Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 4, Problem 4.14P
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
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-diethylcyclohexane
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
Chapter 4 Solutions
Organic Chemistry-Package(Custom)
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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- 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-hexenearrow_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_forwardEach 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_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_forwardCH3-CH2-CH2 C-CH2 ČH3-CH2-CH2-CH3 12. What is the correct IUPAC name for the compound above? a. 4-methylene octane O b. 2-propyl-1-hexene c. 2-butyl-1-pentene d. 2-butyl-2-propylethene e. 2-propyl-2-2butylethenearrow_forwardWhat is the preferred IUPAC name of the alkene shown in Figure below? CH3 CH3 CH3 `CH-CH3 A. 1-ethyl-2,4,5-trimethylcyclohexene B. 2-ethyl-1,4,5-trimethylcyclohexene C. 2-ethyl-1,4,5-trimethylcyclohex-1-ene D. 4-ethyl-1,2,5-trimethylcyclohexenearrow_forward
- Identify the two compounds that display stereoisomerism and draw their structures. a. 3-methyl-3-pentanol b. 2-methyl-2-pentanol c. 3-methyl-2-pentanol d. 2-methyl-3-pentanol e. 2,4-dimethyl-3-pentanolarrow_forwardWhat is the correct IUPAC name of the following structure? H2C O A. 1,2-epoxy but-4-ene O B. 1,2-epoxy-4-butene O C. 3,4-epoxy-1-butene O D. 2,3-epoxy-1,4-butenearrow_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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