Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
Chapter 4, Problem 4.11P
Give the structure corresponding to each IUPAC name.
a.
b.
c.
d.
e.
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Give the structure corresponding to each IUPAC name.
a. 3-methylhexane
b. 3,3-dimethylpentane
c. 3,5,5-trimethyloctane
d. 3-ethyl-4-methylhexane
e. 3-ethyl-5-isobutylnonane
What is the IUPAC name of the
following compound?
O A. 3,4,4-Triethyl-2,2,5-trimethylhexane
B. 3-Ethyl-3-isopropyl-4-tertbutylhexane
O c. 3,3,4-Triethyl-2,5,5-trimethylhexane
D. 3,4-Diethyl-4-isopropyl-2,2-
dimethylhexane.
The correct IUPAC name for the
following compound is
CH2
H2
H3C.
CH3
H2
H3C
CH3
a. 2,3,3-trimethyl-1-hexene
b. 2,3,3-trimethylhexane
c. 4,4,5-trimethylhexane
d. 3,4,4-trimethyl-2-hexene
Chapter 4 Solutions
Organic Chemistry
Ch. 4 - Prob. 4.1PCh. 4 - Prob. 4.2PCh. 4 - (a) Classify the carbon atoms in each compound as...Ch. 4 - Problem 3.3 Classify a carbon atom by the number...Ch. 4 - Problem 4.3 Draw the five constitutional isomers...Ch. 4 - Prob. 4.6PCh. 4 - Prob. 4.7PCh. 4 - Draw the five constitutional isomers that have...Ch. 4 - Give the IUPAC name for each compound. a. c. b. ...Ch. 4 - Give the IUPAC name for each compound. a....
Ch. 4 - Problem 4.9 Give the structure corresponding to...Ch. 4 - Prob. 4.12PCh. 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. 4.17PCh. 4 - a.Draw the three staggered and three eclipsed...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 - Draw a second chair conformation for each...Ch. 4 - Prob. 4.23PCh. 4 - Problem 4.25 Draw the structure for each compound...Ch. 4 - For cis-1, 3-diethylcyclobutane, draw a a...Ch. 4 - Prob. 4.26PCh. 4 - Problem 4.28 Consider .
Draw structures f or the...Ch. 4 - Problem 4.29 Draw a chair conformation of...Ch. 4 - Prob. 4.29PCh. 4 - Draw the products of each combustion reaction.Ch. 4 - Explain why beeswax is insoluble in H2O, slightly...Ch. 4 - Prob. 4.32PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 - Consider the substituted cyclohexane shown in the...Ch. 4 - Prob. 4.35PCh. 4 - 3.31 For each alkane: (a) classify each carbon...Ch. 4 - Prob. 4.37PCh. 4 - Prob. 4.38PCh. 4 - Give the IUPAC name for each compound. a. h.k....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. 4.42PCh. 4 - Prob. 4.43PCh. 4 - 4.42 Give the IUPAC name for each compound.
a....Ch. 4 - Prob. 4.45PCh. 4 - Prob. 4.46PCh. 4 - 4.45 Which conformation in each pair is higher in...Ch. 4 - Considering rotation around the bond highlighted...Ch. 4 - Prob. 4.49PCh. 4 - Prob. 4.50PCh. 4 - 4.49 Label the sites of torsional and steric...Ch. 4 - Prob. 4.52PCh. 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. 4.59PCh. 4 - Prob. 4.60PCh. 4 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 4.62PCh. 4 - Prob. 4.63PCh. 4 - 4.62 Draw the three constitutional isomers having...Ch. 4 - Prob. 4.65PCh. 4 - Prob. 4.66PCh. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Which of the following compounds are lipids?Ch. 4 - Prob. 4.69PCh. 4 - Prob. 4.70PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 4.72PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 4.74PCh. 4 - Prob. 4.75PCh. 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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- What is the IUPAC name of this compound ? A. 3-ethyl-2,7,8-trimethylnonane B. 2,6-diisopropyloctane C. 6-ethyl-2-isopropyl-7-methyloctane D. 7-ethyl-2,3,8-trimethylnonane E. 7-isopropyl-2,3-dimethylnonanearrow_forwardWhat is the IUPAC name of the following compound? a. 2-isopropyl-5-methylpentane b. 5-isopropyl-2-methylpentane c. 2,3,5-trimethylhexane d. 1,2-diisopropylpropane a O darrow_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
- What is the IUPAC name for the following compound ? A. 3,7-dichloro-5-ethyl-6-methyloctane B. 2-chloro-3-methyl-4-(2-chlorobutyl)hexane C. 2,6-dichloro-4-ethyl-3-methyloctane D. 3-chloro-5-(2-chloro-1-methylpropyl)heptane E. 2,3,4,6-dichloroethylmethyoctanearrow_forwardMatch the following IUPAC Name to its appropriate stucture. A. 1,1,2,2,N,N-hexamethylpentane B. 5,6,6-trimethyl-1-heptyne C. 3,3,4,4,5,5-hexamethylpentane D. 2,2,3,3,4,4-hexamethylpentane E. 2,2,3-trimethyl-6-heptyne F. 3-methylbuta-1,2-diene G. 3-methylhexa-1,2-diene H. 3-methylpenta-1,2-dienearrow_forwardEach of the following IUPAC names is incorrect. Explain why it is incorrect and give the correct IUPAC name. a. 4-methylpentane b. 2,3,3-trimethylbutane c. 1,3-dimethylpentane d. 3-methyl-5-ethylhexane e. 2-ethyl-2-methylcycloheptane f. 1,6-diethylcyclohexanearrow_forward
- Each of the following IUPAC names is incorrect. Explain why it is incorrect and give the correct IUPAC name. a. 2,2-dimethyl-4-ethylheptane b. 5-ethyl-2-methylhexane c. 2-methyl-2-isopropylheptane d. 1,5-dimethylcyclohexane e. 1-ethyl-2,6-dimethylcycloheptane f. 5,5,6-trimethyloctane g. 3-butyl-2,2-dimethylhexane h. 1,3-dimethylbutanearrow_forwardO A. 4-ethyl-5-methyloctane O B. 4-methyl-5-ethyloctane OC. 4-methyl-3-propylheptane O D.4-methyl-5-propyloctanearrow_forwardExplain why each of the following is an incorrect IUPAC name. Write the correct IUPAC name for the compound. a. 1,3-Dimethylbutane b. 4-Methylpentane c. 2,2-Diethylbutane d. 2-Ethyl-3-methylpentane e. 2-Propylpentane f. 2,2-Diethylheptane g. 2,2-Dimethylcyclopropane h. l-Ethyl-5-methylcyclohexanearrow_forward
- What is the correct IUPAC or systematic name for this compound? a. 3-methylbutane b. 3-methylpentane c. 2-methylbutane d. pentane e. 2-methylpentanearrow_forward2. What is the IUPAC name of the following compound? CH3 a. 2,4-dimethylhexane b. 2-ethyl-4-methylpentane c. 2,4-methylhexane d. 3,5-dimethylhexane e. 2,4-octane H3C-CH-CH2-CH–CH2-CH3 ČH3arrow_forward4. The following names are for actual compounds, but the name given are incorrect. Draw out the structures and give the proper IUPAC name. a. 4-ethylpentane b. 2-ethyl-3-methylpentane c. 2,2-diethylheptane d. 2-propylpentane e. 4,4-diethylbutanearrow_forward
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