Introduction to General, Organic and Biochemistry
11th Edition
ISBN: 9781285869759
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Textbook Question
Chapter 12, Problem 12.26P
Explain why each name is incorrect and then write a correct name. Strategy: First draw the structural formula suggested by the incorrect name. Then identify the error, for example, failure to locate the longest chain that contains the
(a) 1-Methylpropene (b) 3-Pentene
(c) 2-Methylcyclohexene (d) 3,3-Dimethylpentene
(e) 4-Hexyne
(f) 2-lsopropyl-2-butene
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The 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-ethyldecane
Draw the structure of each of the compounds listed in the picture.
Question:
In an organic chemistry laboratory, a student is performing a reaction to synthesize a compound. The reaction involves the conversion of an alcohol into an alkene using a dehydration process. The student chooses to use concentrated sulfuric acid (H2SO4) as the catalyst for this reaction. However, during the reaction, the student notices that another product is formed along with the desired alkene.
(a) What is the likely identity of the unexpected product formed during the reaction? Explain your answer.
(b) Provide a plausible explanation for the formation of the unexpected product and suggest a modification to the reaction conditions that would favor the desired alkene as the major product.
Chapter 12 Solutions
Introduction to General, Organic and Biochemistry
Ch. 12.3 - Prob. 12.1PCh. 12.3 - Prob. 12.2PCh. 12.3 - Problem 12-3 Write the IUPAC name for each...Ch. 12.3 - Problem 12-4 Draw structural formulas for the...Ch. 12.3 - Problem 12-5 How many stereoisomers are possible...Ch. 12.5 - Prob. 12.6PCh. 12.5 - Problem 12-7 Propose a two-step mechanism for the...Ch. 12.5 - Prob. 12.8PCh. 12.5 - Problem 12-9 Propose a three-step reaction...Ch. 12.5 - Prob. 12.10P
Ch. 12 - Prob. 12.11PCh. 12 - Answer true or false. Both ethylene and acetylene...Ch. 12 - 12-13 What is the difference in structure between...Ch. 12 - There are three compounds with the molecular...Ch. 12 - 12-15 Name and draw structural formulas for all...Ch. 12 - Prob. 12.16PCh. 12 - Draw a structural formula for at least one...Ch. 12 - Each carbon atom in ethane and in ethylene is...Ch. 12 - Prob. 12.19PCh. 12 - Prob. 12.20PCh. 12 - Prob. 12.21PCh. 12 - 12*22 Draw a structural formula for each compound....Ch. 12 - 12-23 Draw a structural formula for each compound....Ch. 12 - Prob. 12.24PCh. 12 - 12-25 Write the IUPAC name for each unsaturated...Ch. 12 - Explain why each name is incorrect and then write...Ch. 12 - 12-27 Explain why each name is incorrect and then...Ch. 12 - Prob. 12.28PCh. 12 - 12-29 Which of these alkenes show cis-trans...Ch. 12 - 12-30 Which of these alkenes shows cis-trans...Ch. 12 - 12-31 Cyclodecene exists as both cis and trans...Ch. 12 - Arachidonic acid is a naturally occurring C„o...Ch. 12 - Prob. 12.33PCh. 12 - If you examine the structural formulas for the...Ch. 12 - 12*35 For each molecule that shows eis-trans...Ch. 12 - Name and draw structural formulas for all...Ch. 12 - /3-Ocimene, a triene found in the fragrance of...Ch. 12 - Answer true or false. Alkenes and alkynes are...Ch. 12 - Prob. 12.39PCh. 12 - 12-40 Define alkene addition reaction. Write an...Ch. 12 - Prob. 12.41PCh. 12 - 12-42 Complete these equations.Ch. 12 - Draw structural formulas for all possible...Ch. 12 - Prob. 12.44PCh. 12 - 12-45 Draw a structural formula for the product of...Ch. 12 - Draw a structural formula for an alkene with the...Ch. 12 - 12-47 Draw a structural formula for an alkene with...Ch. 12 - Draw a structural formula for an alkene with the...Ch. 12 - Prob. 12.49PCh. 12 - 12-50 Draw the structural formula of an alkene...Ch. 12 - Prob. 12.51PCh. 12 - Prob. 12.52PCh. 12 - Following is the structural formula of...Ch. 12 - Propose an explanation for the following...Ch. 12 - There are nine alkenes with the molecular formula...Ch. 