ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
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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Chapter 4 Solutions
ORGANIC CHEMISTRY
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
- XIII. 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_forward1. 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_forward
- 14. 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_forward1. In dash-wedge-line structure, the dashes represent the: * A. bonds in the plane of the page. B. bonds away from observer. C. bonds towards observer. D. bonds in the plane of the paper. 2. Which of the following is an ACYCLIC SATURATED hydrocarbon? * A. 1-Ethyl-3-methylcyclopentane B. 3-Ethyl-3-methylpentane C. 1,3,5,7-Octatetraene D. 5-Methyl-1,3-cyclopentadiene 3. Which of the following is a CYCLIC SATURATED hydrocarbon? * A. 3-Ethyl-4-methylcyclohexene B. 3,5-Diethyloctane C. 2,2-Dimethyl-3-heptyne D. 3-Butyl-1,1-dimethyl-5-propylcyclohexanearrow_forward
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