Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 8, Problem 41P
Interpretation Introduction
Interpretation:
The reason why the double bond of tetrachloroethene is undetectable in the bromine test for unsaturation is to be explained.
Concept Introduction:
Bromination leads to the addition reaction of
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
When 30 cm3 of a gaseous hydrocarbon was exploded with 210cm3 of oxygen the residual gases occupied volume of 150cm3. After shaking the residual gases with excess aqueous sodium hydroxide, the final volume was 30cm3.(All volumes were measured at room temperature and pressure.)
The hydrocarbon has a number of isomers. Draw the displayed formulae and name 2 of the isomers of the hydrocarbon that illustrate each of the following types of isomerism below (i.e. 2 isomers must be drawn for each type of isomerism)
(i) chain
(ii)functional group
b) i) Draw the different structural isomers of the 6-membered ring compound
[GAAIBNPAS]H6 in which there are alternating Group 13 and 15 elements.
ii) The isomers containing both B-N and AI-N bonding are the most stable.
Explain why this is the case.
ii) How would you expect the structure and reactivity of the heterocycles
[GAAIBNPAS]H6 to compare with borazine?
iv) While borazine exists as a planar ring compound, the [GAAIBNPAS]H6 ring
compounds dimerize. Explain these observations.
H
-ЕН
-E
H-E
НЕ
ЕН
E
НЕ-
ЕН
H
`E
H.
H
É-H
НЕ
E = Heteroatom
エー山、
w-I
Assuming that benzaldehyde is the limiting
reagent for the synthesis of stilbene, that
stilbene is the limiting reagent for the synthesis
of stilbene dibromide, and that stilbene
dibromide is the limiting reagent for the
synthesis of diphenylacetylene; what is the
overall % yield of diphenylacetylene from
benzaldehyde given the percentage yield of
each step of the reaction sequence as follows?
Give only two significant digits. If the answer is
a whole number with two digits, do not include
the decimal.
benza
Idehy
de
Notes:
66%
stil
be
ne
23%
stilbene
dibromi
de
66%
dipheny
lacetyle
ne
Chapter 8 Solutions
Organic Chemistry
Ch. 8 - Prob. 1PPCh. 8 - PRACTICE PROBLEM Outline mechanisms for the...Ch. 8 - Practice Problem 8.3 Provide mechanistic...Ch. 8 - Prob. 4PPCh. 8 - PRACTICE PROBLEM
8.5 In one industrial synthesis...Ch. 8 - Prob. 6PPCh. 8 - Prob. 7PPCh. 8 - Prob. 8PPCh. 8 - Prob. 9PPCh. 8 - PRACTICE PROBLEM (a) Outline a likely mechanism...
Ch. 8 - Prob. 11PPCh. 8 - Prob. 12PPCh. 8 - Practice Problem 8.13
Specify the appropriate...Ch. 8 - Prob. 14PPCh. 8 - Practice Problem 8.15 Write a mechanism to explain...Ch. 8 - Prob. 16PPCh. 8 - Prob. 17PPCh. 8 - Prob. 18PPCh. 8 - Practice Problem 8.19 Treating cyclohexene with l,...Ch. 8 - Prob. 20PPCh. 8 - Practice Problem 8.21
Predict the products of the...Ch. 8 - Prob. 22PPCh. 8 - Prob. 23PPCh. 8 - Prob. 24PPCh. 8 - Prob. 25PPCh. 8 - Write structural formulas for the products that...Ch. 8 - Prob. 27PCh. 8 - Prob. 28PCh. 8 - 8.29. Give the structure of the products that you...Ch. 8 - Give the structure of the products you would...Ch. 8 - Prob. 31PCh. 8 - Prob. 32PCh. 8 - Prob. 33PCh. 8 - Prob. 34PCh. 8 - Prob. 35PCh. 8 - Prob. 36PCh. 8 - Prob. 37PCh. 8 - When 3, 3-dimethyl-2-butanol is neared with...Ch. 8 - Prob. 39PCh. 8 - Prob. 40PCh. 8 - Prob. 41PCh. 8 - The reaction of bromine with cyclohexene involves...Ch. 8 - Prob. 43PCh. 8 - Internal alkynes can be isomerized to terminal...Ch. 8 - 8.43. Write a mechanism that explains the...Ch. 8 - 8.44. Write a mechanism for the following...Ch. 8 - Write a mechanism that explains formation of the...Ch. 8 - Prob. 48PCh. 8 - 8.49 Farnesene (below) is a compound found in the...Ch. 8 - Prob. 50PCh. 8 - Limonene is a compound found in orange oil and...Ch. 8 - Prob. 52PCh. 8 - Synthesize the following compound starting with...Ch. 8 - Prob. 54PCh. 8 - Predict features of their IR spectra that you...Ch. 8 - Deduce the structures of compounds A, B, and C,...Ch. 8 - Ricinoleic acid, a compound that can be isolated...Ch. 8 - 8.54. There are two dicarboxylic acids with the...Ch. 8 - Prob. 59PCh. 8 - Prob. 60PCh. 8 - Prob. 61PCh. 8 - Prob. 64PCh. 8 - Prob. 66PCh. 8 - Prob. 62PCh. 8 - Prob. 63PCh. 8 - 8.65