12 - Prob. 12.56PCh. 12 - 12-57 Hydrocarbon A, Cf,Hs, reacts with 2 moles of...Ch. 12 - 12-58 Show how to convert ethylene to these...Ch. 12 - 12-59 Show how to convert 1-butene to these...Ch. 12 - Prob. 12.60PCh. 12 - 12-61 (Chemical Connections 12A) What is one...Ch. 12 - Prob. 12.62PCh. 12 - Prob. 12.63PCh. 12 - 12-64 (Chemical Connections 120 What is the...Ch. 12 - (Chemical Connections 120 Assume that 1 X IO-12 g...Ch. 12 - Prob. 12.66PCh. 12 - 12-67 (Chemical Connections 12D ) In which isomer...Ch. 12 - Prob. 12.68PCh. 12 - Prob. 12.69PCh. 12 - Prob. 12.70PCh. 12 - Prob. 12.71PCh. 12 - Prob. 12.72PCh. 12 - Prob. 12.73PCh. 12 - Propose a structural formula for the product!s)...Ch. 12 - Prob. 12.75PCh. 12 - Draw the structural formula of an alkene that...Ch. 12 - 12-77 Show how to convert cyclopentene into these...Ch. 12 - Prob. 12.78PCh. 12 - Prob. 12.79PCh. 12 - In omega-3 fatty adds, the last carbon of the last...Ch. 12 - Prob. 12.81P
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- The following name given is incorrect or incomplete, but it represents a real structure. Draw structure and name it correctly. (a) 5-chloro-4-methylhexanearrow_forwardQuestion 1 One of these alkenes shows cis-trans isomerism. Draw structural formulas for both isomers. Note: All structures should be drawn with no bonds between carbon and hydrogen. (a) 1-Pentene (b) 2-Pentene (c) 3-Ethyl-2-pentene (d) 2,3-Dimethyl-2-pentene (e) 2-Methyl-2-pentene (f) 2,4-Dimethyl-2-pentene X Incorrect. Draw the cis isomer of the alkene. H;C. CH3 Edit H H. X Incorrect. Draw the trans isomer of the alkene. H;C. Edit Hi `CH3arrow_forwardDraw the structural formula of (Z)-3-methyl-2- heptene. Please draw it outarrow_forward
- 2)What is the correct name of the following molecule? a) 3,5-difluoroanisole b) Difluoromethoxybenzene c) 1,5-difluoro-3-methoxybenzene d) 1,3-difluoro-5-methyl-O-benzenearrow_forwardFor the following, you must draw an appropriate structure that has the chemical formula C5H,NO with the indicated functional group(s) and/or property. In each case, identify any other functional groups in the molecule you draw, that were not indicated in the question. You may use condensed dash or bond-line structure to draw your molecules. a) An aldehyde b) A cyclic ether c) An acyclic amide that cannot form hydrogen bonds with itselfarrow_forwardThe following are incorrect names. Draw the compound and name it correct. (a) 1-chloro-2-bromopropane (b) 2,2-diethylbutanearrow_forward
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- 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_forwardThe following names are incorrect. Draw the structure that is represented by the name, then name it correctly. a) 2-isopropyl butane b) 5-(1,3-dimethyl butyl)-6-ethyl decane c) (4-cyclobutyl pentyl) cyclohexane d) 1-chloro-2-ethyl-4-cyclopentanol e) 4-(2-ethyl butyl)-3-methyl-6-propyl nonanearrow_forwardAnswer the following: 1) A student observes a squiggly line for a while before telling another student that the molecule is 3,4,5-trimethylpentane. Is the student correct and, if not, what is the correct name of the molecule? a)They’re correct b)They’re incorrect. 2,3,4-trimethylpentane. c)They’re incorrect. 3,4-dimethylpentane. d)They’re incorrect. 3,4-dimethylhexane. 2) A student is interpretting Organic Chemical heiroglyphics and decides that the molecule must be “1,1-dimethylsomethingsomething”. Ignoring how clearly wrong the second part is, is “1,1-dimethyl” valid and, if not, why does it not work?a)It’s valid b)It’s not valid, there is no need to include “di” in front of methyl c)It’s not valid, there is no need to include the numbers. d)It’s not valid, having a methyl on Carbon-1 would just increase the length of the parent chain. 3) A student is looking at a hexagon that a teacher is swearing is a molecule. It’s a friggin’ square. What is something he knows must be part of the…arrow_forward
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