Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 3, Problem 67P
A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed.
- a. 4-bromo-3-pentanol
- b. 2,2-dimethyl-4ethylheptane
- c. 5-methylcyclohexanol
- d. 1,1-dimethyl-2-cyclohexanol
- e. 5-(2,2-dimethylethyl)nonane
- f. isopentylbromide
- g. 3,3-dichlorooctane
- h. 5-ethyl-2-methylhexane
- i. 1-bromo-4-pentanol
- j. 3-isopropyloctane
- k. 2-methyl-2-isopropylheptane
- l. 2-methyl-N,N-dimethyl-4-hexanamine
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed. a. 4-bromo-3-pentanol b. 2,2-dimethyl-4-ethylheptane c. 5-methylcyclohexanol d. 1,1-dimethyl-2-cyclohexanol e. 5-(2,2-dimethylethyl)nonane f. isopentylbromide g. 3,3-dichlorooctane h. 5-ethyl-2-methylhexane i. 1-bromo-4-pentanol j. 3-isopropyloctane k. 2-methyl-2-isopropylheptane l. 2-methyl-N,N-dimethyl-4-hexanamine
A student was given the structural formulas of several compounds and was asked to give them
systematic names. How many did she name correctly? Correct those that are misnamed.
a. 4-ethyl-2-pentyne
b. 2-methyl-3-hexyne
c. 4-chloro-2-pentyne
d. 2,3-dimethyl-5-octyne
e. 4-heptyne
Write the condensed structural formula of the following alcohols and their
classification.
a. 2-heptanol
c. 3-phenyl-1-butanol
e. 3-ethyl-2-pentanol
b. 2-methyl-2-heptanol
d. 2,2-dimethyl-1-hexanol
f. 3,5-dimethylcylohexanol
Chapter 3 Solutions
Organic Chemistry (8th Edition)
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
- Alcohols are very useful starting materials for the production of many different compounds. The following conversions, starting with 1-butanol, can be carried out in two or more steps. Show the steps (reactants/catalysts) you would follow to carry out the conversions, drawing the formula for the organic product in each step. For each step, a major product must be produced. (See Exercise 62.) (Hint: In the presence of H+, an alcohol is converted into an alkene and water. This is the exact reverse of the reaction of adding water to an alkene to form an alcohol.) a. 1-butanol butane b. 1-butanol 2-butanonearrow_forwardShow how to convert 1- Butene into these compounds. a. Butane b. 2- Butanol c. 2- Bromobutane d. 1,2- Dibromobutanearrow_forwardName the alkyl halide below CI a. 4-chlorohexane O b. chlorohexane O c. 1-ethyl-1-chlorobutane O d. 3-chlorohexanearrow_forward
- A. Draw the structure of each of the following alcohols. Then draw and name the product you would expect to produce by the oxidation of each. a. 4-Methyl-2-heptanol b. 3,4-Dimethyl-1-pentanol c. 4-Ethyl-2-heptanol d. 5,7-Dichloro-3-heptanolarrow_forwardA student was given the structural formulas of several compounds and was asked to give them systematic names. How many did she name correctly? Correct those that are misnamed. a. 4-ethyl-2-pentyne b. 1-bromo-4-heptyne c. 2-methyl-3-hexyne d. 3-pentynearrow_forward4. MAINIDEA Compare and contrast alkyl halides and aryl halides. 5. Draw structures for the following molecules. a. 2-chlorobutane c. 1,1,1-trichloroethane b. 1,3-difluorohexane d. 1-bromo-4-chlorobenzene 6. Define functional group and name the group present in each of the following structures. Name the type of organic compound each substance represents. a. CH3CH,CH2OH b. CH;CH,F c. CH;CH,NH2 7. Evaluate How would you expect the boiling points of propane and 1-chloropropane to compare? Explain your answer. d. CH3C- OH 8. Interpret Scientific Illustrations Examine the pair of substituted hydrocarbons illustrated at right, and decide whether it represents a pair of optical isomers. Explain your answer.arrow_forward
- Based on the image attached, what is the name of the compound? A. 3-chloro-2-ethylpyrimidine B. 3-chloro-2-ethyl-1,4-diazacyclohexane C. 3-chloro-2-ethylcyclohexan-1,4-diamine D. 2-chloro-3-ethyl-1,4-diazacyclohexanearrow_forward1. Identify the SYSTEMATIC name of the aliphatic hydrocarbon a. 1-pentenyicyclopentane b. 1-cyclopentylpent-2-yne c. 1-pentenecyclopent-2-yne d. 1-pentenyicyclopentane 2. Identify the SYSTEMATIC name of the aliphatic hydrocarbon a. Trans-1,2-propylcyclopropane b. Trans-1,2-diisopropylcyclopropane c. Cis-1,2-propylcyclopropane d. Cis-1,2-diisopropylcyclopropane 3. Identify the SYSTEMATIC name of the aliphatic hydrocarbon 3,10-dimethyl-2-decacen-6-yne 3,10-dimethyl-2-dodocen-6-yne 3,10-dimethyl-10-decacen-6-yne d. 3,10-dimethyl-10-dodocen-6-yne a. b. C. 4. Identify which type of isomer the following structures represent HO a. Skeletal Isomer b. E/Z isomer c. Cis/Trans isomer OH OH d. Positional isomer 5. Identify which type of isomer the following structures represent a. Skeletal Isomer Br b. E/Z isomer c Cis/Trans isomer Br d. Positional isomerarrow_forward29. Which of these generic structures denotes an alcohol? E. I F. RCOH G. I RCR A. R-CI B. R-OH C. R-O-R' D. R-NH-R' RCH 30. Which of the generic structures denotes a carboxylic acid? E. I RCH F. I RCOH G. RCR A. R-CI B. R-OH C. R-O-R' D. R-NH-R' 31. Which of these generic structures denotes an aldehyde? E. RCH F. I RCOH A. R-CI B. R-OH C. R-O-R' D. R-NH-R' RCR G.arrow_forward
- What is the name of the product of this reaction? a. 2-bromohexane b. 3,3-dibromohexane c. 3,4-dibromohexene d. 1,1-dibromobutane e. 3,4-dibromohexanearrow_forwardXIII. Draw skeletal structures corresponding to the following names. a. 1-chloro-2-isopropylcyclopentane b. 3,5-dicyclohexylnonane c. 3,3-Diethyl-2,5-dimethylnonane d. 4-Isopropyl-3-methylheptanearrow_forwardO A. 4-ethyl-5-methyloctane O B. 4-methyl-5-ethyloctane OC. 4-methyl-3-propylheptane O D.4-methyl-5-propyloctanearrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry: Matter and ChangeChemistryISBN:9780078746376Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl WistromPublisher:Glencoe/McGraw-Hill School Pub CoChemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage LearningChemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
- Chemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage LearningChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher: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 & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry: An Atoms First Approach
Chemistry
ISBN:9781305079243
Author:Steven S. Zumdahl, Susan A. Zumdahl
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Nomenclature: Crash Course Chemistry #44; Author: CrashCourse;https://www.youtube.com/watch?v=U7wavimfNFE;License: Standard YouTube License, CC-BY