Organic Chemistry Plus Mastering Chemistry with Pearson eText -- Access Card Package (9th Edition) (New in Organic Chemistry)
9th Edition
ISBN: 9780321971128
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 9, Problem 9.33SP
Predict the products of reaction of pent-1-yne with the following reagents.
- a. 1 equivalent of HCl
- b. 2 equivalents of HCl
- c. excess H2, Ni
- d. H2, Pd/BaSO4, quinoline
- e. 1 equivalent of Br2
- f. 2 equivalents of Br2
- g. cold, dilute KMnO4
- h. warm, concd. KMnO4, NaOH
- i. Na, liquid ammonia
- j. NaNH2
- k. H2SO4/HgSO4, H2O
- l. Sia2BH, then H2O2, −OH
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
1. Give stereochemical (Fischer projection) formulas for all (but no extras) the
stereoisomers that could theoretically form during the reduction of
a. the carbonyl group of 2-methyl-3--pentanone
b. both carbonyl groups of 2,4-pentanedione (careful!)
2. Predict the products of the reduction of O=CCH2CH2CH2C=O with
a. LiAlH4
b. NaBH4
CH3
OH
Which of the following compounds can be synthesized using one reaction from any alkene, as a major product? If it can be synthesized, propose a route, and you may use any other starting materials, reagents and solvents as needed. If you do not think that it can be synthesized as a major product from an alkene, explain in detail why.
Draw the stepwise mechanism (with arrow pushing)
Chapter 9 Solutions
Organic Chemistry Plus Mastering Chemistry with Pearson eText -- Access Card Package (9th Edition) (New in Organic Chemistry)
Ch. 9.1 - a. Count the elements of unsaturation in...Ch. 9.2 - Prob. 9.2PCh. 9.4B - What reaction would acetylene likely undergo if it...Ch. 9.6 - Prob. 9.4PCh. 9.6 - Predict the products of the following acid-base...Ch. 9.7A - Solved Problem9-1 showed the synthesis of...Ch. 9.7A - Show how you might synthesize the following...Ch. 9.7B - Prob. 9.8PCh. 9.7B - Show how you would synthesize...Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...
Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...Ch. 9.9C - Show how you would convert a. oct-3-yne to...Ch. 9.9C - The fragrance of (Z)-1-phenylhex-2-en-1-ol...Ch. 9.9D - In the addition of just 1 mole of bromine to 1...Ch. 9.9E - Propose a mechanism for the entire reaction of...Ch. 9.9E - Predict the major product(s) of the following...Ch. 9.9E - Propose a mechanism for the reaction of pent-1-yne...Ch. 9.9E - Show how hex-1-yne might be converted to a....Ch. 9.9F - When pent-2-yne reacts with mercuric sulfate in...Ch. 9.9F - Prob. 9.20PCh. 9.9F - Prob. 9.21PCh. 9.9F - Prob. 9.22PCh. 9.10A - Predict the product(s) you would expect from...Ch. 9.10B - Prob. 9.24PCh. 9.10B - Prob. 9.25PCh. 9 - Prob. 9.26SPCh. 9 - Give common names for the following compounds. a....Ch. 9 - Prob. 9.28SPCh. 9 - Prob. 9.29SPCh. 9 - Using cyclooctyne as your starting material, show...Ch. 9 - Prob. 9.31SPCh. 9 - Prob. 9.32SPCh. 9 - Predict the products of reaction of pent-1-yne...Ch. 9 - Show how you would accomplish the following...Ch. 9 - Show how you would synthesize the following...Ch. 9 - Predict the products formed when CH3CH2C C : Na+...Ch. 9 - Prob. 9.37SPCh. 9 - Prob. 9.38SPCh. 9 - When compound Z is treated with ozone, followed by...Ch. 9 - Show how you would convert the following starting...Ch. 9 - The following functional-group interchange is a...Ch. 9 - Using any necessary inorganic reagents, show how...Ch. 9 - Prob. 9.43SP
Additional Science Textbook Solutions
Find more solutions based on key concepts
Whether two metal foil leaves an electroscope get opposite charge when the electroscope is charged.
Physics of Everyday Phenomena
True or false? Some trails are considered vestigial because they existed long ago.
Biological Science (6th Edition)
The validity of a scientific law.
Physical Universe
To test your knowledge, discuss the following topics with a study partner or in writing ideally from memory. Th...
HUMAN ANATOMY
Why do scientists think that all forms of life on earth have a common origin?
Genetics: From Genes to Genomes
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
- a) Explain why product 1 is the kinetic product and product 2 is the thermodynamic product. b) Draw the reaction coordinate diagram for the reaction pathway generating each product. c) State the Arrhenius Equation and explain the terms with their physical significance. d) State and explain which reaction pathway has a higher rate constant. What happens to the rate constant if the temperature has increased?arrow_forwardI just need help with A,F,G,Harrow_forwardQUESTION 1 Write the IUPAC names for the following compounds. (a) (b) 2 H₂C CH (c) Br (d) HO (e) COOHarrow_forward
- need help finding the product of these reactionsarrow_forwardPart 1. Draw monomer units of the following products and draw their reaction mechanism 1) Bakelite like polymer Using: Resorcinol + NaOH + Formalin 2) Polyester fiber Using a) pthalic anhydride + anhydrous sodium acetate + ethylene glycol B)pthalic anhydride + anhydrous sodium acetate + glycerol 3) Temporary cross-linked polymer Using: 4% polyvinyl alcohol+ methyl red + 4% sodium boratearrow_forwardUsing the table of Reactants and Products provided provide the correct letter that corresponds with the Carboxylic acid that is formed in the reaction below. 6 M NaOH Acid-workup WRITE THE CORRECT LETTER ONLY DO NOT WRITE EXTRA WORDS OR PHRASES A) Pool of Reagents for Part B CI B) OH C) E) CI J) racemic F) K) OH N) OH P) G) OH D) HO H) L) M) HO Q) R) CI Aarrow_forward
- In the table below, the exact chemical structures for Methyl salicylate can be represented by the letter WRITE THE CORRECT LETTER ONLY DO NOT WRITE EXTRA WORDS OR PHRASES CI B) A) E) Cl racemic F) J) CI K) N) OH P) Pool of Reagents for Part B OH OH G) L) OH D) HO H) M) HO Q) R) CIarrow_forwardDraw the stepwise mechanism for the reactionsarrow_forwardPart I. a) Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone b) Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone (3,3-dimethyl-2-butanone) and 2, 3-dimethyl - 1,3-butadiene. Give reasonable mechanism the formation of the products Forarrow_forward
- 3. The explosive decomposition of 2 mole of TNT (2,4,6-trinitrotoluene) is shown below: Assume the C(s) is soot-basically atomic carbon (although it isn't actually atomic carbon in real life). 2 CH3 H NO2 NO2 3N2 (g)+7CO (g) + 5H₂O (g) + 7C (s) H a. Use bond dissociation energies to calculate how much AU is for this reaction in kJ/mol.arrow_forwardPart I. Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone and answer the ff: Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone and (3,3-dimethyl-2-butanone) 2,3-dimethyl-1,3-butadiene. Give reasonable mechanism the formation of the products Forarrow_forwardShow the mechanism for these reactionsarrow_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
IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY