ORGANIC CHEMISTRY PKG *FULL YEAR* >CI<
8th Edition
ISBN: 9781256779612
Author: WADE + BRUICE
Publisher: PEARSON C
expand_more
expand_more
format_list_bulleted
Videos
Textbook Question
Chapter 3, Problem 84P
Explain the following:
- a. 1-Hexanol has a higher boiling point than 3-hexanol.
- b. Diethyl ether has very limited solubility in water, but tetrahydrofuran is completely soluble.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
i. Why is the boiling point of the aldehyde greater than that of the alkane? ii. Why is the boiling point of alcohol the highest? iii. Explain why the solubility of aldehydes and alcohols falls as the molecules get bigger.
Propanol is very soluble in water, but ethanethiol and chloroethane are only slightly soluble. Explain.
Explain why ethanol (CH3CH2OH) is more soluble in water than is ethane (CH3CH3 )
Chapter 3 Solutions
ORGANIC CHEMISTRY PKG *FULL YEAR* >CI<
Ch. 3.1 - Name each of the following:Ch. 3.1 - Draw the structure of a compound with molecular...Ch. 3.1 - Draw the structures and name the four...Ch. 3.1 - Prob. 6PCh. 3.1 - Draw the structure for each of the following: a....Ch. 3.1 - Name the following compounds: a. CH3OCH2CH3 b....Ch. 3.2 - Prob. 9PCh. 3.2 - Draw the structure for each of the following: a....Ch. 3.2 - Give each substituent on the nine-carbon chain a...Ch. 3.2 - Prob. 14P
Ch. 3.3 - What is each compounds systematic name?Ch. 3.3 - Prob. 16PCh. 3.3 - Prob. 17PCh. 3.3 - Prob. 18PCh. 3.3 - Prob. 19PCh. 3.4 - Give two names for each of the following alkyl...Ch. 3.4 - Prob. 21PCh. 3.5 - a. What is each ethers systematic name? 1....Ch. 3.6 - Give each of the following a systematic name and...Ch. 3.6 - Draw the structures of a homologous series of...Ch. 3.6 - Prob. 25PCh. 3.6 - Prob. 26PCh. 3.7 - Prob. 27PCh. 3.7 - Are the following compounds primary, secondary, or...Ch. 3.7 - Draw condensed and skeletal structures for each of...Ch. 3.7 - For each of the following, give the systematic...Ch. 3.8 - Predict the approximate size of the following bond...Ch. 3.9 - Prob. 32PCh. 3.9 - Prob. 33PCh. 3.9 - Prob. 34PCh. 3.9 - Rank the following compounds from highest boiling...Ch. 3.9 - Rank the compounds in each set from highest...Ch. 3.10 - In which solvent would cyclohexane have the lowest...Ch. 3.10 - Prob. 38PCh. 3.10 - Prob. 39PCh. 3.11 - a. Draw all the staggered and eclipsed conformers...Ch. 3.11 - Prob. 41PCh. 3.11 - Using Newman projections, draw the most stable...Ch. 3.12 - The bond angles in a regular polygon with n sides...Ch. 3.12 - Prob. 44PCh. 3.13 - Draw 1,2,3,4,5,6-hexachlorocydohexane with a. all...Ch. 3.14 - Using the data in Table 3.9, calculate the...Ch. 3.14 - The chair conformer of fluorocyclohexane is 0.25...Ch. 3.15 - Prob. 48PCh. 3.15 - Which has a higher percentage of the...Ch. 3.15 - a. Draw the more stable chair conformer of...Ch. 3.15 - For each of the following disubstituted...Ch. 3.15 - a. Draw Newman projections of the two conformers...Ch. 3.15 - a. Calculate the energy difference between the two...Ch. 3 - a. How many hydrogen does an alkene with 17...Ch. 3 - Draw the structure of octane and isooctaneCh. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 56PCh. 3 - a. What is each compounds systematic name? b. Draw...Ch. 3 - Which of the following represents a cis isomer?Ch. 3 - a. How many primary carbons does each of the...Ch. 3 - Which of the following conformers of isobutyl...Ch. 3 - Draw a skeletal structure for an alkane that has...Ch. 3 - What is each compounds systematic name? a....Ch. 3 - Which bus a. the higher boiling point:...Ch. 3 - a. Draw Newman projections of the two conformers...Ch. 3 - Ansaid and Motrin belong to the group of drugs...Ch. 3 - Prob. 66PCh. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 69PCh. 3 - Draw skeletal structures for the following: a....Ch. 3 - For rotation about the C-3C-4 bond of...Ch. 3 - Prob. 72PCh. 3 - What is each compounds systematic name? a. b. c....Ch. 3 - Draw the two chair conformers for each of the...Ch. 3 - Why are lower molecular weight alcohols more...Ch. 3 - a. Draw a potential energy diagram for rotation...Ch. 3 - For each of the following compound, determine...Ch. 3 - How many ethers have molecular formula C5H12O?...Ch. 3 - Draw the most stable conformer of the following...Ch. 3 - What is each compounds systematic name?Ch. 3 - Calculate the energy difference between the two...Ch. 3 - The most stable from of glucose (blood sugar) is a...Ch. 3 - What is each compound s systematic name?Ch. 3 - Explain the following: a. 1-Hexanol has a higher...Ch. 3 - One of the chair conformers of cis-...Ch. