Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 5.12, Problem 32P
Interpretation Introduction
Interpretation: The specific rotation of the given compound is to be calculated.
Concept introduction: The specific rotation,
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A 1.52 M solution of (R)-2-butanol is mixed with an equal volume of a 0.760 M solution of racemic 2-butanol, and the resulting
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Chapter 5 Solutions
Organic Chemistry (6th Edition)
Ch. 5.1 - Prob. 1PCh. 5.2 - Prob. 2PCh. 5.3 - Draw the mirror image of each compound. Label each...Ch. 5.3 - Prob. 4PCh. 5.3 - A molecule is achiral if it has a plane of...Ch. 5.6 - Prob. 17PCh. 5.6 - Prob. 18PCh. 5.7 - Prob. 19PCh. 5.7 - Prob. 20PCh. 5.7 - Problem 5.18 Compounds E and F are two isomers of...
Ch. 5.8 - Prob. 22PCh. 5.8 - Prob. 23PCh. 5.8 - Prob. 24PCh. 5.9 - Prob. 25PCh. 5.9 - Prob. 26PCh. 5.9 - Prob. 27PCh. 5.10 - Which of the following cyclic molecules are meso...Ch. 5.10 - Prob. 29PCh. 5.11 - Prob. 30PCh. 5.12 - Problem 5.28 The amino acid has the physical...Ch. 5.12 - Prob. 32PCh. 5.12 - Prob. 33PCh. 5.12 - Prob. 34PCh. 5.12 - Prob. 35PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Prob. 41PCh. 5 - Prob. 42PCh. 5 - 5.40 Determine if each compound is identical to or...Ch. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 52PCh. 5 - Prob. 56PCh. 5 - Prob. 61PCh. 5 - Prob. 67PCh. 5 - Prob. 68PCh. 5 - Prob. 69PCh. 5 -
5.67 Artemisinin and mefloquine are widely used...Ch. 5 - 5.68 Saquinavir (trade name Invirase) is a...Ch. 5 - Prob. 72P
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- When 0.018 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 degrees (Using the D line of sodium) is -0.0567 degrees. Calculate the specific rotation of cholesterol. specific rotation= [α] =arrow_forward7. Optical Activity: ban (a) Calculate the specific rotation for Compound A, whose observed rotation was (+) 35.0 for a solution made from 0.200 g dissolved in 2 mL of chloroform solvent. The cell path length was 10 cm. NO 110 HD HD ba HOarrow_forward2. 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, -СH2CH3, -СH2СH,ОН (b) -СОозН, -СО,CH3, -СH2ОН, -он (c) -CN, –CH2NH2, -CH2NHCH3, –NH2 (d) –SH, –CH2SCH3, –CH3, -SSCH3arrow_forward
- The 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_forwardThe specific rotation of (S)-carvone (at 20 degrees) is +61. A chemist prepared a mixture of (R)-carvone and its enantiomer, and this mixture had an observed rotation of -55. (a) What is the specific rotation of (R)-carvone at 20 degrees?arrow_forwardA student has isolated a chiral alkyl halide (shown below) with a specific rotation of [a] = +22.1°. The student decided to store the compound in the solvent MeOH overnight. However, reanalysis of the alkyl halide showed a new chemical formula of C1H160 with a specific rotation of [a] = 0°. Suggest a mechanism to justify these results. Brarrow_forward
- The specific rotation of (S) butanol is +13.5 if 1.00g of its enantiomer is dissolved in 10.0mL of ethanol and placed in a sample cell with a length of 1.00 dm, what observed rotation do you expect?arrow_forwardThalidomide exists in two enantiomeric isomers as shown below. N (R) NI(S) O If a solution is prepared by adding a 50:50 ratio of two enantiomers what will be the expected observed rotation? Explain your answer in 1-2 sentences.arrow_forward(R)-Camphor [a]20, = +44.0°/(g/mL)dm %3D A researcher places a 0.5 g/mL sample of camphor into a 1.0 dm cell and determines the observed rotation at 589 nm and 20 °C is +2.2°. What is the enantiomeric excess of (R)-camphor in the sample? 20% 95% 5% 10% 90% 80%arrow_forward
- 13. If the proton-pump inhibitor, (S)-omeprazole, has a specific rotation (rotation of plane polarized light) of -155°, what should the specific rotation of (R)-omeprazole be? a) -155° b) 0° c) +155° d) It can only be determined experimentallyarrow_forwardWhen 1 g of compound X is dissolved in 100 mL of solvent, the observed rotation is +12. What will be the observed rotation if 1 g of compound X is dissolved in 200 mL of solvent?arrow_forwardConsider the following reaction. O + 0 CHBr3 Draw the major organic product formed in this reaction. 81 + [**** (CH3)3CO¹K+ • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. • Show stereochemistry in a meso compound. If the reaction produces a racemic mixture, just draw one stereoisomer. - √n [F] ?arrow_forward
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