Introduction to General, Organic and Biochemistry
11th Edition
ISBN: 9781285869759
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 15, Problem 15.27P
Interpretation Introduction
Interpretation:
The specific rotation of the enantiomer of the ephedrine should be determined.
Concept Introduction:
Enantiomers are mirror image of each other which are non superimposable.
Specific rotation is the degree of rotation of a plane of polarized light per unit distance-concentration of the product.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
A sample mixture containing the made-up enantiomers (R)-(+)-Nenamide and (S)-(-)-Nenamide has an apparent specific rotation of +6.50° at 25 °C. This sample has an enantiomeric excess (EE) of 43.0%. Provide answers to the following questions :
1.Which enantiomer is in excess in the sample?
2.What is the specific rotation of (S)-(-)-Nenamide?
What is the stereochemical result of a SN1 reaction that occurs at an asymmetric carbon? A) retention B) rearrangement C) inversion D) racemization
The 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?
(b) What percentage of the mixture is (S)- carvone? Choose from the following options.
1. 90% (S)-carvone and 10% (R)
2. 10% (S)-carvone and 90% (R)
3. 95% (S)-carvone and 5% (R)
4. 5% (S)- carvone and 95% (R)
Chapter 15 Solutions
Introduction to General, Organic and Biochemistry
Ch. 15.1 - Prob. 15.1PCh. 15.2 - Problem 15-2 Assign priorities to the groups in...Ch. 15.2 - Problem 15-3 Assign an R or S configuration to the...Ch. 15.3 - Problem 15-4 3-Amino-2-butanol has two...Ch. 15.3 - Prob. 15.5PCh. 15.3 - Prob. 15.6PCh. 15 - 15-7 Answer true or false. The cis and trans...Ch. 15 - 15-8 What does the term “chiral” mean? Give an...Ch. 15 - 15-9 What does the term “achiral” mean? Give an...Ch. 15 - 15-10 Define the term “stereoisomer.” Name three...
Ch. 15 - 15-11 In what way are constitutional isomers...Ch. 15 - 15-12 Which of the following objects are chiral...Ch. 15 - Prob. 15.13PCh. 15 - Prob. 15.14PCh. 15 - 15-15 Explain why the carbon of a carbonyl group...Ch. 15 - 15-16 Which of the following compounds contain...Ch. 15 - 15-17 Which of the following compounds contain...Ch. 15 - Prob. 15.18PCh. 15 - 15-19 Draw the mirror image for each molecule: OH...Ch. 15 - Prob. 15.20PCh. 15 - 15-21 Answer true or false. For a molecule with...Ch. 15 - Prob. 15.22PCh. 15 - Prob. 15.23PCh. 15 - Prob. 15.24PCh. 15 - Prob. 15.25PCh. 15 - 15-26 For centuries, Chinese herbal medicine has...Ch. 15 - Prob. 15.27PCh. 15 - Prob. 15.28PCh. 15 - Prob. 15.29PCh. 15 - 15-30 (Chemical Connections 15A) What does it mean...Ch. 15 - Prob. 15.31PCh. 15 - Prob. 15.32PCh. 15 - Prob. 15.33PCh. 15 - Prob. 15.34PCh. 15 - 15-35 Following are structural formulas for three...Ch. 15 - Prob. 15.36PCh. 15 - 15-37 Consider a cyclohexane ring substituted with...Ch. 15 - Prob. 15.38PCh. 15 - Prob. 15.39PCh. 15 - Prob. 15.40PCh. 15 - 15-41 Compound A(C5Hh, is not optically active and...Ch. 15 - Prob. 15.42PCh. 15 - 15-43 Triamcinolone acetonide, the active...Ch. 15 - 15-44 Consider the structure of the...Ch. 15 - Prob. 15.45PCh. 15 - 15-46 Consider Lunesta, a nonbenzodiazepine...Ch. 15 - Prob. 15.47P
