Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Question
Chapter 3.14, Problem 17P
Interpretation Introduction
Interpretation:
Structural formulas for each of the given bicyclic hydrocarbons are to be written.
Concept introduction:
In bridged bicyclic hydrocarbons, the two carbon atoms that are common to the two or more rings are called bridgehead carbons.
The bracketed numbers in the name of the compound indicate the number of carbon atoms between the bridgehead carbons, from the largest to the smallest ring.
Numbering starts at a bridgehead carbon and proceeds around the largest bridge and continues through the next largest bridge. Atoms in the smallest bridge are numbered last.
If any substituents are present, they are named as usual, with the smallest possible total.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Which structural formulas represent cis isomers of 1,2-dimethylcyclohexane?
H
H
H
II
IV
I and II
III and IV
I and IV
Il and III
Write the structure of the following cycloalkanes:
Draw the structures for the compound
Chapter 3 Solutions
Organic Chemistry - Standalone book
Ch. 3.1 - Identify the alkanes corresponding to each of the...Ch. 3.1 - Find the conformations in Figure 3.4 in which the...Ch. 3.2 - Sketch a potential energy diagram for rotation...Ch. 3.2 - Acetylcholine is a neurotransmitter in the central...Ch. 3.2 - Prob. 5PCh. 3.5 - The heats of combustion of ethylcyclopropane and...Ch. 3.8 - Prob. 7PCh. 3.10 - The following questions relate to a cyclohexane...Ch. 3.10 - Draw the most stable conformation of...Ch. 3.11 - Prob. 10P
Ch. 3.11 - Prob. 11PCh. 3.12 - Based on what you know about disubstituted...Ch. 3.12 - Write structural formulas for the most stable...Ch. 3.14 - Cubane (C4H8) is the common name of the polycyclic...Ch. 3.14 - Prob. 15PCh. 3.14 - Prob. 16PCh. 3.14 - Prob. 17PCh. 3.14 - Prob. 18PCh. 3.15 - Prob. 19PCh. 3 - Give the IUPAC names of each of the following: (a)...Ch. 3 - Draw Newman projections for the gauche and...Ch. 3 - Identify all atoms that are (a) anti and (b)...Ch. 3 - Prob. 23PCh. 3 - Prob. 24PCh. 3 - Prob. 25PCh. 3 - Prob. 26PCh. 3 - Prob. 27PCh. 3 - Prob. 28PCh. 3 - Oxidation of 4-tert-butylthiane proceeds according...Ch. 3 - The following are representations of two forms of...Ch. 3 - Draw (a) a Newman projection of the most stable...Ch. 3 - Write a structural formula for the most stable...Ch. 3 - Sight down the C-2-C-3 bond, and draw Newman...Ch. 3 - Prob. 34PCh. 3 - Sketch an approximate potential energy diagram for...Ch. 3 - Prob. 36PCh. 3 - Even though the methyl group occupies an...Ch. 3 - Which do you expect to be the more stable...Ch. 3 - Arrange the trimethylcyclohexane isomers shown in...Ch. 3 - Identify the more stable stereoisomer in each of...Ch. 3 - One stereoisomer of 1,1,3,5-tetramethylcyclohexane...Ch. 3 - One of the following two stereoisomers is...Ch. 3 - In each of the following groups of compounds,...Ch. 3 - The heats of combustion of the more and less...Ch. 3 - The measured dipole moment of ClCH2CH2Cl is 1.12D....Ch. 3 - Prob. 46PCh. 3 - Prob. 47PCh. 3 - Prob. 48DSPCh. 3 - Prob. 49DSPCh. 3 - Prob. 50DSPCh. 3 - Prob. 51DSPCh. 3 - Prob. 52DSPCh. 3 - Prob. 53DSP
Knowledge Booster
Similar questions
- Following are structural formulas for 1,4-dioxane and piperidine. 1,4-Dioxane is a widely used solvent for organic compounds. Piperidine is found in small amounts in black pepper (Piper nigrum). (a) Complete the Lewis structure of each compound by showing all unshared electron pairs. (b) Predict bond angles about each carbon, oxygen, and nitrogen atom. (c) Describe the most stable conformation of each ring and compare these conformations with the chair conformation of cyclohexane.arrow_forwardHow would you best describe the C-C bonds lengths in benzene relative to cyclohexane? Hypothesize why these results are observed.arrow_forwardCompounds X and Y both have the formula C7H14. Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylhexane. The heat of hydrogenation of X is greater than that of Y. Both X and Y react with HCI to give the same single C₂H₁5Cl compound as the major product. What is the structure of X? • In cases where there is more than one answer, just draw one. 7 0▾ ChemDoodleⓇ 146arrow_forward
- Name the following molecule. CH₂CH3 H-CH3 H3C H Br (2R, 3R)-2-bromo-3-methylpentane (2S,3S)-2-bromo-3-methylpentane O (2R,3S)-2-bromo-3-methylpentane (1R, 2S)-1-bromo-1,2-dimethylbutane (1S,2R)-1-bromo-1,2-dimethylbutanearrow_forwardAmong the structuresWhat is the structure for the trans-1,2-dimethylcyclohexane?What is the structure for cis-1-propyl-2-methylcyclohexane?arrow_forwardDetermine whether the following formula is exclusive for aliphatic alkanes, exclusive for cycloalkanes or can be either of them or it can also be neither of them. Consider the the possibility of isomerism. C7H14 C6H14 C7H15 C6H12 C8H16 C5H12 C2H6 C2H4 C4H9 C3H8arrow_forward
- Name the compound shown below. Z a trans-1,2-dichlorocyclohexane cis-1,2-dichlorocyclohexane cis-1,3-dichlorocyclohexane trans-1,3-dichlorocyclohexane campa trans-1,4-dichlorocyclohexane THIR Comme minarrow_forwardA student was given the following list of 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 and explain why it is incorrect. 2,2-dimethyl-4-ethylheptane 5-(2,2-dimethylethyl)nonane 3,3-dichlorooctane 5-ethyl-2-methylhexane 3-isopropyloctane 2-methyl-2-isopropylheptanearrow_forwardProvide a systematic name of the following compound: 3-butyl-2,5-dimethyl-6-(1-methylethyl)octane O 3-ethyl-2,4-dimethyl-6-(1-methylethyl)decane 3-ethyl-6-(2-propyl)-2,4-dimethyldecane 3-butyl-2,5-dimethyl-6-(2-propyl)octane 3,5-diisopropyl-4-methyldecane O O O O Oarrow_forward
- Estimate the heat released when 1-butene(CH3CH2CHCH2) reacts with bromine to give CH3CH2CHBrCH2Br. Bond enthalpies are CH : 412 kJ/mol; CC : 348 kJ/mol;CC : 612 kJ/mol; CBr : 276 kJ/mol;BrBr : 193 kJ/mol. 1.317 kJ/mol 2.507 kJ/mol 3.95 kJ/mol 4.288 kJ/mol 5.181 kJ/molarrow_forward1. Draw structures for the following molecules. 1,3-dimethylenecyclohexane (2Z, 4E)-hepta-2,4-dienearrow_forwardWhy is a substituted cyclohexane ring more stable with a larger group in the equatorial position?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 LearningChemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningChemistry & 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
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: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
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