Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
expand_more
expand_more
format_list_bulleted
Question
Chapter 6, Problem 6.7P
Interpretation Introduction
Interpretation:
The way in which it can be determined that the observed rotation is
Concept introduction:
A carbon atom that has four nonequivalent atoms or groups attached to it is known as the chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers. A chiral molecule is an optically active molecule. It rotates the plane of a plane polarized light.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
1. When 0.247 g of monosodium glutamate (MSG) is dissolved in 10.0 mL of water and placed in a sample cell 10.0 cm in length, the observed rotation at 20°(using the D line of sodium) is +0.632°. Calculate the specific rotation of MSG.
2. When 0.095 g of cholesterol is dissolved in 1.00 mL of ether and placed in a sample cell 10.0 cm in length, the observed rotation at 20°C (using the D line of sodium) is -0.299°.Calculate the specific rotation of cholesterol.3. The specific rotation of L-dopa in water (at 15°C) is -39.5. A chemist prepared a mixture of L-dopa and its enantiomer, and this mixture had a specific rotation of -34. Calculate the % ee of this mixture.
4. The specific rotation of vitamin B7 in water (at 22°C) is +92. A chemist prepared a mixture of vitamin B7 and its enantiomer, and this mixture had a specific rotation of +18. Calculate the % ee of this mixture.
If we measure the rotation angle of a sample in a polarimeter and it is zero, the sample….(1). It is a 1.00 M aqueous solution of a pure substance of rotational power exactly equal to 100.(2). It is optically inactive.(3). It is an equimolar mixture of enantiomers of the same compound.(4). It is a mixture of right-handed and left-handed substances.
A solution of 0.50 g of (-)@epinephrine dissolved in 10.0 mL of diluteaqueous HCl was placed in a 20-cm polarimeter tube. Using the sodium D line, the rotation was found to be -5.1° at 25 °C. Determine the specific rotation of epinephrine.
Chapter 6 Solutions
Organic Chemistry
Ch. 6 - Prob. 6.1PCh. 6 - Prob. 6.2PCh. 6 - Prob. 6.3PCh. 6 - Prob. 6.4PCh. 6 - Prob. 6.5PCh. 6 - Prob. 6.6PCh. 6 - Prob. 6.7PCh. 6 - Prob. 6.8PCh. 6 - Prob. 6.9PCh. 6 - Prob. 6.10P
Ch. 6 - Prob. 6.11PCh. 6 - Prob. 6.12PCh. 6 - Prob. 6.13PCh. 6 - Prob. 6.14PCh. 6 - Prob. 6.15PCh. 6 - Prob. 6.16PCh. 6 - Prob. 6.17PCh. 6 - Prob. 6.18PCh. 6 - Prob. 6.19PCh. 6 - Prob. 6.20PCh. 6 - Prob. 6.21PCh. 6 - Prob. 6.22PCh. 6 - Prob. 6.23PCh. 6 - Prob. 6.24PCh. 6 - Prob. 6.25PCh. 6 - Prob. 6.26APCh. 6 - Prob. 6.27APCh. 6 - Prob. 6.28APCh. 6 - Prob. 6.29APCh. 6 - Prob. 6.30APCh. 6 - Prob. 6.31APCh. 6 - Prob. 6.32APCh. 6 - Prob. 6.33APCh. 6 - Prob. 6.34APCh. 6 - Prob. 6.35APCh. 6 - Prob. 6.36APCh. 6 - Prob. 6.37APCh. 6 - Prob. 6.38APCh. 6 - Prob. 6.39APCh. 6 - Prob. 6.40APCh. 6 - Prob. 6.41APCh. 6 - Prob. 6.42APCh. 6 - Prob. 6.43APCh. 6 - Prob. 6.44APCh. 6 - Prob. 6.45APCh. 6 - Prob. 6.46APCh. 6 - Prob. 6.47APCh. 6 - Prob. 6.48APCh. 6 - Prob. 6.49APCh. 6 - Prob. 6.50APCh. 6 - Prob. 6.51APCh. 6 - Prob. 6.52APCh. 6 - Prob. 6.53APCh. 6 - Prob. 6.54AP
Knowledge Booster
Similar questions
- The quantitative differences in biological activity between the two enantiomers of a compound are sometimes quite large. For example, the D isomer of the drug isoproterenol, used to treat mild asthma, is 50 to 80times more effective as a bronchodilator than the L isomer. Identify the chiral center in isoproterenol. Why do the two enantiomers have such radically different bioactivity?arrow_forwardDraw a chiral molecule with two chiral centers and determine the absolute configuration (R or S) at each chiral center.arrow_forwardThe specific rotation of vitamin C ( using the D line of sodium, at 20°C) is +24. Predict what the observed rotation would be for a solution containing 0.100 g of vitamin C dissolved in 10.0 ml of ethanol and placed in a sample cell with a length of 1dm.arrow_forward
- How many chiral centers does prostaglandin E2 have? Assign R,S configurations to these centers.arrow_forwardConsider this TLC. 1. Which dye is the most polar? 2. Which dye is the least polar? the answers might be a. blue 1 b. red 3 c. yellow 5 d. it cannot be determined from this TLCarrow_forwardThe observed rotation of a solution of 1.2 g of a compound in 10 mL of water is +0.75 degrees. If the pathlength is 10 cm, what is the specific rotation of the compound?arrow_forward
- A chiral sample gives a rotation that is close to 180°. How can one tell whether this rotation is +180° or -180°?arrow_forwardConsider CH3-CH(OH)-CH(OH)(Br). Determine the absolute configuration of each chiral center in one pair of diastereomerarrow_forward2. Draw one regioisomer and one stereoisomer and assign R/S for chiral centers. Galantamine Structurearrow_forward
- What is plane of symmetry and axis of symmetry?arrow_forwardA student decided that the configuration of the asymmetric centers in a sugar such as d-glucose could be determined rapidly by simply assigning the R configuration to an asymmetric center with an OH group on the right and the S configuration to an asymmetric center with an OH group on the left. Is he correct?arrow_forwardWhen 0.075g of penicillamine is dissolved in 10.0 mL of pyridine and placed in a sample cell 10.0 cm in length, the observed rotation at 20 degrees (using the D line of sodium) is -0.47 degrees. Calculate the specific rotation of penicillamine. a. (-0.47)/[(0.075g/mL) (1.00 dm)]= -6.3 b. (0.47)/[(0.075g/mL) (1.00 dm)]= 6.3 c. (-0.47)/[(0.0075g/mL) (1.00 dm)]= -63 d. (0.47)/[(0.0075g/mL) (1.00 dm)]= 63arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole