Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 15, Problem 62P
Interpretation Introduction
Interpretation:
The facts related to the “existence of enantiomeric forms in the given substituted biphenyl compounds” are to be explained.
Concept Introduction:
Biphenyl is a compound in which two benzene rings are joined by a single bond.
In biphenyls, two benzene rings are present at two different axes, which does not contain the axis of symmetry.
The substituted biphenyl compounds exist in enantiomeric forms due to the lack of the plane of symmetry.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Compounds 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Ⓡ
146
2,3-Dibromoprop-1-ene (C3H4Br2) has four H atoms. Suppose that any of these H atoms can be replaced by a Cl atom to
yield a molecule with the formula C3H3Br,Cl. (a) Identify two H atoms where this substitution would yield constitutional
isomers of C3H3Br,CI; (b) enantiomers of C3H3Br,Cl; (c) diastereomers of C3H3Br,Cl.
H
нн
H
Br
Br
2,3-Dibromoprop-1-ene
Compounds 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 C7H15Cl compound as the major product.
What is the structure of X?
• In cases where there is more than one answer, just draw one.
23
▾
Sn [F
ChemDoodleⓇ
146
Chapter 15 Solutions
Organic Chemistry
Ch. 15 - PRACTICE PROBLEM 15.1
Show how loss of a proton...Ch. 15 - Prob. 2PPCh. 15 - PRACTICE PROBLEM 15.3
Outline all steps in a...Ch. 15 - PRACTICE PROBLEM 15.4 Provide a mechanism that...Ch. 15 - Prob. 5PPCh. 15 - Prob. 6PPCh. 15 - Prob. 7PPCh. 15 - PRACTICE PROBLEM 15.8 Write resonance structures...Ch. 15 - PRACTICE PROBLEM 15.9
Provide a mechanism for the...Ch. 15 - PRACTICE PROBLEM 15.10 The trifluoromethyl group...
Ch. 15 - PRACTICE PROBLEM 15.11
Predict the major products...Ch. 15 - PRACTICE PROBLEM 15.12 Predict the major product...Ch. 15 - PRACTICE PROBLEM 15.13
Write mechanisms for the...Ch. 15 - Prob. 14PPCh. 15 - PRACTICE PROBLEM 15.15
Suppose you needed to...Ch. 15 - PRACTICE PROBLEM 15.16 1-Fluoro-2,4-dinitrobenzene...Ch. 15 - Prob. 17PPCh. 15 - PRACTICE PROBLEM 15.18
When...Ch. 15 - PRACTICE PROBLEM 15.19 Birch reduction of toluene...Ch. 15 - Prob. 20PCh. 15 - Prob. 21PCh. 15 - What monobromination product (or products) would...Ch. 15 - 15.23 Predict the major products of the following...Ch. 15 - Prob. 24PCh. 15 - 15.25 Starting with styrene, outline a synthesis...Ch. 15 - Prob. 26PCh. 15 - 15.27 Starting with aniline, outline a synthesis...Ch. 15 - Prob. 28PCh. 15 - Propose structures for compounds GI:Ch. 15 - 2,6-Dichlorophenol has been isolated from the...Ch. 15 - Prob. 31PCh. 15 - 15.32 Give structures (including stereochemistry...Ch. 15 - Provide a detailed mechanism for each of the...Ch. 15 - 15.34 Provide a detailed mechanism for the...Ch. 15 - Prob. 35PCh. 15 - Many polycyclic aromatic compounds have been...Ch. 15 - Prob. 37PCh. 15 - Prob. 38PCh. 15 - Prob. 39PCh. 15 - Prob. 40PCh. 15 - Predict the product of the following reaction.Ch. 15 - 15.42 When m-chlorotoluene is treated with sodium...Ch. 15 - Prob. 43PCh. 15 - Prob. 44PCh. 15 - Prob. 45PCh. 15 - Prob. 46PCh. 15 - 15.47 Provide structures for compounds A and B:
Ch. 15 - Prob. 48PCh. 15 - 15.49 Treating cyclohexene with acetyl chloride...Ch. 15 - 15.50 The tert-butyl group can be used as a...Ch. 15 - 15.51 When toluene is sulfonated (concentrated )...Ch. 15 - Prob. 52PCh. 15 - 2-Methylnaphthalene can be synthesized from...Ch. 15 - Prob. 54PCh. 15 - Prob. 55PCh. 15 - Prob. 56PCh. 15 - Prob. 57PCh. 15 - Prob. 58PCh. 15 - Furan undergoes electrophilic aromatic...Ch. 15 - A C-D bond is harder to break than a C-H bond,...Ch. 15 - 15.61 Acetanilide was subjected to the following...Ch. 15 - Prob. 62PCh. 15 - Prob. 63PCh. 15 - Prob. 64PCh. 15 - When compound C, which is often used to model a...Ch. 15 - Open the molecular model file for benzyne and...Ch. 15 - The structure of thyroxine, a thyroid hormone that...Ch. 15 - Prob. 2LGPCh. 15 - 3. Deduce the structures of compounds E–L in the...
