Answered: You synthesize the enantiomer of…

You synthesize the enantiomer of levetiracetam, but your specific rotation is found to be 67.8. What is the enantiomeric excess (% ee) of this product?

EBK A SMALL SCALE APPROACH TO ORGANIC L

4th Edition

ISBN:9781305446021

Author:Lampman

Publisher:Lampman

Chapter92: Polarimetry

Section: Chapter Questions

Problem 3P

See similar textbooks

Related questions

Q: A solution prepared by mixing 10 mL of a 0.10 M solution of the R enantiomer of a compound and 30 mL…

A: Given: Volume of R enantiomer = 10 mL Molarity of R enantiomer = 0.10 M Volume of S enantiomer = 30…

Q: Using Enantiomeric Excess to Calculate the Amount of Each Enantiomer If the enantiomeric excess is…

A: The equation of enantiomeric excess is given by enantiomeric excess = (A - B) X 100 / (A+B) where…

Q: What is the significance of a reaction that occurs in 94% enantiomeric excess? A. The product…

A: A 94% enantimeric excess is nothing but there is 94% of one enantiomer to 6% of the racemate.…

Q: The specific rotation of vitamin B7 in water at (22 °C) is +92. A Chemist prepared a mixture of…

A: The observed specific rotation of an enantiomeric mixture is related to the ee as, =>% ee =…

Q: a) Draw the structure of the compound: (R) -1,1,2-trimethylcyclohexane. b) (+)-Oxalic acid has…

A: The structure of (R)-1, 1, 2-trimethyl cyclohexane. This structure has a cyclohexane ring with two…

Q: (+)-Tartaric acid has a specific rotation of +12.0° . Calculate the expected specific rotation of a…

A: Given : Specific rotation of pure (+) tartaric acid = +12.0o Since the (+) tartaric acid and (-)…

Q: If the % enantiomeric excess of a chiral compound is 88.2%, what is its chiral purity?

A: The measure of purity of a chiral molecule is termed as enantiomeric excess. Enantiomeric…

Q: 14. The specific rotation of ephedrine in ethanol (at 20 °C) is -6.3. A chemist prepared a mixture…

A: The rotations of the two enantiomer cancel each other, hence the rotation of the mixture will be…

Q: The process of separating one enantiomer from another in a racemic mixture is called __________.…

A: Starting from stereoisomers , are the isomers that contain same atoms and same atom to atom bonding…

Q: a pure chiral compound has a specific rotation of +100°. Determine the % composition of an…

Q: What is the correct order of the Cahn-Ingold-Prelog ranking of the following substituents as used in…

A: As per Cahn-Ingold-Prelog ranking, among the atoms directly attached to the stereocenter; the one…

Q: A mixture of enantiomers is tested to be 76% ee (enantiomeric excess) with an observed rotation-10.…

Q: What is the percentage of the R enantiomer in a sample of limonene that has a specific rotation of…

A: Specific rotation is the angle of rotation in degrees of the plane-polarized light that passes…

Q: What is the specific rotation of pure (S)-carvone if a sample of (R)-carvone of 78% ee has a…

Q: What is the ee for each of the following mixtures of enantiomers A and B?a. 95% A and 5% Bb. 85% A…

A: a. Enantiomeric excess gives how much excess of one enantiomer is present in racemic mixture.

Q: Calculate the specific rotation of each isomer in a mixture containing 10 mL (0.10M) of the S…

Q: 7.(a) Draw and label (i) the enantiomer and (ii) a pair of diasteromers of the following compound.…

Q: A solution is prepared by mixing 5 mL of a 0.20 M solution of the S enantiomer of a compound and 10…

A: Given: Concentration of S enantiomer = 0.20 M Volume of S enantiomer solution = 5 mL Concentration…

Q: Given the specific rotations, what is the enantiomeric excess of a solution with a rotation of…

Q: Naproxen, a nonsteroidal anti-inflammatory drug that is the active ingredient in Aleve (p. 115), has…

A: Enantiomeric excess (ee) is a measurement of purity used for chiral substances. It reflects the…

Q: The specific rotation of (S)-Carvone is +61° while the specifiC rotation of (R)-Carvone is -61°. If…

Q: 25 Pure enantiomeric (R)-2-pentanol (structure shown) has a [a]p" = -13.0°. он a) what is the…

A: Specific rotation of the pure R - 2-pentanol enantiomer has equal and opposite rotation of the…

Q: A 1.00 g sample of a chiral drug dissolved in 5.00 ml of solvent and placed in a sample tube having…

A: Given: Mass of the sample = 1.00g Volume of solvent= 5.00mL Path length= 1dm Observed rotation= -16°…

Q: The specific rotation of L-dopa in water (at 15°C) is -39.5. A chemist prepared a mixture of L-dopa…

Q: A sample mixture containing the made-up enantiomers (R)-(+)-Nenanoic acid and (S)-(-)-Nenanoic acid…

Q: 4. The enantiomer shown below is levorotatory. Draw the enantiomer which is dextrorotatory. CH3 H…

A: We'll answer the first question since the exact one wasn't specified. Please submit a new question…

Q: The specific rotation of (S)-2-iodobutane is +15.90°. Calculate the % composition of a mixture of…

A: We are given that specific rotation of (S)-2-iodobutane is +15.90°, and the specific rotation of the…

Q: The specific rotation of (R)carvone is -61o. A chemist prepared a mixture of (R)-carvone and…

Q: What% of the enantiomer (R) contains a mixture with an 80% enantiomeric excess in the enantiomer S)?…

A: For a given mixture containing both (R) and (S) isomers: Enantiomeric Excess = %(R)~%(S) Also,…

Q: 6. a. The specific rotation of (S)-2-Chlorobutane in ethanol is +21.3°. A solution of the compound…

Q: The specific rotation of vitamin B7 in water (at 22°C) is +92. A chemist prepared a mixture of…

A: We have given that specific rotation (α) of pure Vitamin B7 = + 92 And Observed specific rotation…

Q: iii) Calculate the specific rotation of each enantiomer in a mixture containing 10 mL (0.10 M) of…

Q: which is true if a mixture of enantiomer with a specific rotation of +2 if specific rotation of…

Q: 59. Which of the following compounds does not have a plane of symmetry? II II IV A) Only I and II B)…

A: Given: 59. The molecule which does not have plane of geometry:

Q: A sample of limonene has a specific rotation of +75.9°. R-(+)-limonene [a]p = +125.6° and…

A: enantiomer are pair of isomer which bear mirror image relationship but are non superimposable

Q: 3.6 Answer the questions below based on the following data: The specific rotation of compound X is…

A: Enantiomeric excess ={( |d-l|)÷(d+l)}×100

Q: A sample of limonene has a specific rotation of +74.l°. R-(+)-limonene [a]p = +125.6° and…

A: Given: specific rotation of limonene=+74.1ospecific rotation of pure enantiomer (R)=+125.6ospecific…

Q: The specific rotation of vitamin B7 in water (at 22°C) is +92. A chemist prepared a mixture of…

A: Each enantiomer has its own optical rotation. Thus the enantiomer having more optical rotation will…

Q: Clopidogrel is the generic name for Plavix, a drug used to prevent the formation of blood clots in…

A: The better leaving group tosylates compound is created when the alcohol group is treated with the…

Q: A sample mixture containing the made-up enantiomers (R)-(+)-Nenamide and (S)-(-)-Nenamide has an…

Q: A compound has a specific rotation of -39.0. A solution of the compound (0.187 g/100 mL) has an…

A: The specific rotation of sample is calculated below in which l is the length of the tube in…

Q: The specific rotation for (-)-methylphenidate is -38° mL g¹ dm¯1. Path length of the polarimeter is…

Q: 3. (+)-Tartaric acid has a specific rotation of +12.0°. Calculate the specific rotation of a mixture…

A: Given: Specific rotation of tartaric acid is +12.0o. % of (+)-tartaric acid = 68 %. And % of…

Q: cis-Dimethylcyclobutane has two planes of symmetry. Draw the compounds and identify both planes of…

A: cis-1,2-dimethyl cyclobutane has one plane of symmetry passing through the C1-C2 bond while…

Q: (- )- Mandelic acid has a specific rotation of - 158°. What would be the specific rotation of a…

A: Given: (-)-Mandelic acid has a specific rotation of -158o. And the mixture contains 50% of…

Q: pure (S) enantiomer has a specific rotation of -63deg, what is the specific rotation of the mixture…

A: chirality

Q: Zanamivir is a drug prescribed to patients with Influenza virus. Zanamivir inhibits the viral…

Q: What is the percentage of the S enantiomer in a sample of carvone that has a specific rotation of…

A: We have to calculate the % of S enantiomer.

Concept explainers

Stereochemistry and Isomerism

Stereochemistry deals with the three-dimensional structure and properties of molecules. It explains the arrangement of atoms and their manipulation within a molecule in a 3D structure. Stereochemistry can be dealt with all types of molecules. Based on the stereochemistry of a molecule, the physical and chemical properties of the molecules vary.

Question

You synthesize the enantiomer of levetiracetam, but your specific rotation is found to be 67.8. What is the enantiomeric excess (% ee) of this product?

Optical Rotation and Enantiomeric Excess
`NH2
Levetiracetam has a specific rotation of [a]20 = -93.4.

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1 Solution

VIEW

Step 2 Solution

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 2 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

If a mixture has an ee of 90%, what is the percentage of each enantiomer? Multiple Choice 80% : 20% 55% : 45% 95% : 5% 65% : 35%
Award cis/trans-, E/Z-, R/S- and/or M/P-descriptor(s) to each of the following compounds: CI
C 23. a) The observed rotation for a solution containing the R and S enetaiomers a of a sample was +17.6. An enantiomerically pure sample of the S enantiomer has a specific rotation of + 22.3°. What is the % enantiomeric excess of sample A? b)A pure sample of the R-enantiomer of a compound has a specific rotation of -15°. A solution containing 0.6 g/mL of a mixture of enantiomers rotates plane polarized light by -3° in a 1 dm polarimeter. What is the enantiomeric excess (%ee) of the mixture? 9
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
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.
4. The enantiomer shown below is levorotatory. Draw the enantiomer which is dextrorotatory. CH3 H CO2H (R)-lactic acid 5. A solution containing 2.0g of compound dissolved in 50mL of solvent generated an observed rotation of plane-polarized light (A = 589.6nm) of 20° in a polarimeter tube 300mm long at a temperature of 25°C. What is the specific rotation of the compound? 6. How many asymmetric centers does the compound shown below have? CH3
Consider compounds A-E: CI- A -ОН -ОН -ОН HO OH в OH OH OH OH с Which compound is not an isomer of all others? [Select] How do compounds A and B relate to each other? [Select] How do compounds B and C relate to each other? [Select] How do compounds A and E relate to each other? [Select] HO HO D What would be the expected optical rotation of compound D? [ Select] OH int < HOCH CH OH НО < E
Account for the regioselectivity and stereoselectivity observed when 1-methylcyclopentene is treated with reagent. Q) BH3
Is the following compound chiral? V он 2 OH Does this compound have a plane of symmetry? How many stereocenters do you count? V
An attempt at synthesizing a certain optically-active compound resulted in a mixture of its enantiomers. The mixture had an observed specific rotation of +16.0°. If it is known that the specific rotation of the R enantiomer is -33.3°, determine the percentage of each isomer in the mixture. R enantiomer: S enantiomer: % %
Two diastereomeric sets of enantiomers, A/B and C/D, exist for 3-bromo-2-butanol. When enantiomer A or B is treated with HBr, only racemic 2,3-dibromobutane is formed; no meso isomer is formed. When enantiomer C or D is treated with HBr, only meso 2,3-dibromobutane is formed; no racemic 2,3-dibromobutane is formed. Account for these observations.
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?