ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<
2nd Edition
ISBN: 9781118872925
Author: Klein
Publisher: JOHN WILEY+SONS INC.CUSTOM
expand_more
expand_more
format_list_bulleted
Question
Chapter 9, Problem 76IP
Interpretation Introduction
Interpretation:
Products should be drawn for the given reaction scheme.
Concept introduction:
- Reagent: reagent is a compound or compound mixture that is used in the chemical transformation of the reactions. Reagents for some reactions are given below.
- Elimination reaction: in elimination reaction, two substituents are removed from the substrate to give the product in presence of base.
- Elimination of compound in presence of bulky base leads to less substituted
alkene , in presence of strong base (not bulky) leads to more substituted alkene. - Addition reaction: in addition reaction, two substituents are added to the reactant without losing any compound.
- Hydro halogenation: hydrogen and halogen added across the double bond of the alkene in Markovnikov’s path is called hydro halogenation. This addition reaction proceeds via anti-Markovnikov’s path in presence of peroxides.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
20.21 Predict the major product formed by 1,4-addition of HCI to cyclopentadiene.
20.22 Draw structural formulas for the two constitutional isomers with the molecular for-
mula C₂H,Br, formed by adding one mole of Br, to cyclopentadiene.
Add substituents to draw the conformer below (sighting down the
indicated bond), then rotate the back carbon to provide the conformation
that will be capable of an E2 elimination. R/S stereochemistry is graded.
+
I I
H
CH3
Ph
Досн
Br
OCH 3
Drawing
Q
H
Atoms, Bonds
and Rings
Charges
Tap a node to see suggestions.
H
H
H
H
H
Undo
Reset
Remove
Done
Rotate
20.17 Predict the structure of the major product formed by 1,2-addition of HBr to
3-methylenecyclohexene.
3-Methylenecyclohexene
20.18 Predict the major product formed by 1,4-addition of HBr to 3-methylenecyclohexene.
Chapter 9 Solutions
ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<
Ch. 9.3 - Prob. 3PTSCh. 9.3 - Prob. 4ATSCh. 9.3 - Prob. 5ATSCh. 9.3 - Prob. 2LTSCh. 9.3 - Prob. 7PTSCh. 9.3 - Prob. 8ATSCh. 9.3 - Prob. 9ATSCh. 9.4 - Prob. 10CCCh. 9.4 - Prob. 11CCCh. 9.4 - Prob. 3LTS
Ch. 9.4 - Prob. 12PTSCh. 9.4 - Prob. 13ATSCh. 9.4 - Prob. 14ATSCh. 9.6 - Prob. 18CCCh. 9.6 - Prob. 4LTSCh. 9.6 - Prob. 19PTSCh. 9.6 - Prob. 20ATSCh. 9.6 - Prob. 21ATSCh. 9.6 - Prob. 22ATSCh. 9.7 - Prob. 23PTSCh. 9.7 - Prob. 24ATSCh. 9.7 - Prob. 25ATSCh. 9.8 - Prob. 26CCCh. 9.8 - Prob. 27PTSCh. 9.8 - Prob. 28ATSCh. 9.8 - Prob. 29ATSCh. 9.9 - Prob. 30PTSCh. 9.9 - Prob. 31ATSCh. 9.9 - Prob. 32ATSCh. 9.10 - Prob. 33CCCh. 9.11 - Prob. 34PTSCh. 9.11 - Prob. 35ATSCh. 9.12 - Prob. 9LTSCh. 9.12 - Prob. 36PTSCh. 9.12 - Prob. 37ATSCh. 9.12 - Prob. 38ATSCh. 9.12 - Prob. 39ATSCh. 9.13 - Prob. 10LTSCh. 9.13 - Prob. 40PTSCh. 9.13 - Prob. 41ATSCh. 9.13 - Prob. 11LTSCh. 9.13 - Prob. 42PTSCh. 9.13 - Prob. 43ATSCh. 9.13 - Prob. 44ATSCh. 9.13 - Prob. 12LTSCh. 9.13 - Prob. 47ATSCh. 9 - Prob. 48PPCh. 9 - Prob. 49PPCh. 9 - Prob. 50PPCh. 9 - Prob. 51PPCh. 9 - Prob. 52PPCh. 9 - Prob. 53PPCh. 9 - Prob. 54PPCh. 9 - Prob. 55PPCh. 9 - Prob. 56PPCh. 9 - Prob. 59PPCh. 9 - Prob. 60PPCh. 9 - Prob. 61PPCh. 9 - Prob. 62PPCh. 9 - Prob. 63PPCh. 9 - Prob. 64PPCh. 9 - Prob. 65PPCh. 9 - Prob. 66PPCh. 9 - Prob. 67PPCh. 9 - Prob. 68PPCh. 9 - Prob. 69PPCh. 9 - Prob. 70PPCh. 9 - Prob. 71PPCh. 9 - Prob. 72PPCh. 9 - Prob. 73PPCh. 9 - Prob. 74IPCh. 9 - Prob. 75IPCh. 9 - Prob. 76IPCh. 9 - Prob. 77IPCh. 9 - Prob. 78IPCh. 9 - Prob. 79IPCh. 9 - Prob. 80IPCh. 9 - Prob. 81IPCh. 9 - Prob. 82IPCh. 9 - Prob. 83IP
