EBK GENERAL, ORGANIC, AND BIOLOGICAL CH
7th Edition
ISBN: 9780100853188
Author: STOKER
Publisher: YUZU
expand_more
expand_more
format_list_bulleted
Videos
Textbook Question
Chapter 14, Problem 14.71EP
Three isomeric pentanols with unbranched carbon chains exist. Which of these isomers, upon dehydration at 180°C, yields only 1-pentene as a product?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
A postgraduate student wanted to synthesized two carbonyl compounds known as
compounds M and N using oxidation of alcohol. However, these carbonyl
compounds should have more than 6 carbon atoms.
Draw two (2) possible structural formulae for compounds M and N.
How would you distinguish between compounds M and N?
When 2-chloropropane treated with NaOH and 1-chloropropane treated with NaOH separately produce two different functional groups. Provide both reactions and explain the two different functional groups produced.
Three constitutional isomers of molecular formula C 5H 8O can be converted to 1-pentanol (CH 3CH 2CH 2CH 2CH 2OH) on treatment with two equivalents of H 2 in the presence of a Pd catalyst. Draw the structures of the three possible compounds, all of which contain a carbonyl group
Chapter 14 Solutions
EBK GENERAL, ORGANIC, AND BIOLOGICAL CH
Ch. 14.1 - Prob. 1QQCh. 14.1 - Prob. 2QQCh. 14.2 - Prob. 1QQCh. 14.2 - Prob. 2QQCh. 14.2 - Prob. 3QQCh. 14.3 - Prob. 1QQCh. 14.3 - Prob. 2QQCh. 14.3 - Prob. 3QQCh. 14.3 - Prob. 4QQCh. 14.4 - Prob. 1QQ
Ch. 14.4 - Prob. 2QQCh. 14.4 - Prob. 3QQCh. 14.5 - Prob. 1QQCh. 14.5 - Prob. 2QQCh. 14.5 - Prob. 3QQCh. 14.5 - Prob. 4QQCh. 14.6 - Prob. 1QQCh. 14.6 - Prob. 2QQCh. 14.6 - Prob. 3QQCh. 14.7 - Prob. 1QQCh. 14.7 - Prob. 2QQCh. 14.8 - Prob. 1QQCh. 14.8 - Prob. 2QQCh. 14.9 - Prob. 1QQCh. 14.9 - Prob. 2QQCh. 14.9 - Prob. 3QQCh. 14.9 - Prob. 4QQCh. 14.9 - Prob. 5QQCh. 14.9 - Prob. 6QQCh. 14.10 - Prob. 1QQCh. 14.10 - Prob. 2QQCh. 14.11 - Prob. 1QQCh. 14.11 - Prob. 2QQCh. 14.11 - Prob. 3QQCh. 14.12 - Prob. 1QQCh. 14.12 - Prob. 2QQCh. 14.13 - Prob. 1QQCh. 14.13 - Prob. 2QQCh. 14.13 - Prob. 3QQCh. 14.14 - Prob. 1QQCh. 14.14 - Prob. 2QQCh. 14.14 - Prob. 3QQCh. 14.15 - Prob. 1QQCh. 14.15 - Prob. 2QQCh. 14.15 - Prob. 3QQCh. 14.15 - Prob. 4QQCh. 14.16 - Prob. 1QQCh. 14.16 - Prob. 2QQCh. 14.17 - Prob. 1QQCh. 14.17 - Prob. 2QQCh. 14.17 - Prob. 3QQCh. 14.18 - Prob. 1QQCh. 14.18 - Prob. 2QQCh. 14.18 - Prob. 3QQCh. 14.19 - Prob. 1QQCh. 14.19 - Prob. 2QQCh. 14.20 - Prob. 1QQCh. 14.20 - Prob. 2QQCh. 14.20 - Prob. 3QQCh. 14.20 - Prob. 4QQCh. 14.20 - Prob. 5QQCh. 14.21 - Prob. 1QQCh. 14.21 - Prob. 2QQCh. 14.21 - Prob. 3QQCh. 14.21 - Prob. 4QQCh. 14.21 - Prob. 5QQCh. 14 - Prob. 14.1EPCh. 14 - Prob. 14.2EPCh. 14 - Prob. 14.3EPCh. 14 - Prob. 14.4EPCh. 14 - Prob. 14.5EPCh. 14 - Prob. 14.6EPCh. 14 - Prob. 14.7EPCh. 14 - Prob. 14.8EPCh. 14 - Prob. 14.9EPCh. 14 - Prob. 14.10EPCh. 14 - Write a condensed structural formula for each of...Ch. 14 - Write a condensed structural formula for each of...Ch. 14 - Prob. 14.13EPCh. 14 - Prob. 14.14EPCh. 14 - Prob. 14.15EPCh. 14 - Prob. 14.16EPCh. 14 - Prob. 14.17EPCh. 14 - Prob. 14.18EPCh. 14 - Each of the following alcohols is named...Ch. 14 - Prob. 14.20EPCh. 14 - Prob. 14.21EPCh. 14 - Prob. 14.22EPCh. 14 - Prob. 14.23EPCh. 14 - Prob. 14.24EPCh. 14 - Prob. 14.25EPCh. 14 - Prob. 14.26EPCh. 14 - Prob. 14.27EPCh. 14 - Prob. 14.28EPCh. 14 - Prob. 14.29EPCh. 14 - Prob. 14.30EPCh. 14 - Prob. 14.31EPCh. 14 - Prob. 14.32EPCh. 14 - Prob. 14.33EPCh. 14 - Prob. 14.34EPCh. 14 - Explain why the boiling points of alcohols are...Ch. 14 - Explain why the water solubilities of alcohols are...Ch. 14 - Prob. 14.37EPCh. 14 - Prob. 14.38EPCh. 14 - Prob. 14.39EPCh. 14 - Which member of each of the following pairs of...Ch. 14 - Determine the maximum number of hydrogen bonds...Ch. 14 - Determine the maximum number of hydrogen bonds...Ch. 14 - Prob. 14.43EPCh. 14 - Prob. 14.44EPCh. 14 - Prob. 14.45EPCh. 14 - Prob. 14.46EPCh. 14 - Classify each of the following alcohols as a...Ch. 14 - Classify each of the following alcohols as a...Ch. 14 - Classify each of the following alcohols as a...Ch. 14 - Classify each of the following alcohols as a...Ch. 14 - Prob. 14.51EPCh. 14 - Prob. 14.52EPCh. 14 - Prob. 14.53EPCh. 14 - Prob. 14.54EPCh. 14 - Prob. 14.55EPCh. 14 - Prob. 14.56EPCh. 14 - Prob. 14.57EPCh. 14 - Prob. 14.58EPCh. 14 - Prob. 14.59EPCh. 14 - Prob. 14.60EPCh. 14 - The alcohol 2,2-dimethyl-1-butanol cannot be...Ch. 14 - Prob. 14.62EPCh. 14 - Prob. 14.63EPCh. 14 - Prob. 14.64EPCh. 14 - Draw the structure of the aldehyde or ketone...Ch. 14 - Draw the structure of the aldehyde or ketone...Ch. 14 - Prob. 14.67EPCh. 14 - Prob. 14.68EPCh. 14 - Prob. 14.69EPCh. 14 - Prob. 14.70EPCh. 14 - Three isomeric pentanols with unbranched carbon...Ch. 14 - Prob. 14.72EPCh. 14 - Prob. 14.73EPCh. 14 - Prob. 14.74EPCh. 14 - Prob. 14.75EPCh. 14 - Prob. 14.76EPCh. 14 - Prob. 14.77EPCh. 14 - Prob. 14.78EPCh. 14 - Prob. 14.79EPCh. 14 - Prob. 14.80EPCh. 14 - Prob. 14.81EPCh. 14 - Prob. 14.82EPCh. 14 - Prob. 14.83EPCh. 14 - Prob. 14.84EPCh. 14 - Prob. 14.85EPCh. 14 - Prob. 14.86EPCh. 14 - Prob. 14.87EPCh. 14 - Prob. 14.88EPCh. 14 - Prob. 14.89EPCh. 14 - Prob. 14.90EPCh. 14 - Prob. 14.91EPCh. 14 - Classify each of the following compounds as an...Ch. 14 - Draw or write the following for the simplest ether...Ch. 14 - Draw or write the following for the simplest ether...Ch. 14 - Prob. 14.95EPCh. 14 - Prob. 14.96EPCh. 14 - Prob. 14.97EPCh. 14 - Prob. 14.98EPCh. 14 - Prob. 14.99EPCh. 14 - Prob. 14.100EPCh. 14 - Prob. 14.101EPCh. 14 - Prob. 14.102EPCh. 14 - Prob. 14.103EPCh. 14 - Prob. 14.104EPCh. 14 - Prob. 14.105EPCh. 14 - Prob. 14.106EPCh. 14 - Prob. 14.107EPCh. 14 - Prob. 14.108EPCh. 14 - Prob. 14.109EPCh. 14 - Prob. 14.110EPCh. 14 - Prob. 14.111EPCh. 14 - Prob. 14.112EPCh. 14 - Prob. 14.113EPCh. 14 - Give common names for all ethers that are...Ch. 14 - How many isomeric ethers exist when the R groups...Ch. 14 - Prob. 14.116EPCh. 14 - Prob. 14.117EPCh. 14 - Draw condensed structural formulas for the...Ch. 14 - Prob. 14.119EPCh. 14 - Prob. 14.120EPCh. 14 - Prob. 14.121EPCh. 14 - Prob. 14.122EPCh. 14 - Prob. 14.123EPCh. 14 - How do the chemical reactivities of ethers compare...Ch. 14 - Explain why ether molecules cannot hydrogen-bond...Ch. 14 - How many hydrogen bonds can form between a single...Ch. 14 - Classify each of the following molecular...Ch. 14 - Classify each of the following molecular...Ch. 14 - Prob. 14.129EPCh. 14 - Prob. 14.130EPCh. 14 - Prob. 14.131EPCh. 14 - Draw a condensed structural formula for each of...Ch. 14 - Prob. 14.133EPCh. 14 - Prob. 14.134EPCh. 14 - Prob. 14.135EPCh. 14 - Prob. 14.136EPCh. 14 - Prob. 14.137EPCh. 14 - For each of the following pairs of compounds,...Ch. 14 - Assign an IUPAC name to each of the following...Ch. 14 - Prob. 14.140EPCh. 14 - Prob. 14.141EPCh. 14 - Prob. 14.142EPCh. 14 - Prob. 14.143EPCh. 14 - Prob. 14.144EPCh. 14 - Prob. 14.145EPCh. 14 - Prob. 14.146EP
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, biology and related others by exploring similar questions and additional content below.Similar questions
- Following is the structural formula of the tranquilizer meparfynol (Oblivon). Propose a synthesis for this compound starting with acetylene and a ketone. (Notice the -yn- and -ol in the chemical name of this compound, indicating that it contains alkyne and hydroxyl functional groups.)arrow_forwardThe ketone 2-heptanone has been identified as contributing to the odor of a number of dairy products, including condensed milk and cheddar cheese. Describe the synthesis of 2-heptanone from acetylene and any necessary organic and inorganic reagents.arrow_forwardIsoamyl acetate is the common name of the substance most responsible for the characteristic odor of bananas. Write a structural formula for isoamyl acetate, given the information that it is an ester in which the carbonyl group bears a methyl substituent and there is a 3-methylbutyl group attached to one of the oxygens.arrow_forward
- Arrange these compounds in order of increasing acidity: 2,4-dichlorophenol, phenol, cyclohexanol.arrow_forwardWrite structural formulas for all aldehydes with the molecular formula C6H12O and give each its IUPAC name. Which of these aldehydes are chiralarrow_forwardThe acid-catalyzed dehydration of 2,3-dimethyl-3-pentanol yields three alkene products. What are the names of the three alkenes? Which of the three alkenes is the major product?arrow_forward
- Describe a sequence of reactions by which cis-2-pentene could be prepared from acetylene.arrow_forwardAlkyl sulfonates undergo the same type of substitution reactions as alkyl halides and can also be prepared from alcohols. What advantage does the preparation of an alkyl sulfonate from an alcohol have over the preparation of an alkyl halide from an alcohol?arrow_forwardTerpineol has 5 isomers. Write their structures and describe why chemically (optically) they receive those names. Number the carbons for a better description.arrow_forward
- Give TWO reagents to distinguish cyclohexanone from hexanal.arrow_forwardWhich alkene would the following alcohols form upon dehydration reaction using POCl3 inpyridine? Indicate the major productarrow_forwardSuggest a method of preparing ethyl benzene, starting with benzene and ethylene as the only organic reagents.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
Chemistry: Matter and ChangeChemistryISBN:9780078746376Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl WistromPublisher:Glencoe/McGraw-Hill School Pub Co
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Chemistry: Matter and Change
Chemistry
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Glencoe/McGraw-Hill School Pub Co
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
07 Physical Properties of Organic Compounds; Author: Mindset;https://www.youtube.com/watch?v=UjlSgwq4w6U;License: Standard YouTube License, CC-BY