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 15-30 (Chemical Connections 15A) What does it mean to say that a drug is chiral? If a drug is chiral, will it be optically active? That is, will it rotate the plane of polarized light?arrow_forward15-26 For centuries, Chinese herbal medicine has used extracts oi Ephedra sinica to treat asthma. The asthma-relieving component of this plant is ephedrine, a very potent dilator of the air passages of the lungs. The naturally occurring stereoisomer is levorotatory and has the following structure. HO ¥ Nhch3 Ephedrine |n|„ = —41° Mark each stereocenter in epinephrine with an asterisk. How many stereoisomers are possible for this compound?arrow_forward15-41 Compound A(C5Hh, is not optically active and cannot be separated into enantiomers. It reacts with bromine in carbon tetrachloride to discharge the purple color of bromine and form Compound B( C.FL Br,). When Compound A is treated with H., in the presence of a transition metal catalyst, it is converted to compound C(C5H10). When treated with HC1, compound A is converted to compound DtC.HyCl). Given this information, propose structural formulas for compounds A B, C, and D. Hint: There are at least three possibilities for Compound A and, in turn, three possibilities for Compounds B. C, and D.arrow_forward
- 15-16 Which of the following compounds contain stereocenters? (a) 2-Chloropentane(b) 3-Chloropentane (c) 3-Chloro-l-butene(d) 1,2-Dichloropropanearrow_forwardThe R-S Convention 14) Either the letter R (rectus, or right) or S (sinister, or left) is used to designate the configuration at a stereogenic center. The four atoms or groups attached to the stereogenic center are arranged in a priority order according to atomic number: the higher the atomic number, the higher the priority (see Cahn-Ingold-Prelog rules for assigning priorities). If two atoms have the same atomic number, we move to the next atoms out from the stereogenic center, or even further, until we observe a difference in atomic number. We then view the molecule from the side opposite the group with the lowest priority. If the remaining three groups in order from highest to lowest priority form a clockwise array, the configuration is R; if counterclockwise, the configuration is S. a)Construct a model of 2-chlorobutane. Which carbon in the chain is a stereogenic center? b)What are the four groups attached to this stereogenic center? c)Which group has the highest…arrow_forwardThe specific rotation of (S)-2-iodobutane is +15.90°. Predict the specific rotation of (R)-2-iodobutane.arrow_forward
- Treatment of methyl b-d-glucopyranoside with benzaldehyde forms a six-membered cyclic acetal. Draw the most stable conformation of this acetal. Identify each new chiral center in the acetal.arrow_forwardDraw the structure of Ethyl 2-deoxoy-2-fluoro-a-D-galactopyranoside in: i) cyclized Fischer projection ii) in its most stable chair configuration iii) in its least stable chair confirmationarrow_forwardQ5. Using the pK values of the conjugate acids of the leaving groups (pK perp (HBr) = - 9 . pK (H,O)-15.7. PK (HO) -1.7.), explain the difference in reactivity in substitution reactions between: a. CH,Brand CH,OH b. CHOH, and CH,OH Please answer correct.!!arrow_forward
- Salinosporamide A, isolated from a microbe called Salinispora tropica has shown promise as an inhibitor of cancer cell growth. Select the chiral centers in the following structure; the selected centers will appear highlighted green.arrow_forwardDraw a diastereomer of (E)-ocimene.arrow_forwardA sulfonium ion (R3S+) is a stereogenic center if three different alkyl groups are bonded to sulfur because sulfur is surrounded by four different groups, including its lone pair. In assigning an R or S) is a stereogenic center if three different alkyl groups are bonded to sulfur because sulfur is surrounded by four different groups, including its lone pair. In assigning an designation to sulfur, the lone pair is always assigned the lowest priority (4). SAM, S -adenosylmethionine, is a biologically active sulfonium ion that we will learn about in Section 7.16. Locate all the stereogenic centers in SAM, and assign an R,S designation to each center.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning