Organic Chemistry, Binder Ready Version
2nd Edition
ISBN: 9781118454312
Author: David R. Klein
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Question
Chapter 9, Problem 66PP
(a)
Interpretation Introduction
Interpretation:
Explanation should be given for the given alcohols that they cannot be prepared through hydroboration-oxidation reaction.
Concept introduction:
- Hydroboration reaction: In this reaction water molecule is added across the double bond of the
alkene in syn pathway. In hydroboration reaction, anti-Markovnikov’s product is favorable which means –OH group attached to less substituted carbon end of the alkene. - Hydroboration reaction takes place in two steps; first step is syn addition of
To give: the explanation for the given alcohol that cannot be prepared through hydroboration-oxidation process.
(b)
Interpretation Introduction
Interpretation:
Explanation should be given for the given alcohols that they cannot be prepared through hydroboration-oxidation reaction.
Concept introduction:
- Hydroboration reaction: In this reaction water molecule is added across the double bond of the alkene in syn pathway. In hydroboration reaction, anti-Markovnikov’s product is favorable which means –OH group attached to less substituted carbon end of the alkene.
- Hydroboration reaction takes place in two steps; first step is syn addition of
To give: the explanation for the given alcohol that cannot be prepared through hydroboration-oxidation process.
(c)
Interpretation Introduction
Interpretation:
Explanation should be given for the given alcohols that they cannot be prepared through hydroboration-oxidation reaction.
Concept introduction:
- Hydroboration reaction: In this reaction water molecule is added across the double bond of the alkene in syn pathway. In hydroboration reaction, anti-Markovnikov’s product is favorable which means –OH group attached to less substituted carbon end of the alkene.
- Hydroboration reaction takes place in two steps; first step is syn addition of
To give: the explanation for the given alcohol that cannot be prepared through hydroboration-oxidation process.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
what are the Iupac names for each structure
What are the IUPAC Names of all the compounds in the picture?
1) a) Give the dominant Intermolecular Force (IMF) in a sample of each of the following
compounds. Please show your work. (8) SF2, CH,OH, C₂H₂
b) Based on your answers given above, list the compounds in order of their Boiling Point
from low to high. (8)
Chapter 9 Solutions
Organic Chemistry, Binder Ready Version
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
- 19.78 Write the products of the following sequences of reactions. Refer to your reaction road- maps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18 roadmaps along with your new Chapter 19 roadmap for these. (a) 1. BHS 2. H₂O₂ 3. H₂CrO4 4. SOCI₂ (b) 1. Cl₂/hv 2. KOLBU 3. H₂O, catalytic H₂SO4 4. H₂CrO4 Reaction Roadmap An alkene 5. EtOH 6.0.5 Equiv. NaOEt/EtOH 7. Mild H₂O An alkane 1.0 2. (CH3)₂S 3. H₂CrO (d) (c) 4. Excess EtOH, catalytic H₂SO OH 4. Mild H₂O* 5.0.5 Equiv. NaOEt/EtOH An alkene 6. Mild H₂O* A carboxylic acid 7. Mild H₂O* 1. SOC₁₂ 2. EtOH 3.0.5 Equiv. NaOEt/E:OH 5.1.0 Equiv. NaOEt 6. NH₂ (e) 1. 0.5 Equiv. NaOEt/EtOH 2. Mild H₂O* Br (f) i H An aldehyde 1. Catalytic NaOE/EtOH 2. H₂O*, heat 3. (CH,CH₂)₂Culi 4. Mild H₂O* 5.1.0 Equiv. LDA Br An ester 4. NaOH, H₂O 5. Mild H₂O* 6. Heat 7. MgBr 8. Mild H₂O* 7. Mild H₂O+arrow_forwardLi+ is a hard acid. With this in mind, which if the following compounds should be most soluble in water? Group of answer choices LiBr LiI LiF LiClarrow_forwardQ4: Write organic product(s) of the following reactions and show the curved-arrow mechanism of the reactions. Br MeOH OSO2CH3 MeOHarrow_forward
- Provide the correct IUPAC name for the compound shown here. Reset cis- 5- trans- ☑ 4-6- 2- 1- 3- di iso tert- tri cyclo sec- oct but hept prop hex pent yl yne ene anearrow_forwardQ6: Predict the major product(s) for the following reactions. Note the mechanism (SN1, SN2, E1 or E2) the reaction proceeds through. If no reaction takes place, indicate why. Pay attention to stereochemistry. NaCN DMF Br σ Ilm... Br H Br H H NaCN CH3OH KOtBu tBuOH NaBr H₂O LDA Et2O (CH3)2CHOH KCN DMSO NaOH H₂O, A LDA LDA Systemarrow_forwardQ7: For the following reactions, indicate the reaction conditions that would provide the indicated product in a high yield. Note the major reaction pathway that would take place (SN1, SN2, E1, or E2) Note: There may be other products that are not shown. There maybe more than one plausible pathway. Br H3C OH H3C CI ... H3C SCH2CH3 CI i SCH2CH3 ཨ་ Br System Settarrow_forward
- Q2: Rank the compounds in each of the following groups in order of decreasing rate of solvolysis in aqueous acetone. OSO2CF3 OSO2CH3 OH a. b. CI Brarrow_forwardох 4-tert-butyl oxy cyclohex-1-ene Incorrect, 1 attempt remaining The systematic name of this compound classifies the -OR group as a substituent of the hydrocarbon, which is considered the principal functional group. The ether substituent is named with the suffix 'oxy'. The general format for the systematic name of a hydrocarbon is: [prefix/substituent] + [parent] + [functional group suffix] Substituents are listed in alphabetical order. Molecules with a chiral center will indicate the absolute configuration at the beginning of its name with the R and S notation.arrow_forward5. Compressibility (6 points total). The isothermal compressibility is a measure of how hard/easy it is to compress an object (how squishy is it?) at constant temperature. It is др defined as Br=-()=-(200²)T' (a) You might wonder why there is a negative sign in this formula. What does it mean when this quantity is positive and what does it mean when this quantity is negative? (b) Derive the formula for the isothermal compressibility of an ideal gas (it is very simple!) (c) Explain under what conditions for the ideal gas the compressibility is higher or lower, and why that makes sense.arrow_forward
- 19. (3 pts) in Chapter 7 we will see a reaction of halocyclohexanes that requires that the halogen occupy an axial position with this in mind, would you expect cis-1-bromo-3-methylcyclohexane or trans-1-bromo-3-methylcyclohexane to be more reactive in this reaction? Briefly explain your choice using structures to support your answer. Mere-eries-cecleone) The tran-i-browse-3-methylcyclohexionearrow_forwardPlease help me calculate the undiluted samples ppm concentration. My calculations were 280.11 ppm. Please see if I did my math correctly using the following standard curve. Link: https://mnscu-my.sharepoint.com/:x:/g/personal/vi2163ss_go_minnstate_edu/EVSJL_W0qrxMkUjK2J3xMUEBHDu0UM1vPKQ-bc9HTcYXDQ?e=hVuPC4arrow_forwardProvide an IUPAC name for each of the compounds shown. (Specify (E)/(Z) stereochemistry, if relevant, for straight chain alkenes only. Pay attention to commas, dashes, etc.) H₁₂C C(CH3)3 C=C H3C CH3 CH3CH2CH CI CH3 Submit Answer Retry Entire Group 2 more group attempts remaining Previous Nextarrow_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