Knowledge Booster
Similar questions
- + Draw a vicinal alkyl bromide that would produce the following alkene in an E2 elimination. Use a dash or wedge bond to indicate stereochemistry on asymmetric centers, where applicable. Ignore any inorganic byproducts. Br Drawing Strong Base H Q Atoms, Bonds Charges and Rings Draw or tap a new bond to see suggestions. Remove Done 語 Reset Undo + Drag To Panarrow_forwardDraw a vicinal alkyl bromide that would produce the following alkene in an E2 elimination. Use a dash or wedge bond to indicate stereochemistry on asymmetric centers, where applicable. Ignore any inorganic byproducts. + Drawing Į Strong Base H Br Q Atoms, Bonds and Rings Charges Draw or tap a new bond to see suggestions. Undo Reset 謂 Remove Done Drag To Pan +arrow_forwardDraw the product of the E2 reaction shown below. Include the correct stereochemistry. Ignore any inorganic byproducts. + Br CH3 Q Strong Base Drawing Atoms, Bonds and Rings Charges Undo Reset H "Br H N Br. Remove Done .N. Drag To Panarrow_forward
- Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the curved arrows to draw the product of this elementary step in an elimination mechanism. Include all lone pairs and charges as appropriate. Ignore stereochemistry. Ignore byproducts. + Br: .. 8 0.01 M NaOH heat Drawing Q Atoms, Bonds and Rings Charges and Lone Pairs Draw or tap a new bond to see suggestions. Undo Reset Remove Done + Drag To Panarrow_forward+ Draw the product of the E2 reaction shown below. Include the correct stereochemistry. Ignore any inorganic byproducts. Ph CH2CH3 H H3C H Br DBN [૪] Drawing Atoms, Bonds and Rings H | OH Charges ―00 H. C | Undo Reset Br I Remove Done Drag To Pan +arrow_forwardReaction A Now the production A Œ In the product of reaction i 12 Dear the product of actionarrow_forward
- Macmillan Learnin When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z) is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm-1. The 13C NMR and DEPT spectra are provided. Draw the structure of the product as the resonance contributor lacking any formal charges. 13C NMR DEPT 90 200 160 120 80 40 0 200 160 120 80 DEPT 135 200 160 120 80 40 0 Draw the unknown amide. 40 40 0arrow_forwardDraw the major product karmed when I reach with the epoxide. Use walge dah bonds, including hydrogen al alcach genic center, to show the chemistry of the product Beeldraw any hydrogen akams on coxygen where applicablearrow_forwardCurved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. H I Select to Add Arrows + H H 'H Q H2O H2O CI:O .H H H H I Select to Add Arrows I : C H2O H H H Select to Add Arrows 'Harrow_forward
- + Draw an alkyl halide that produces ONLY the following alkene in an E2 elimination. Ignore any inorganic byproducts. Drawing Strong Base Q Atoms, Bonds and Rings Charges HO Br H2N Undo Reset Remove Done Drag To Panarrow_forwardFor the dehydrohalogenation (E2) reaction shown, draw the major organic product. Хок Br tert-butanol heat Select Drew Templates More Erase CH QQQarrow_forwardMacmillan Learning Draw the major, neutral organic product for each substitution reaction. For this question, assume that each substitution reaction goes to completion. Disregard elimination. Reaction A. CI H₂O Select Draw Templates More Erase C Harrow_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 Learning
ChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill Education
Principles 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 Education
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Elementary 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