Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 4.9, Problem 22P
(S)-(+)-Monosodium glutamate (MSG) is a flavor enhancer used in many foods. Some people have an allergic reaction to MSG (including headache, chest pain, and an overall feeling of weakness), fast food often contains substantial amounts of MSG. which is widely used in Chinese food as well (S)-(+)-MSG has a specific rotation of +24.
- a. What is the specific rotation of (R)-(–)-monosodium glutamate?
- b. What is the specific rotation of a racemic mixture of MSG?
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(S)-(+)-Monosodium glutamate (MSG) is a flavor enhancer used in many foods. Some people have an allergic reaction to MSG (including headache, chest pain, and an overall feeling of weakness). "Fast food" often contains substantial amounts of MSG, which is widely used in Chinese food as well. (S)-(+)-MSG has a specific rotation of +24.
a). What is the specific rotation of (R)-(−)-monosodium glutamate?
b). What is the specific rotation of a racemic mixture of MSG?
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Chapter 4 Solutions
Organic Chemistry
Ch. 4.1 - Prob. 2PCh. 4.1 - Prob. 3PCh. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.1 - Which of the roll owing compounds have a dipole...Ch. 4.2 - Prob. 7PCh. 4.3 - Prob. 8PCh. 4.4 - Prob. 10PCh. 4.4 - Prob. 11PCh. 4.6 - Prob. 12P
Ch. 4.7 - Prob. 14PCh. 4.7 - Prob. 16PCh. 4.7 - Prob. 17PCh. 4.7 - Draw a perspective formula for each or the...Ch. 4.8 - Prob. 20PCh. 4.9 - Prob. 21PCh. 4.9 - (S)-(+)-Monosodium glutamate (MSG) is a flavor...Ch. 4.10 - Prob. 23PCh. 4.10 - Prob. 24PCh. 4.11 - Prob. 26PCh. 4.11 - Prob. 27PCh. 4.11 - Prob. 28PCh. 4.11 - The stereoisomer of cholesterol found in nature is...Ch. 4.11 - Prob. 30PCh. 4.12 - Prob. 31PCh. 4.12 - Draw all possible stereoisomers for each of the...Ch. 4.12 - Prob. 33PCh. 4.12 - Of all the possible cyclooctanes that have one...Ch. 4.12 - Prob. 35PCh. 4.12 - Prob. 36PCh. 4.13 - Which of the following compounds has a...Ch. 4.13 - Prob. 39PCh. 4.14 - Prob. 40PCh. 4.14 - Name the isomers you drew in Problem 52.Ch. 4.14 - Chloramphenicol is a broad-spectrum antibiotic...Ch. 4.14 - Draw a perspective formula for each of the...Ch. 4.14 - Name the following:Ch. 4.14 - Prob. 45PCh. 4.14 - Prob. 48PCh. 4.14 - Prob. 50PCh. 4.15 - Limonene exists as two different stereoisomers....Ch. 4.16 - Prob. 52PCh. 4 - a. Draw three constitutional isomers with...Ch. 4 - Prob. 53PCh. 4 - Prob. 54PCh. 4 - Which of the following has an asymmetric center?...Ch. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Which of the following are optically active?Ch. 4 - Prob. 60PCh. 4 - Prob. 61PCh. 4 - Which of the following has an achiral...Ch. 4 - Prob. 63PCh. 4 - Prob. 64PCh. 4 - Prob. 65PCh. 4 - Prob. 66PCh. 4 - Prob. 67PCh. 4 - Prob. 68PCh. 4 - Prob. 69PCh. 4 - Prob. 70PCh. 4 - Prob. 71PCh. 4 - Prob. 72PCh. 4 - Prob. 73PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 75PCh. 4 - Prob. 76PCh. 4 - Draw structures for the following: a....Ch. 4 - Prob. 78PCh. 4 - Prob. 79PCh. 4 - Prob. 80PCh. 4 - a. Using the wedge-and-dash notation, draw the...Ch. 4 - Prob. 82PCh. 4 - Prob. 83PCh. 4 - Prob. 84PCh. 4 - a. Draw the two chair conformers for each of the...Ch. 4 - Prob. 86PCh. 4 - Is the following compound optically active?
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- The specific rotation, [a]p, for (-)-malic acid is -27. What is the observed rotation for a solution of 0.75 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 1.4 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? 9 more group attempts remaining Submit Answer Retry Entire Grouparrow_forwardIf (S)-glyceraldehyde has a specific rotation of -8.7 what is the specific rotation of (R)- glyceraldehyde? O A) -8.7° O B) 0.0° OC) +8.7° O D) cannot be determined from the information givenarrow_forwardThe specific rotation of vitamin B7 in water (22°C) is +92°. A mixture of vitamin B7 and its enantiomer has a specific rotation of + 27.6°. What is the percentage of vitamin B7 and its enantiomer in this mixture? Select one: O A. 60% vitamin B7 : 40% enantiomer B. 65% vitamin B7 : 35% enantiomer C. 55% vitamin B7 : 45% enantiomer D. 70% vitamin B7 : 30% enantiomerarrow_forward
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- 30. How many chirality centers exist on the following molecule? A. 4 B. 5 C. 6 D. 7arrow_forwardThe specific rotation for compound D is -8.5° dm 1(g/mL)-1, what is the specific rotation of compound E under the same conditions? [a] = -8.5° dm-1 (g/mL)-1 OH O он О он ОН D E -8.5° dm-1 (g/mL)-1 +8.5° dm-1 (g/mL)-1 0° dm-1 (g/mL)-1 not enough information is provided to determine a valuearrow_forwardThe 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_forward
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