Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 5, Problem 5.30P
Interpretation Introduction
Interpretation:
Measured angle of rotation for penicillin V is to be calculated.
Concept introduction:
Measured angle of rotation is the angle by which, “the chiral compound rotates the plane-polarized light”. The formula for it is:
Where
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Use the following wedge formula mentioned in attached diagram to answer the following question.
If we assume structure (ii) rotates plane-polarized light + 13.5° (i.e specific rotation of + 13.5°), what would be the specific rotation of its mirror image)?
If a substance is known to have a specific rotation of +20.0 deg mL/g dm, what is the concentration (in g/mL) of a solution that would give an observed rotation of +10.0 degrees, if the path length of the sample tube was 1.00 dm? Can you do this problem in your head?
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When 0.234 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 +0.599°. Calculate the specific rotation of MSG.
specific rotation = [a] =
i
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Chapter 5 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
Ch. 5 - Prob. 5.1PCh. 5 - Prob. 5.2PCh. 5 - Prob. 5.3PCh. 5 - Prob. 5.4PCh. 5 - Prob. 5.5PCh. 5 - Prob. 5.6PCh. 5 - Prob. 5.7PCh. 5 - Prob. 5.8PCh. 5 - Prob. 5.9PCh. 5 - Prob. 5.10P
Ch. 5 - Prob. 5.11PCh. 5 - Prob. 5.12PCh. 5 - Prob. 5.13PCh. 5 - Prob. 5.14PCh. 5 - Prob. 5.15PCh. 5 - Prob. 5.16PCh. 5 - Prob. 5.17PCh. 5 - Prob. 5.18PCh. 5 - Prob. 5.19PCh. 5 - Prob. 5.20PCh. 5 - Prob. 5.21PCh. 5 - Prob. 5.22PCh. 5 - Prob. 5.23PCh. 5 - Prob. 5.24PCh. 5 - Prob. 5.25PCh. 5 - Prob. 5.26PCh. 5 - Prob. 5.27PCh. 5 - Prob. 5.28PCh. 5 - Prob. 5.29PCh. 5 - Prob. 5.30PCh. 5 - Prob. 5.31PCh. 5 - Prob. 5.32PCh. 5 - Prob. 5.33PCh. 5 - Prob. 5.34PCh. 5 - Prob. 5.35PCh. 5 - Prob. 5.36PCh. 5 - Prob. 5.37PCh. 5 - Prob. 5.38PCh. 5 - Prob. 5.39PCh. 5 - Prob. 5.40PCh. 5 - Prob. 5.41PCh. 5 - Prob. 5.42PCh. 5 - Prob. 5.43PCh. 5 - Prob. 5.44PCh. 5 - Prob. 5.45PCh. 5 - Prob. 5.46PCh. 5 - Prob. 5.47PCh. 5 - Prob. 5.48PCh. 5 - Prob. 5.49PCh. 5 - Prob. 5.50PCh. 5 - Prob. 5.51PCh. 5 - Prob. 5.52PCh. 5 - Prob. 5.53PCh. 5 - Prob. 5.54PCh. 5 - Prob. 5.55PCh. 5 - Prob. 5.56PCh. 5 - Prob. 5.57PCh. 5 - Prob. 5.58PCh. 5 - Prob. 5.59PCh. 5 - Prob. 5.60PCh. 5 - Prob. 5.61PCh. 5 - Prob. 5.62PCh. 5 - Prob. 5.63PCh. 5 - Prob. 5.64PCh. 5 - Prob. 5.65PCh. 5 - Prob. 5.66PCh. 5 - Prob. 5.67PCh. 5 - Prob. 5.68PCh. 5 - Prob. 5.69PCh. 5 - Prob. 5.70PCh. 5 - Prob. 5.71PCh. 5 - Prob. 5.72PCh. 5 - Prob. 5.73PCh. 5 - Prob. 5.74PCh. 5 - Prob. 5.75PCh. 5 - Prob. 5.76PCh. 5 - Prob. 5.77PCh. 5 - Prob. 5.78PCh. 5 - Prob. 5.79PCh. 5 - Prob. 5.1YTCh. 5 - Prob. 5.2YTCh. 5 - Prob. 5.3YTCh. 5 - Prob. 5.4YTCh. 5 - Prob. 5.5YTCh. 5 - Prob. 5.6YTCh. 5 - Prob. 5.7YTCh. 5 - Prob. 5.8YTCh. 5 - Prob. 5.9YTCh. 5 - Prob. 5.10YTCh. 5 - Prob. 5.11YTCh. 5 - Prob. 5.12YTCh. 5 - Prob. 5.13YTCh. 5 - Prob. 5.14YTCh. 5 - Prob. 5.15YTCh. 5 - Prob. 5.16YTCh. 5 - Prob. 5.17YT
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- The specific rotation, [a], for (-)-pseudoephedrine is -52. What is the observed rotation for a solution of 0.70 g of (-)- pseudoephedrine in 10 mL of water in a sample tube having a pathlength of 10 cm? degrees. The observed rotation of a solution of 1.2 g of a compound in 10 mL of water is +1.3 degrees. If the pathlength is 10 cm, what is the specific rotation of the compound?arrow_forward2. The observed rotation of a compound, X (14.0g dissolved in water to make 100ml. of solution) in a polarimeter tube of length 30cm is +10.5°. What is the specific rotation of X?arrow_forwardDraw the diastereomer of the molecule below.arrow_forward
- 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.arrow_forwardConsider the molecules shown here. Assign the R/S configuration to each chiral center.arrow_forwardWhat do you mean by Specific Rotation ?arrow_forward
- Please help this problem confusing mearrow_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_forward3) Answer the following questions on structural imperfections. a) Classify the structural imperfections according to their dimensions and give one example for each. b) What kind of dislocation(s) may cause the unit step of edge slip shown in figure below? Explain briefly.arrow_forward
- Determine the R/S configuration of each chiral center in the molecules shown below. (Do not include lone pairs as an attachment when identifying the chiral centers.)arrow_forwardThe specific rotation, [a]p, for (-)-malic acid is -27. What is the observed rotation for a solution of 1.2 g of (-)-malic acid in 10 mL of water in a sample tube having a pathlength of 10 cm? | degrees. The 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? 9 more group attempts remaining Submit Answer Retry Entire Grouparrow_forwardConsider a solution that contains 74.0% R isomer and 26.0% S isomer. If the observed specific rotation of the mixture is -45.0°, what is the specific rotation of the pure R isomer? [a] =arrow_forward
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