Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Textbook Question
Chapter 4, Problem 39P
Draw the structure corresponding to each IUPAC name.
a.
b.
c.
d. cyclobutylcycloheptane
e.
f.
g
h.
i.
j.
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CH3
2. Give the structure corresponding to each IUPAC name.
a. 3-ethyl-3-methylhexane b. 2-ethyl-1-methyl-3-propylcyclopentane c. 3-methylbutane
d. 1-ethyl-2,3-dimethylcyclopentane e. 1,5-dimethylcyclohexane
Match 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-diene
1.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
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Chapter 4 Solutions
Organic Chemistry (6th Edition)
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. 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;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_forward8. Name each alkyne. A. CH3CH2CH2C=CH B. CH3CH2CH2C=CCH3arrow_forward
- CH, 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_forwardCH-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_forwardO A. 4-ethyl-5-methyloctane O B. 4-methyl-5-ethyloctane OC. 4-methyl-3-propylheptane O D.4-methyl-5-propyloctanearrow_forward
- 8. What is the IUPAC name of CHCH, CH, CH3-CH-O-CH, CH; Da. 1-ethoxy-1-methylbutane Ob. 2-ethoxypentane O c. 1-methoxyhexane Od. 2-ethoxy-2-n-propylethanearrow_forward1. Which of the following is an ACYCLIC UNSATURATED hydrocarbon? * A. 2-Ethyl-1,1-dimethylcyclopentane B. 3-Ethyl-3-methylhexane C. 5-Methyl-1,3-hexadiyne D. 5-Ethenyl-1,3-cyclohexadiene 2. Which of the following is a CYCLIC UNSATURATED hydrocarbon? * A. 3-Ethenyl-3-methylcyclopropene B. 3-Ethyl-3-methylpentane C. Cyclopropylcyclohexane D. 2,2,7-Trimethyl-3-octyne 3. Refer to the FIGURE attached. Identify the name of family of the organic compound based on the functional group present in the structure. A. Ester B. Acid anhydride C. Ketone D. Aldehydearrow_forward1. Draw the following molecules given their IUPAC name. a) 3-Methylheptane b) 3-isopropyl-2-methylhexane c) 2,2,4-trimethylpentane d) 2,2,7-trimetthyloctane e) 2-bromo-1,1-dimethylcyclohexane f) 2-methyl-1-ethyl-1,3-dipropylcyclopentane 2. Although a structure can be drawn for 2-methyl-2-isopropylheptane, the molecule is not named correctly using IUPAC rules. Draw the structure, and then give the appropriate IUPAC name for the molecule.arrow_forward
- What is the IUPAC name for the molecule shown? Br. O 1-bromo-3-ethoxypropane 3-bromo-1-ethoxypropane 3-bromo-1-ethylpropane 1-bromo-3-propoxyethane 1-bromo-3-ethylpropanearrow_forwardDraw a structure a. 3,4-dimethylpent-1-yneb.3-methyl-3-ethyl-1-butenec. 3,3-dimethyl-4-decened.1,1-dimethyl-4-ethyl-2,5-cyclohexadienee. 4-ethyl-2,3-dimethyl-2-heptenef. 1-chlorocyclopropeneg. 2,6-dimethyl-2,5-octadieneh. 1-cyclobutyl-3-methyl-1-butynei. 5-bromo-2-chlorotoluenearrow_forwardWhat is the correct IUPAC name for 6-isobutyl-3-heptyne? a. 1,5-dimethyl-7-decyne b. 2-isobutyl-4-heptyne c. 6,8-dimethyl-3-nonyne d. 6,9-dimethyl-3-decynearrow_forward
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