ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260826791
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 4.5, Problem 12P
Give the structure corresponding to each IUPAC name.
a.
b.
c.
d.
e.
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Draw 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-ethylcyclohexane
Give the structure corresponding to each IUPAC name.
c. 3,5,5-trimethyloctane
d. 3-ethyl-4-methylhexane
e. 3-ethyl-5-isobutylnonane
a. 3-methylhexane
b. 3,3-dimethylpentane
Give the structure corresponding to each IUPAC name. a. 3-methyl-3-pentanold. 1,3-propanediol b. 4-methyl-2-pentanole. 3,5-dimethylcyclohexanol c. 2,4-dimethyl-2-hexanolf. 6,6-diethyl-4-nonanol
Chapter 4 Solutions
ORGANIC CHEMISTRY
Ch. 4.1 - Prob. 1PCh. 4.1 - Problem 4.2 Which of the following is not another...Ch. 4.1 - Problem 4.3 Draw the five constitutional isomers...Ch. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.2 - Draw the five constitutional isomers that have...Ch. 4.4 - Problem 4.7 Give the IUPAC name for each...Ch. 4.4 - Give the IUPAC name for each compound. a....Ch. 4.4 - Problem 4.9 Give the structure corresponding to...Ch. 4.4 - Prob. 10P
Ch. 4.5 - Give the IUPAC name for each compound.Ch. 4.5 - Give the structure corresponding to each IUPAC...Ch. 4.8 - Arrange the following compounds in order of...Ch. 4.9 - Problem 4.14 Draw the staggered and eclipsed...Ch. 4.9 - Prob. 15PCh. 4.9 - Prob. 16PCh. 4.10 - Problem 4.17 a. Draw the three staggered and...Ch. 4.10 - Problem 4.18 Rank the following conformations in...Ch. 4.10 - Problem 4.19 Consider rotation around the...Ch. 4.10 - Calculate the destabilization present in each...Ch. 4.12 - Problem 4.21 Classify the ring carbons as up or...Ch. 4.12 - Problem 4.22 Using the cyclohexane with the C’s...Ch. 4.13 - Draw a second chair conformation for each...Ch. 4.13 - Problem 4.24 Draw both conformations for and...Ch. 4.13 - Problem 4.25 Draw the structure for each compound...Ch. 4.13 - Prob. 26PCh. 4.14 - Prob. 31PCh. 4.14 - Prob. 32PCh. 4.15 - Prob. 33PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 -
4.40 Draw the structure corresponding to each...Ch. 4 - 4.42 Give the IUPAC name for each compound.
a....Ch. 4 - Prob. 42PCh. 4 - 4.46 Considering rotation around the bond...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 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 66PCh. 4 - 4.64 Draw the products of combustion of each...Ch. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Prob. 69PCh. 4 - Prob. 70PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 72PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 74PCh. 4 - Prob. 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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- Each 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_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_forwardThe 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-hexenearrow_forward
- Give the structure corresponding to each IUPAC name. a.1,2-dimethylcyclobutane b.1,1,2-trimethylcyclopropane c. 4-ethyl-1,2-dimethylcyclohexane d.1-sec-butyl-3-isopropylcyclopentane e.1,1,2,3,4-pentamethylcycloheptanearrow_forwardDraw the structure for each compound using wedges and dashed wedges.a. cis-1,2-dimethylcyclopropaneb. trans-1-ethyl-2-methylcyclopentanearrow_forwardCH;CH-CH, 12. CH3-CH-CH-CH; CH-CH; What is the correct IUPAC name for the compound above? a. 2,3,4-trimethylhexane b. 2-ethyl-3-isopropylbutane c. 1,2,3,4-tetramethylpentane d. 3,4-dimethylheptanearrow_forward
- CH-CH3 CH3-CH2-CH2-CH-CH-CH3 CH2 ČH-CH3 What is the IUPAC name of this structure? OA. 2-methyl-3-propyloctane OB. 2-ethyl-3-propylhexane OC.3-ethyl-4-propylhexane OD.3-methyl-4-propylheptanearrow_forwardGive the IUPAC name for the chemical in the attached image. [click on attachment to view image if you don't see it] CH3CH₂CH₂CH₂CHCH₂CH₂CH₂CH3 CH3CH₂CH₂ O A. 2,2,5,6-tetraethylhexane B. 2,2,5-triethyloctane O C. 3,6-diethyl-3-methylnonane CH₂CH3 D. 3-ethyl-3-methyl-6-propyldecane CH3arrow_forwardDraw the structure for each compound using wedges and dashes. a. cis-1,2-dimethylcyclopropane b. trans-1-ethyl-2-methylcyclopentanearrow_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_forwardCH, 20. сH,-CH-CН CH,CH, What is the correct IUPAC name for the compound above? O a. 3-ethyl 3- methyl-1-propene b. 3-methyl-1-pentene c. sec-butylethene d. 1-isohexenearrow_forward1.What is the correct IUPAC name of the following compound? A. 2,4,5-trimethyl-4-propylheptane B. 4-isobutyl-3,4-dimethylheptane C. 4-isobutyl-4,5dimethylheptane D. 3,4,6-trimethyle-4-propylheptane mobyarrow_forward
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