(a)Based on the following information, draw...Ch. 8 - Triethylamine, (C2H5)3N, like all amines, has a...Ch. 8 - (a) Synthesize (3S, 4R)-3,...Ch. 8 - Prob. 2LGPCh. 8 - Prob. 3LGPCh. 8 - Prob. 4LGPCh. 8 - 8.1 A hydrocarbon whose molecular formula is...Ch. 8 - Prob. 2QCh. 8 - Give the major product of the reaction of...Ch. 8 - The compound shown here is best prepared by which...Ch. 8 - 8.5 A compound whose formula is C6H10 (Compound A)...Ch. 8 - Prob. 6QCh. 8 - 8.7 Which reaction sequence converts cyclohexene...Ch. 8 - Which of the following sequences leads to the best...
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
- Assuming that benzaldehyde is the limiting reagent for the synthesis of stilbene, that stilbene is the limiting reagent for the synthesis of stilbene dibromide, and that stilbene dibromide is the limiting reagent for the synthesis of diphenylacetylene; what is the overall % yield of diphenylacetylene from benzaldehyde given the percentage yield of each step of the reaction sequence as follows? Give only two significant digits. If the answer is a whole number with two digits, do not include the decimal. 52% 87% benzaldehyde → stilbene → stilbene dibromide 41% Answer: diphenylacetylene Notes: For our multi-step synthesis we cannot just calculate the yield based on starting amount of benzaldehyde and final amount of diphenylacetylene because your group may have been supplemented with commercial material at one or more steps. In truth most chemist use an excess of the least expensive reagent to increase their yield. So in our case benzyltriphenylphosphonium chloride should probably be our…arrow_forward1) Discuss three methods that can be utilised to synthesise n – heptane in the laboratory.arrow_forwardIllustrate all the possible reaction for toluene.arrow_forward
- How is electron-withdrawing resonance effects on substitution reaction ofbenzene? Explain the matter by giving at least two examples.arrow_forward1. Write the structure of the aminal or hemiaminal intermediate and the imine product formed in the reaction of Acetaldehyde and benzylamine, C6HSCH2NH2. 2. Write the structure of the hemiaminal intermediate and the enamine product formed in the reaction of 3-Pentanone and pyrrolidine. 3. Identify the alkene formed in the following reaction 'H. (CeHs)»P- 4. Predict the principal organic product for the following reaction. K2Cr2O7 H2SO4, H20 H. 5. What is the expected chemical shift for the aldehyde hydrogen in 'H NMR and aldehyde carbon in 13C NMR?arrow_forwardThe topic is alkenes, alkynes and benzenesarrow_forward
- Why does the reaction of t-butanol with sulfuric acid gives the elimination product isobutylene whereas the reaction with HCl gives predominantly the substitution product?arrow_forwardGive the structural chemistry of active methylene, classify it asradical/intermediate/stable organic compound, reagent of its production and role in alkylationarrow_forwardProvide a name for the molecule below and indicate whether it is the "diene" or "dienophile" Name: furan-2,5-dione It is a: dienophilearrow_forward
- Don't use hand raiting pleasearrow_forwardDraw the structures of: (a) the three monochioro derivatives of ff-pentune; (h) the four monochioro derivatives of isopentane.arrow_forwardthe molar mass of the product obtained by the action of an acetylene hydrocarbon with excess hydrogen bromide, is 4 times greater than that of hydrocarbon. Find the molecular formula of acetylene hydrocarbonarrow_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