ORGANIC CHEMISTRY-MOLYMOD PACKAGE
5th Edition
ISBN: 9781260227307
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 4, Problem 4.25P
Draw the structure for each compound using wedges and dashed wedges.
a.
b.
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Draw the structure for each compound using wedges and dashes.
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Draw the structure of the following compounds.
a. 1-ethyl-3-methylcycloheptane
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c. 1,1-diethyl-4-(3,3-dimethylbutyl)cyclohexane
Chapter 4 Solutions
ORGANIC CHEMISTRY-MOLYMOD PACKAGE
Ch. 4 - Prob. 4.1PCh. 4 - Problem 4.2 Which of the following is not another...Ch. 4 - Problem 4.3 Draw the five constitutional isomers...Ch. 4 - Prob. 4.4PCh. 4 - Prob. 4.5PCh. 4 - Draw the five constitutional isomers that have...Ch. 4 - Problem 4.7 Give the IUPAC name for each...Ch. 4 - Give the IUPAC name for each compound. a....Ch. 4 - Problem 4.9 Give the structure corresponding to...Ch. 4 - Prob. 4.10P
Ch. 4 - Give the IUPAC name for each compound.Ch. 4 - Give the structure corresponding to each IUPAC...Ch. 4 - Arrange the following compounds in order of...Ch. 4 - Problem 4.14 Draw the staggered and eclipsed...Ch. 4 - Prob. 4.15PCh. 4 - Prob. 4.16PCh. 4 - Problem 4.17 a. Draw the three staggered and...Ch. 4 - Problem 4.18 Rank the following conformations in...Ch. 4 - Problem 4.19 Consider rotation around the...Ch. 4 - Calculate the destabilization present in each...Ch. 4 - Problem 4.21 Classify the ring carbons as up or...Ch. 4 - Problem 4.22 Using the cyclohexane with the C’s...Ch. 4 - Draw a second chair conformation for each...Ch. 4 - Problem 4.24 Draw both conformations for and...Ch. 4 - Problem 4.25 Draw the structure for each compound...Ch. 4 - For cis-1, 3-diethylcyclobutane, draw a a...Ch. 4 - Prob. 4.27PCh. 4 - Problem 4.28 Consider .
Draw structures f or the...Ch. 4 - Problem 4.29 Draw a chair conformation of...Ch. 4 - Prob. 4.30PCh. 4 - Draw the products of each combustion reaction.Ch. 4 - Explain why beeswax is insoluble in H2O, slightly...Ch. 4 - Prob. 4.33PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 - Consider the substituted cyclohexane shown in the...Ch. 4 - Prob. 4.36PCh. 4 - Prob. 4.37PCh. 4 - 4.38 Give the IUPAC name for each compound.
a. c....Ch. 4 - 4.39 Give the structure and IUPAC name for each of...Ch. 4 -
4.40 Draw the structure corresponding to each...Ch. 4 - Prob. 4.41PCh. 4 - 4.42 Give the IUPAC name for each compound.
a....Ch. 4 - Prob. 4.43PCh. 4 - Prob. 4.44PCh. 4 - 4.45 Which conformation in each pair is higher in...Ch. 4 - 4.46 Considering rotation around the bond...Ch. 4 - Prob. 4.47PCh. 4 - 4.48 (a) Using Newman projections, draw all...Ch. 4 - 4.49 Label the sites of torsional and steric...Ch. 4 - 4.50 Calculate the barrier to rotation for each...Ch. 4 - 4.51 The eclipsed conformation of is less...Ch. 4 - (a) Draw the anti and gauche conformations for...Ch. 4 - For each compound drawn below: a.Label each OH,Br...Ch. 4 - Draw the two possible chair conformations for...Ch. 4 - For each compound drawn below: a. Draw...Ch. 4 - 4.56 Convert each of the following structures into...Ch. 4 - Prob. 4.57PCh. 4 - Prob. 4.58PCh. 4 - 4.59 Classify each pair of compounds as...Ch. 4 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 4.61PCh. 4 - 4.62 Draw the three constitutional isomers having...Ch. 4 - Prob. 4.63PCh. 4 - 4.64 Draw the products of combustion of each...Ch. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Prob. 4.66PCh. 4 - Prob. 4.67PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 4.69PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 4.71PCh. 4 - Prob. 4.72PCh. 4 - Consider the tricyclic structure B (a) Label each...Ch. 4 - Read Appendix B on naming branched alkyl...Ch. 4 - Read Appendix B on naming bicyclic compounds. Then...
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- 2. Draw the correct structure for each given name below. a. 1-butyl-3-ethyl-2-propylcycloheptane b. cis-1,3-diisopropylcyclohexane c. cyclobutylcyclohexanearrow_forwardDraw the structure for following compounds. A. 1,3-dichlorocyclohexane B. 2-bromo-3,3-dimethylpentanearrow_forward1. Provide the IUPAC name. a. b. H3CO. H₂N D O₂N F NO2 IUPAC name IUPAC namearrow_forward
- 16. What is the IUPAC name of this hydrocarbon? trans-5-methyl-2-heptene b. cis-5-ethyl-2-hexene trans-3-methyl-5-heptene d. cis-2-ethyl-5-hexene a. c.arrow_forwardName each monosubstituted benzene. CH3 Br a. b. C.arrow_forwarda. Draw each the chemical structure the Folloung OF 2,2,4-TRIMethylpentane b. cycloheptene Forarrow_forward
- 2. Draw the correct structure for each: a. 4-ethyl-5-isopropyl-3-methyloctane b. 6,6-diethyl-3,5,5-trimethylnonanearrow_forwardXIII. Draw skeletal structures corresponding to the following names. a. 1-chloro-2-isopropylcyclopentane b. 3,5-dicyclohexylnonane c. 3,3-Diethyl-2,5-dimethylnonane d. 4-Isopropyl-3-methylheptanearrow_forwardDraw the structure corresponding to each IUPAC name. a.3-ethyl-2-methylhexane b. sec-butylcyclopentane c.4-isopropyl-2,4,5-trimethylundecane d.cyclobutylcycloheptane e.3-ethyl-1,1-dimethylcyclohexane f. 4-butyl-1,1-diethylcyclooctane g.6-isopropyl-2,3-dimethyldodecane h. 2,2,6,6,7-pentamethyloctane i. cis-1-ethyl-3-methylcyclopentane j. trans-1-tert-butyl-4-ethylcyclohexanearrow_forward
- 1. How many total covalent bonds are present in the compound? (Please refer to the first image attached.) A. 8 B. 10 C. 12 D. 16 2. What is the correct IUPAC name for this compound? (Please refer to the second image attached.) A. 2,5,5-Trimethylhexane B. 2,2,5-Trimethylhexane C. 2,2,5-methylhexane D. 2,5,5-methylhexane 3. Which of the following is a tertiary alcohol? A. 2-Pentanol B. 2-Methyl-2-butanol C. 1-Butanol D. 2-Methyl-1-pentanolarrow_forward14. If a compound was incorrectly named 3-propylbutane, what would its correct IUPAC name be? HO A 10 smulov Istota ovigo OsH 28MeloM noituloz zirs A. butane B. 2-methylbutane C. 3-methylbutane D. pentane E. 2-propylethane F. heptane G. 3-methylhexane monog A. C12H24 B. C12H22 PISI IN C. (CH3)12 D. C12H26 E. None of the above CE 15. What is the molecular formula of a pure 12-carbon aliphatic alkane with 2 degrees of unsaturation?arrow_forward16. Draw condensed structures corresponding to each name below. a. 2-methyl-1,3-butadiene b. (2Z,4Z)-hexadienearrow_forward
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