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Name the following compounds:Ch. 3 - Prob. 88PCh. 3 - Using the data obtained in Problem 85, calculate...Ch. 3 - Draw the conformers for the following...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 3. Dimethyl ether, H3C-O-CH3, is a gas at room temperature and insoluble in water. Draw a structural isomer of dimethyl ether that is much more soluble in water and explain the basis of its increased water solubility.arrow_forwarda) Write the name b) draw the structure product formed from the reaction of 3-methylpent-2-ene 1) H2O in the presence of H2SO4 2)ethanol in the presence of H2SO4arrow_forwardWhy are the boiling points of ethers similar to those of alkanes instead of alcohols? a) Both ether molecules and alkane molecules are polar, whereas alcohol molecules are nonpolar. b) Hydrogen bonding between ether molecules is strong and this property is similar to that of alkanes. However, hydrogen bonding is weaker in alcohols than it is in both ethers and alkanes. c) Although ether molecules are polar, they cannot form hydrogen bonds with other ether molecules. Similarly, alkane molecules do not form hydrogen bonds, whereas there is hydrogen bonding in alcohols. d) None of these are correct explanations.arrow_forward
- For a simple distillation, explain: a) what is the observed effect that chain length has on their boiling points? Explain why this trend is observed. b) compare the boiling points of the branched alkanes to that of hexane. what is the observed effect of branching on boiling points? explain why this trend is observedarrow_forwardFrom their structures, explain why 1-hexanol is more soluble in ether than water and why boric acid is more soluble in water than ether.arrow_forwarda. What is the chemical structure of 2,6-dichloroindophenol, circle functional groups differentthan alkane, alkene, alkyne? b. Is it polar or nonpolar? _______________________ c. What is its water solubility in g/L? ___________arrow_forward
- Why do alcohols have boiling points much higher than hydrocarbons of similar molecular weight? a. Alcohols have greater van der Waals attraction forces.b. Alcohol molecules have greater molecular symmetry.c. Hydrogen bonds must be broken in the process of volatilization.d. Alcohols must overcome greater ionic forces in the process of volatilization.arrow_forwardPlease mark the correct statement below. A. Since 2.1 g of an alkene containing a double bond reacts (exactly) adduction with 8 g of bromine, the closed formula of this alkene is C3H6. B. CH3-CH = CH2 compound has 2 geometric isomers. C. The number of all isomers with the closed formula C4H6 is 7. D. At the same temperature, the vapor pressure of n-propyl alcohol is higher than the vapor pressure of iso-propyl alcohol. E. The reading of the compound CH2 = CHBr - CH2 - CH2 = CH2 is 4-bromo-1,4-pentadiene.arrow_forwardThe three molecules above are isomers of one another, yet they have different boiling points. Why would pentane have the highest boiling point? Explain what you mean.arrow_forward
- Why does hexane have the lower boiling point than acetic acid, when in fact, hexane has a high molecular mass? Boiling point determination can be used for several purposes. What are those purposes?arrow_forwardExplain why benzene has a lower boiling point but much higher meltingpoint than toluene ? (See attached file )arrow_forwardbased on your data, is acetic acid more soluble in water or ethyl acetate? How about water versus toluene?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage Learning
Chemistry: Matter and ChangeChemistryISBN:9780078746376Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl WistromPublisher:Glencoe/McGraw-Hill School Pub Co
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Introductory Chemistry: An Active Learning Approa...ChemistryISBN:9781305079250Author:Mark S. Cracolice, Ed PetersPublisher:Cengage Learning
Chemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage Learning
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
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
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Introductory Chemistry: An Active Learning Approa...
Chemistry
ISBN:9781305079250
Author:Mark S. Cracolice, Ed Peters
Publisher:Cengage Learning
Chemistry: An Atoms First Approach
Chemistry
ISBN:9781305079243
Author:Steven S. Zumdahl, Susan A. Zumdahl
Publisher:Cengage Learning
07 Physical Properties of Organic Compounds; Author: Mindset;https://www.youtube.com/watch?v=UjlSgwq4w6U;License: Standard YouTube License, CC-BY