EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
6th Edition
ISBN: 9781305687875
Author: Gilbert
Publisher: CENGAGE LEARNING - CONSIGNMENT
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Chapter 7.6, Problem 4E
Interpretation Introduction
Interpretation:
The value for the specific rotation of optical pure 1-phenylethaneamine needs to be determined. Also, the optical purity of the sample of the resolved
Concept Introduction :
If a solution is capable of rotating the plane of polarized light, it is said to be an optical active solution and this capability is known as an optical activity.
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What will be the optical rotation of a mixture of equal portions of (+)-MTPA and its enantiomer?
Many studies have shown that one specific enantiomer of citalopram (“S”) is the one capable of inhibition of serotonin reuptake. Lexapro is the brand name for the purified form of the S- enantiomer of citalopram. Explain briefly why Lexapro would be more expensive than Celexa.
The following data was collected for this experiment:
A sample of 0.8281 g of phenylsuccinic acid was dissolved in 10 mL of acetone.
This sample gave a reading, aobs, of +10.278 deg on the polarimeter.
A tube measuring 1 dm was used for the sample.
Calculate the enantiomeric excess (EE) of the sample. The literature-specific rotation, [a]lit, of phenylsuccinic acid in acetone is 173 deg. Give your answer to 3 significant figures.
Calculate the percent (%) of (+)-phenylsuccinic acid that is in this sample. Give your answer to 3 significant figures.
Calculate the percent (%) of (-)-phenylsuccinic acid that is in this sample. Give your answer to 3 significant figures.
Chapter 7 Solutions
EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
Ch. 7.2 - Prob. 1ECh. 7.2 - Prob. 2ECh. 7.2 - Prob. 3ECh. 7.2 - Prob. 4ECh. 7.2 - Prob. 5ECh. 7.2 - Prob. 6ECh. 7.2 - Prob. 7ECh. 7.2 - Prob. 8ECh. 7.2 - Prob. 9ECh. 7.2 - Prob. 10E
Ch. 7.3 - Prob. 1ECh. 7.3 - Prob. 2ECh. 7.3 - Prob. 3ECh. 7.3 - Prob. 4ECh. 7.3 - Prob. 5ECh. 7.3 - Prob. 6ECh. 7.3 - Prob. 7ECh. 7.3 - Prob. 8ECh. 7.4 - Prob. 1ECh. 7.4 - Prob. 2ECh. 7.4 - Prob. 3ECh. 7.4 - Prob. 4ECh. 7.4 - Prob. 5ECh. 7.4 - Prob. 6ECh. 7.4 - Prob. 7ECh. 7.4 - Prob. 8ECh. 7.4 - Prob. 9ECh. 7.4 - Prob. 10ECh. 7.4 - Prob. 11ECh. 7.4 - Prob. 12ECh. 7.4 - Prob. 13ECh. 7.6 - Prob. 1ECh. 7.6 - Prob. 2ECh. 7.6 - Prob. 3ECh. 7.6 - Prob. 4ECh. 7.6 - Prob. 5ECh. 7.6 - Prob. 6ECh. 7.6 - Prob. 7ECh. 7.6 - Prob. 8ECh. 7.6 - Prob. 9ECh. 7.6 - Prob. 10E
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- Interpret the results of the UV-vis spectra and briefly explain why the 3-phenylpropionaldehyde compound did not peak but the others did (hint: conjugated system).arrow_forwardConsidering the observed rotation value indicated in the table, and considering that the measurement of this rotation wasperformed in a 4dm tube, from a 1g/ml solution, calculate: Show calculations a-Specific rotation of this compound. b-Rotation observed for a mixture in which the excessenantiomer of the enantiomer of the substance of the utterance was 50%. observed rotation: +40arrow_forwardPlease don't provide handwritten solution ...... Provide an efficient stereoselective synthesis for the following moleculearrow_forward
- Draw out the reaction that takes place between phenylsuccinic acid and proline as well as the second reaction with HCl. Indicate stereocenters and label them. [Hint: if you look up (-)-proline on Sigma, it will also say if it is R or S, and you can do the same for phenylsuccinic acid.] You can abbreviate phenyl rings as Ph.arrow_forwardCalculate the enantiomeric excess for the sample of (S)- ibuprofen sample and (R)-ibuprofen sample based on the data in attached image?arrow_forwardWriting down all the relevant resonant structures and that of the resonance hybrid, propose a mechanism that explains the reason why methyl benzoate is nitrated in the meta position.arrow_forward
- Rationalize the stereochemistry of the target dicarboxylic acid.arrow_forwardWhich compound has the stretching vibration for its carbonyl group at the highest frequency: a.acetyl chloride, methyl acetate, or acetamide? b. Which one has the stretching vibration for its carbonyl group at the lowest frequency?arrow_forwardBriefly outline how the enantiomers of phenylsuccinic acid will be separated from each other, starting from racemic phenylsuccinic acid to isolating (+)-phenylsuccinic acid. Explain the purpose of each step.arrow_forward
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