Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Textbook Question
Chapter 10.1, Problem 2P
Draw structures corresponding to the following IUPAC names:
(a) 2-Chloro-3, 3-dimethylhexane
(b) 3, 3-Dichloro-2-methylhexane
(c) 3-Bromo-3-ethylpentane
(d) l, l-Dibromo-4-isopropylcyclohexane
(e) 4-sec-Butyl-2-chlorononane
(f) l, l-Dibromo-4-tert-butylcyclohexane
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Draw structures corresponding to the following IUPAC names:
(a) 2-Chloro-3,3-dimethylhexane (b) 3,3-Dichloro-2-methylhexane
(c) 3-Bromo-3-ethylpentane
(e) 4-sec-Butyl-2-chlorononane
(d) 1,1-Dibromo-4-isopropylcyclohexane
() 1,1-Dibromo-4-tert-butylcyclohexane
II. Draw structures corresponding to the following IUPAC names:
(a) 3,4-Dimethylnonane
(b) 3-Ethyl-4,4-dimethylheptane
(c) 2,2-Dimethyl-4-propyloctane
(d) 2,2,4-Trimethylpentane
Draw both condensed and line structures corresponding to the following IUPAC names:(a) 3-Methylhept-1-ene (b) 4,4-Dimethylpent-2-yne(c) 2-Methylhex-3-ene (d) 1,3,3-Trimethylcyclohexene
Chapter 10 Solutions
Organic Chemistry
Ch. 10.1 - Prob. 1PCh. 10.1 - Draw structures corresponding to the following...Ch. 10.2 - Prob. 3PCh. 10.2 - Taking the relative reactivities of 1°, 2°, and...Ch. 10.4 - Prob. 5PCh. 10.4 - The major product of the reaction of...Ch. 10.4 - Prob. 7PCh. 10.5 - Prob. 8PCh. 10.6 - Prob. 9PCh. 10.6 - How might you replace a halogen substituent by a...
Ch. 10.7 - How would you carry out the following...Ch. 10.8 - Rank both sets of compounds in order of increasing...Ch. 10.8 - Tell whether each of the following reactions is an...Ch. 10.SE - Prob. 14VCCh. 10.SE - Prob. 15VCCh. 10.SE - Prob. 16VCCh. 10.SE - Draw the electron-pushing mechanism for each...Ch. 10.SE - Draw the electron-pushing mechanism for the...Ch. 10.SE - The formation of Br2 from NBS first involves the...Ch. 10.SE - In light of the fact that tertiary alkyl halides...Ch. 10.SE - Alkyl halides can be reduced to alkanes by a...Ch. 10.SE - Name the following alkyl halides:Ch. 10.SE - Prob. 23APCh. 10.SE - Draw and name all of the monochlorination products...Ch. 10.SE - How would you prepare the following compounds,...Ch. 10.SE - Prob. 26APCh. 10.SE - A chemist requires a large amount of...Ch. 10.SE - What product(s) would you expect from the reaction...Ch. 10.SE - What product(s) would you expect from the reaction...Ch. 10.SE - What product would you expect from the reaction of...Ch. 10.SE - Rank the compounds in each of the following series...Ch. 10.SE - Which of the following compounds have the same...Ch. 10.SE - Tell whether each of the following reactions is an...Ch. 10.SE - Prob. 34APCh. 10.SE - Alkylbenzenes such as toluene (methylbenzene)...Ch. 10.SE - Prob. 36APCh. 10.SE - Prob. 37APCh. 10.SE - Prob. 38APCh. 10.SE - Prob. 39APCh. 10.SE - Prob. 40APCh. 10.SE - The syntheses shown here are unlikely to occur as...Ch. 10.SE - Why do you suppose its not possible to prepare a...Ch. 10.SE - Prob. 43APCh. 10.SE - Identify the reagents a–c in the following...Ch. 10.SE - Prob. 45APCh. 10.SE - Prob. 46APCh. 10.SE - Prob. 47APCh. 10.SE - The relative rate of radical bromination is...Ch. 10.SE - Prob. 49APCh. 10.SE - Predict the product and provide the entire...
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- Draw structures for the following molecules. (a) 2-iodo-2,3-dimethylheptane (b) 4-cyclopropyl-3-ethyl-2-methyloctane (c) 1-ethyl-2,4-dimethylcyclopentanearrow_forwardDraw the expanded formula of the following compounds: (a) 3,3-Diethyl-2,5-dimethylnonane (b) 3-Cyclobutylhexane (c) 1,3-Dibromo-5-methylcyclohexanearrow_forwardWrite condensed structures for the following compounds:(a) 4-tert-Butyl-2-methylheptane(b) 2,4-Dimethylpentane(c) 4,4-Diethyl-3-methyloctane(d) 3-Ethyl-1-isopropyl-5-methylcycloheptane(e) 1,1,3-Trimethylcyclopentanearrow_forward
- Draw structures corresponding to the following IUPAC names: (d) 1,1-Dibromo-4-isopropylcyclohexane () 1,1-Dibromo-4-tert-butylcyclohexane (e) 4-sec-Butyl-2-chlorononanearrow_forwardDraw the structures corresponding to the following names(a) 2-chloro-3,3-dimethylhexane (b) 3,3-dichloro-2-methylhexane( c) 3-bromo-3-ethylpentane(d) 2-bromo-5-chloro-3-methylhexanearrow_forwardAll of the following names are incorrect or incomplete. In each case, draw the structure (or a possible structure) and name it correctly. (a) 3-ethyl-4-methylpentane (b) 2-ethyl-3-methylpentane (c) 3-dimethylhexane (d) 4-isobutylheptane (e) 2-bromo-3-ethylbutane (f) 2,3-diethyl-5-isopropylheptanearrow_forward
- Draw the structures for the following compounds.(a) 3-benzyl-4-bromohexane , 4,4-dimethylcyclohexene(b) trans-4,5-dibromohex-2-ene , cis-1,1-dibromo-2-ethyl-2,3-dimethylcyclobutanearrow_forwardDraw the structure of (a) 4-isopropylheptane (b) 1,1-dichlorocyclopentane (c) cis-3-octenearrow_forwardWrite the chemical formula, condensed formula, and Lewis structure for each of the following hydrocarbons:(a) heptane(b) 3-methylhexane(c) trans-3-heptene(d) 4-methyl-1-hexene(e) 2-heptyne(f) 3,4-dimethyl-1-pentynearrow_forward
- Draw line structures for the following alkenes. Which can exist as cis–trans isomers? For those that can, draw both isomers.(a) 2-Methyloct-2-ene (b) Hept-3-ene(c) 3,4-Dimethylhex-3-enearrow_forwardWhich of the following cycloalkanes are capable of geometric (cis-trans) isomerism?Draw the cis and trans isomers.(a) 3-ethyl-1,1-dimethylcyclohexane (b) 1-ethyl-3-methylcycloheptane(c) 1-ethyl-3-methylcyclopentane (d) 1-cyclopropyl-2-methylcyclohexanearrow_forwardThe following names are incorrect. Write the structural formula that agrees with the apparent name, and then write the correct name of the compound.(a) 2-Ethylbutane(b) 2-Isopropyl-2-methylpentane(c) 5-Ethyl-1,1-methylcyclopentane(d) 3-Ethyl-3,5,5-trimethylhexane(e) 1,2-Dimethyl-4-ethylcyclohexane(f) 2,4-Diethylpentane(g) 5,5,6,6-Methyl-7,7-ethyldecanearrow_forward
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