. What is the percentage of each enantiomer in the sample if the experimental rotation of the sample is found to be -2.15°?
11. Consider the following compounds: ÇO,H CHO ОНС H. ОНС CO,H H3C- -- H. HO- H3C H. O, H ČOH HO, CH3 B (a) Label the asymmetric carbons as R or S on each compound (A - C). (b) Which compounds, if any, are enantiomers? diastereomers? identical?
Coibacin B (shown below) is a natural product that exhibits potent anti-inflammatory activity and potential activity in the treatment of leishmaniasis, a disease caused by certain parasites (Org. Lett. 2012, 14, 3878-3881): (a) Assign the configuration (R or S) of each chirality center (labeled A to C) in coibacin B. (b) Identify the number of possible stereoisomers for this compound, assuming that the geometry of the alkenes are fixed. Choices are given below and write the CAPITAL LETTER of your choice. A. 2 В. 4 С. 8 D. 16 ANSWERS: (a) A. В. C. (b)
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
If the sample of the pure R enantiomer of a molecule has a specific rotation of -40 degrees and your mixture of that molecule has an 82% ee S, what is the observed specific rotation of your sample?
Note: enantiomers have similar physical properties (mp, density, solubility), and same [a], but with different signs ( - or +). Practice: 1.2 gm sample of cocaine, [a], = -16º, was dissolved in 7.5 mL of chloroform and placed in a sample tube having a pathlength of 5 cm. what was the observed rotation in degrees?
The specific rotation of compound X is +10.2°. A mixture of compound X and its enantiomer are placed in the polarimeter and the observed rotation is +2.3°. Find the enantiomeric excess and determine which enantiomer is in excess (+ or -).
Glutamic acid is a naturally occurring amino acid and isthe precursor to the food additive MSG (monosodium glutamate)which can cause allergic reactions in some people. If naturally occurring L glutamic acid has a melting point of 205 C and an optical rotation of + 31.5, what is the melting point and optical rotation of its 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) 5
1. Which of the following molecules are chiral? Identify the chirality center(s) in each. (a) -CH3 (b) -CH2CH2CH3 (c) CH3CH2 Toluene Coniine (from poison hemlock) H. Phenobarbital (tranquilizer) 2. A 1.50 g sample of coniine, the toxic extract of poison hemlock, was dissolved in 10.0 mL of ethanol and placed in a sample cell with a 5.00 cm pathlength. The observed rotation at the sodium D line was +1.21°. Calculate [a]p for coniine. 3. Rank the substituents in each of the following sets: (а) -Н, -ОН, -CH-CH3, -СH>СH,ОН (b) -СО-Н, -СО,CH3, -СH2ОH, -он (c) -CN, -CH2NH2, -CH2NHCH3, –NH2 (d) –SH, –CH2SCH3, –CH3, –SSCH3 4. Assign R,S configurations to the following molecules: (a) Br (b) H (c) NH2 H3C-CO2H HOC-CO2H CH3 NCC-CH3 H H 5. Assign R or S configuration to each chirality center in the following molecules: (a) Br (b) CH3 CH3 HaBr (c) HaCH3 BraH H3C" OH H CH3 OH CH3 OH Which of these compounds are enantiomers, and which are diastereomers? 6. Which of the following substances have meso…