ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
6th Edition
ISBN: 9781260325294
Author: SMITH
Publisher: RENT MCG
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Textbook Question
Chapter 15, Problem 25P
a. Draw the 14 constitutional isomers of molecular formula
b. Name all compounds that contain a trisubstituted benzene ring.
c. For which compound(s) are stereoisomers possible? Draw all possible stereoisomers.
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Students have asked these similar questions
a. Draw the 14 constitutional isomers of molecular formula C8H9Cl that contain a benzene ring.
b.Name all compounds that contain a trisubstituted benzene ring.
c.For which compound(s) are stereoisomers possible? Draw all possible stereoisomers.
Classify each pair of compounds as either identical, constitutional isomers, stereoisomers, or not isomers.
Q1: The shrub ma huang contains two biologically active stereoisomers ephedrine
and pseudoephedrine-with two stereogenic centers as shown in the given
structure. Ephedrine is one component of a once popular combination drug used
by body builders to increase energy and alertness, while pseudoephedrine is a
nasal decongestant.
a. Draw the structure of naturally occurring (-)-ephedrine,
which has the 1R, 25 configuration.
b. Draw the structure of naturally occurring (+)-
pseudoephedrine, which has the 15,25 configuration.
c. How are ephedrine and pseudoephedrine related? N,
d. Draw all other stereoisomers of (-)-ephedrine and
(+)-pseudoephedrine and give the R,S designation for all
stereogenic centers.
OH
Ephedrine
15 2.5
Chapter 15 Solutions
ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
Ch. 15.2 - Prob. 1PCh. 15.2 - Problem 17.2 What orbitals are used to form the...Ch. 15.3 - Prob. 4PCh. 15.3 - Problem-17.5 What is the structure of propofol,...Ch. 15.6 - Prob. 7PCh. 15.8 - Prob. 8PCh. 15.8 - Prob. 11PCh. 15.8 - Prob. 12PCh. 15.8 - Problem 17.16 Rank the following compounds in...Ch. 15.8 - Problem 17.17 Draw the seven resonance structures...
Ch. 15 - 17.23 Name each compound and state how many lines...Ch. 15 - Prob. 21PCh. 15 - Prob. 22PCh. 15 - 17.27 Give the IUPAC name for each compounds.
a....Ch. 15 - 17.28 Draw a structure corresponding to each...Ch. 15 - 17.29 a. Draw the 14 constitutional isomers of...Ch. 15 - Prob. 26PCh. 15 - Prob. 27PCh. 15 - 17.38
How many electrons does C contain?
How...Ch. 15 - Prob. 36PCh. 15 - 17.40 Explain the observed rate of reactivity of...Ch. 15 - 17.41 Draw a stepwise mechanism for the following...Ch. 15 - Prob. 39PCh. 15 - 17.43 Draw additional resonance structures for...Ch. 15 - Prob. 41PCh. 15 - Prob. 42PCh. 15 - 17.46 Which compound in each pair is the stronger...Ch. 15 - 17.47 Treatment of indene with forms its...Ch. 15 - Prob. 45PCh. 15 - 17.49 Draw the conjugate bases of pyrrole and...Ch. 15 - 17.50 a. Explain why protonation of pyrrole occurs...Ch. 15 - Prob. 48PCh. 15 - Prob. 49PCh. 15 - 17.53 How many signals does each compound...Ch. 15 - 17.54 Which of the diethylbenzene isomers (ortho,...Ch. 15 - 17.55 Propose a structure consistent with each...Ch. 15 - 17.56 Propose a structure consistent with each...Ch. 15 - 17.57 Thymol (molecular formula ) is the major...Ch. 15 - 17.58 You have a sample of a compound of molecular...Ch. 15 - 17.59 Explain why tetrahydrofuran has a higher...Ch. 15 - 17.60 Rizatriptan (trade name Maxalt) is a...Ch. 15 - 17.61 Zolpidem (trade name Ambien) promotes the...Ch. 15 - 17.62 Answer the following questions about...Ch. 15 - 17.63 Stanozolol is an anabolic steroid that...Ch. 15 - Prob. 61P
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- Q1: The shrub ma huang contains two biologically active stereoisomers ephedrine and pseudoephedrine-with two stereogenic centers as shown in the given structure. Ephedrine is one component of a once popular combination drug used by body builders to increase energy and alertness, while pseudoephedrine is a nasal decongestant. a. Draw the structure of naturally occurring (-)-ephedrine, which has the 1R, 25 configuration. b. Draw the structure of naturally occurring (+)- pseudoephedrine, which has the 15,25 configuration. C. How are ephedrine and pseudoephedrine related? , d. Draw all other stereoisomers of (-)-ephedrine and (+)-pseudoephedrine and give the R,S designation for all stereogenic centers. OH Ephedrine 825 1S 25arrow_forwardWhat is true about the relationship between the following compounds? CH3 CH3 CH; CH; CH3 CH3 A В O All three are stereoisomers of each other. OA and B are the same compound while C is a stereoisomer. All three are the same compound. A and B are the same while C is a conformer, all of the same compound . O A and C are the same while B is a stereoisomer.arrow_forwardConsider the compound below. a) Draw the structure showing stereochemistry, in which carbon 1 has S configuration and carbon 2 has R configuration. b) Draw the structure showing stereochemistry, in which carbons 1 and 2 have S configuration. c) are the two structures from part a and b diastereomers, identical, enantiomers, or unrelated?arrow_forward
- Nonearrow_forwardGlucose is a simple sugar with five substituents bonded to a sixmembered ring.a.Using a chair representation, draw the most stable arrangement of these substituents on the six-membered ring. b.Convert this representation to one that uses a hexagon with wedges and dashed wedges. c.Draw a constitutional isomer of glucose. d.Draw a stereoisomer that has an axial OH group on one carbon.arrow_forward5) Use compounds X, Y and Z (shown below) to answer the following questions. H. H3C" "CH3 ОН CH3 compound X compound Y compound Z a) Is compound X classified as cis, trans or neither? b) Is compound Y classified as E, Z or neither? c) Is compound Z classified as R, S or neither? d) Are compounds X and Y constitutional isomers of each other? (YES or NO) e) Are compounds Y and Z constitutional isomers of each other? (YES or NO) f) Classify compound Y as a primary, secondary or tertiary alcohol. g) Which compound(s) is(are) chiral? h) Give the IUPAC name for compound Z, omitting the absolute configuration (R or S) designation. i) In the indicated spaces below, draw stereoisomers of compounds X, Y and Z. stereoisomer of compound X stereoisomer of compound Y stereoisomer of compound Zarrow_forward
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- Question 7 of 7 O Macmillan Learning > H3 Cl!!... CI CH3 compound E compound G O H3C CH3 compound F compound H Compounds E and F are identical molecules. not related. constitutional isomers. stereoisomers. Compounds G and H are stereoisomers. not related. identical molecules. constitutional isomers.arrow_forward3. Draw the stereoisomers for each of the following compounds. State the type of stereoisomerism shown. a. CH;CH=CHCH3 b. CH3CH2CH(OH)C6H5arrow_forwardClick the "draw structure" button to launch the drawing utility. Draw one of the stereoisomers formed in the reaction below. CH;CH2 CH3 NBS DMSO, H,O C=C CH; H draw structure .arrow_forward
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