Organic Chemistry, Books a la Carte Edition (8th Edition)
8th Edition
ISBN: 9780134074580
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 3.13, Problem 45P
Draw 1,2,3,4,5,6-hexachlorocydohexane with
- a. all the chloro groups in axial positions.
- b. all the chloro groups in equatorial positions.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
1. a secondary alkyl halide with molecular formula C4H9l
2. trans-1,2-cyclopentanediol
3. tert-butyl phenyl ether
4. an ether with molecular formula C3H8O
5. p-aminophenol
What is the correct name for the following compound according to rules
established by the International Union of Pure and Applied chemistry?
(Disregard cis-trans isomerism)
Select one:
Br
A. 1-bromo-2-propylcyclopentane
O B. 1-(1-methylethyl)-2-bromocyclohexane
O C. 2-(2-bromocyclohexyl)propane
O D. 1-bromo-2-isopropylcyclohexane
H3C.
CH3
What is the systematic IUPAC name of this compound?
H;C
Select one:
a. 1-(3-isopropylcyclohexene-6-yl)ethane
b. 3-ethyl-6-(propan-2-yl)cyclohex-1-ene
O c. 6-ethyl-3-isopropylcyclohex-1-ene
d. 2-(3-ethylcyclohexene-6-yl)propane
e. 3-ethyl-6-isopropylcyclohex-1-ene
Chapter 3 Solutions
Organic Chemistry, Books a la Carte Edition (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
- What is the IUPAC name of the following compound? F. а. 1-ethyl-3-fluoro-2,5-dimethylcyclohexane O b. 2-ethyl-6-fluoro-1,4-dimethylcyclohexane c. 3-ethyl-5-fluoro-1,4-dimethylcyclohexane O d. 3-ethyl-1-fluoro-2,5-dimethylcyclohexane Jump to... neworkarrow_forward2. Why do 1-methylcyclohexene and 3-methylcyclohexene have a lower boiling point than 2-methylcyclohexanol?arrow_forward2. Functional Groups Name each nitrogen-containing functional group in the following molecule a = a b = H3C CH3 C = Provide a generic structure (e.g. R = alkyl group) for the following functional groups d. epoxide e. peroxidearrow_forward
- CH₂ CH₂CH3 The correct name for the compound given above is Select one: O a. 1-propyl-3-ethyl-4-methylbenzene b. 4-cyclopropyl-2-ethyl-1-methylbenzene O c. p,o-methylethylcyclopropylbenzene O d. 1-propyl-3-ethyl-4-methylcyclohexanearrow_forward1. Answer the following: a) What is the IUPAC name of the acyclic unbranched alkane that contains six carbons? b) How are structural isomers best defined? i. compounds with the same molecular formula whose atoms are bonded together in different arrangements ii. compounds with the same molecular formula whose atoms are bonded together in the same arrangement, but drawn differently iii. compounds with similar structural formulas, but different numbers of hydrogens iv. none of the above c) Which of the following statements is false concerning line structures of alkanes? i. Each carbon atom has 4 bonds, although they may not all be shown explicitly ii. The lines represent bonds between the carbon atoms. iii. Hydrogen atoms are not shown because they are not present in the molecule iv. none of the abovearrow_forward5. What is the IUPAC name for the structure below? ОН A. 3-ethyl-4-methyl-2-hexanol B. 2-ethyl-1,3-dimethyl-1-heptanol C. 4-ethyl-3,5-dimethyl-5-hexanol D. (1-hydroxyethyl)-3-methylhexanearrow_forward
- a) Give the molecular formula and draw the skeletal structure for 3-bromo-3- methylhexane. b) Name (including E/Z stereochemistry) the FIVE alkenes that can produce 3-bromo-3- methylhexane on reaction with HBr. Draw the skeletal structure of each molecule.??? c) Define the type of stereoisomerism present in 3-bromo-3-methylhexane. Name and draw the tetrahedral representation of the two stereoisomers?. d) For the base-catalysed hydrolysis of 3-bromo-3-methylhexane (i.e. reaction with the nucleophile OH-): i) ii) iii) iv) State whether the reaction is likely to proceed by an SN1 or SN2 mechanism, and explain your choice Give the likely rate law for the reaction. Explain your choice. For the reaction intermediate, draw its structure and give the VSEPR description of the geometry at the reaction centre Give the names and draw the structures of the two reaction products. Explain your conclusionsarrow_forwardWhat is the major product when 2-iodopentane is used in dehydrohalogenation reaction. A. 2-iodo-1-pentene B. 2-pentene C. (E)-2-pentene D. (Z)-2-pentene E. (Cis)-2-pentenearrow_forward7. H3C-CH The compound above is classified as a(n) alkane d. ketone alkene a. e. b. carboxylic acid c. akdehyde 8. Which of the follow ing is a secondary alcohol? d. CH3OH a. H3C C CH3 CH3 b. H3C0-CH3 e. CH3CH2OH c. OH H3C CH3 H. 9. CH3 OH -CH-CH-CH, H3C What is the correct name for the above compound? a. 2-methyl-3-butanol b. 2-pentanol isobutanol d. 3-methy-2-butanol none of these e. c.arrow_forward
- 17. Which of the following structures are constitutional isomers? CH3 CH3 CH3 CH3 H3C II III IV O A.I, II, & II B. I, II, & IV C.I& II D. All are constitutional isomers E. All are configurational isomers 18. What is the IUPAC name of the compound shown below? CH3 CH(CH3)2 H,C H. A. 1,2,3-Trimethylbutane B. 2,3-Dimethylpentane C. 2,3,4-Trimethylpentane D. 2-1sopropylbutane OE 22,3-Trimethylbutane O O OO0arrow_forwardWhich is/are correct? a.The dipole moment of propanal is greater than that of 1-butene. b.Carbonyl compounds are more soluble in water than the corresponding alkanes but less than the corresponding alcohols. c.All the choices. d.The boiling points of 2-propanol, propanone, and 2-methylpropene are 82C, 57C, and -7C, respectively.arrow_forwarda. b. C. a. b. XV. Refer to structure below to answer the following questions: XVI. Which of the label bonds is trans to bond b? с Which of the label bonds in the following structure are equatorial bonds? a (CH3)3C b Which bonds have a 1,3 - diaxial interaction with each other? CH3 For each substituted cyclohexane below, draw its ring-flip isomer. Show all the 1,3-diaxial interactions and the gauche interactions if they occur and predict (without any calculations) the most stable conformer. CH3 d CH3arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License