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
- An unknown hydrocarbon A with the formula C6H12 reacts with 1 molar equivalent of H2 over a palladium catalyst. Hydrocarbon A also reacts with OsO4 to give diol B. When oxidized with KMnO4 in acidic solution, A gives two fragments. One fragment is propanoic acid, CH3CH2CO2H, and the other fragment is ketone C. What are the structures of A, B, and C? Write all reactions, and show your reasoning.arrow_forwardThis question is about the chemistry of alkenes, which are unsaturated hydrocarbons. (a) State what is meant by the term unsaturated as applied to a hydrocarbon. (1) (b) An organic compound, X, is an unsaturated hydrocarbon with molecular formula CH₂. (i) Draw the displayed formulae and give the names of two molecules with molecular formula C₂H, which are E/Z isomers. (3) Isomer 1 Isomer 2 Name: Name:arrow_forward21.) Calculate the enthalpy of hydrogenation of benzene to cyclohexane from the following reactions A,H (kJ/mol) C6H6 (1) + 15/2 02 (g) → 6 CO2 (g) + 3 H20 (1) C6H12 (1) + 9 02 (g) → 6 CO2 (g) + 6 H20 (1) H2 (g) + ½ 02 (g) → H2O (1) -3268 -3920 -285.83 a.) -205 kJ/mol b.) -1507 kJ/mol c.) -938 kJ/mol d.) -366 kJ/molarrow_forward
- Draw and name a constitutional isomer of C9H18 that has cis/trans isomers and is named a “3-hexene”. (Label your structure with the proper E/Z nomenclature).arrow_forwardCyclopropane (C3H6, a three-membered ring) is more reactive than most other cycloalkanes.(a) Draw a Lewis structure for cyclopropane.(b) Compare the bond angles of the carbon atoms in cyclopropane with those in an acyclic (noncyclic) alkane.(c) Suggest why cyclopropane is so reactive.arrow_forwardExplain the hybridisation of electron orbitals in a carbon atom (sp, sp2 and sp3), giving a detailed explanation, supported by suitable examples, of how sigma (s) and pi (p) bonds are formed. 2 Explain why alkenes are much more reactive than alkanes towards chlorine (C12) or bromine (Br2) in the dark at room temperature, and why alkanes do not react with HCI (g) or HBr (g) whereas alkenes do. please provide a diagram as wellarrow_forward
- Draw the skeletal (bond-line) structures of all isomers of C4H8O (including configurational isomers) that contain an alkene and an ether. There should be 5 structures.arrow_forwardNew hydrocarbon compounds K, L, M and N have been formed from an organic reactions in Dr. Meredith laboratory. She found that compound K and L with molecular formula (C;H14) are unsaturated hydrocarbons with positional isomerism. Meanwhile, the reaction of hydrocarbon from compound M produces carbon dioxide and water when burns in plentiful oxygen. Another observation showed compound N produces three products X, Y and Z when react with chlorine gas in the presence of UV light. Identify the name of unsaturated hydrocarbon compound K and L and draw their possible condensed and skeletal structures. Suggest the IUPAC nomenclature name for compound M and write the complete chemical reaction of compound M when burns in plentiful oxygen. Show the complete mechanism reaction that occur for the formation of products X, Y and Z from compound N.arrow_forward1. Write condensed structural formula for all isomers of compounds that fulfill the following requirements: (a) Alkenes with molecular formula CsH10. (b) Alkynes with molecular formula C4H6. (c) Dienes with molecular formula C4H6. 2. For each of the following, give the order of increasing boiling point: (a) n-Heptane, n-octane and n-hexane. (b) n-Pentane, isopentane and n-hexane. (c) 2-Methylhexane, n-heptane and 3,3-dimethylpentane. 9 3. Isomeric compounds can sometimes be distinguished by observing the number of mono- brominated compounds that each forms. In the following cases decide which isomer is present by the number of compounds that are formed. (a) Compound A forms four monobromo compounds. Is it 2-methylbutane or n-pentane? (b) CompoundB forms four monobromo compounds. Is it 2- methylpentane or 3- methylpentane? (c) Compounds C forms monobromo compound. Is it cyclopentane or one mehtylcyclopentane? 4. A hydrocarbon C5H12 was allowed to react with bromine. Only monobromo…arrow_forward
- Draw a structural formula for a hydrocarbon with the given molecular formula that undergoes hydroboration-oxidation to give the indicated product. (a) (b) • All hydrogen atoms are implied. Apply formal charges where appropriate. • Omit lone pairs and radical electrons from your answer. ● CH10 1. (sia) BH 2. H₂O₂, NaOH [TAYY 1. BH3 CH12 2. H₂O₂, NaOH MATEL Н Ⓡ Sn [F ChemDoodle ? OH Sn [F ?arrow_forwardUsing a skeletal structure, draw the structure of (4R, 5S)-4,5- diethyloctane.arrow_forwardWrite structural formulas for compounds that meet the following descriptions:(a) An alkene, C6H12, that cannot have cis–trans isomersand whose longest chain is 5 carbons long(b) An alkene with a chemical formula of C10H12 that hascis–trans isomers and contains a benzene ring.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 & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Principles of Modern ChemistryChemistryISBN:9781305079113Author:David W. Oxtoby, H. Pat Gillis, Laurie J. ButlerPublisher: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 & 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
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Principles of Modern Chemistry
Chemistry
ISBN:9781305079113
Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Publisher:Cengage Learning