EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 9.7A, Problem 9.7P
Show how you might synthesize the following compounds, using acetylene and any suitable
- a. hex-1-yne
- b. hex-2-yne
- c. hex-3-yne
- d. 4-methylhex-2-yne
- e. 5-methylhex-2-yne
- f. cyclodecyne
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Give the major organic product(s) of each of the following reactions or sequences of reactions. Show
all relevant stereochemistry.[4 only]
CH3
A.
B.
HNO
H₂Pt
H₂SO4 hano
NaN
1. LIAH ether
Br
4
2 H₂O
C.
D.
E.
CH3CH2-CH2CH3 + HCl
Br
NH₂
CH3
ON
CH-CH3
Br HNOZ CUCI
11,504
HC)
1. HNO H SO
NH₂
2
UM
Consider the Grignard reaction below to answer the following questions.
A
Mgar
1. ether
+
MyC
CH3
2H3O
C
B
a. The electrophile in this reaction is:
b. The nucleophile in this reaction is:
c. The alcohol product can be classified as a:
a.
1° alcohol
b. 2° alcohol
C.
3° alcohol
d. 4° alcohol
HO
CH3
CH
Give the major organic product(s) for each of the following reactions or sequences of reactions. Show
all relevant stereochemistry
A.
CH₂OH
PCC
CH2Cl2
HOO
B.
H
KCN
HCN
of b
C.
1. CH,MgBr, ether
2 HO*
D. Choose the BEST reagent for carrying out each of the following conversions.
CO₂CH3
CO₂CH3
OH
CO₂H
сон
ن نے
a.
LiAlH4, ether at abinayo iss c
b. NaBH4, ethanol
C.
CrO3, pyridine
d. H₂/Pd d
notsiol
Chapter 9 Solutions
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
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
Why are mutants used as test organisms in the Ames test?
Laboratory Experiments in Microbiology (12th Edition) (What's New in Microbiology)
To test your knowledge, discuss the following topics with a study partner or in writing ideally from memory. Th...
HUMAN ANATOMY
Choose the best answer to each of the following. Explain your reasoning. If Earth were twice as far as it actua...
Cosmic Perspective Fundamentals
Gregor Mendel never saw a gene, yet he concluded that some inherited factors were responsible for the patterns ...
Campbell Essential Biology (7th Edition)
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
- Choose the best reagent for carrying out the following reactions from the list below. Place the letter of the reagent(s) in the box over the reaction arrow. Use only one letter per box. OH OH CH CH CH3 CHS CH3 f OH OCH 3 H A. NaH, then CHI B. C. m-ClC6H4COзH D. E. warm H2SO4/H₂O F. G. H₂/Pd H. I. Cl₂, H₂O J. NaOCH3, CH3OH CH3MgBr in ether, then H3O+ Hg(O2CCF3)2, CH3OH PCC, CH2Cl2 LiAlH4 in ether, then H3O+arrow_forwardWhat is the product of the reaction of 2,4-pentanedione with phenylhydrazine?arrow_forwardIn the reaction of naphthalene with CrO3 in acetic acid. Indicate whether a different product is obtained if carried out at 25°C or with heating (A).arrow_forward
- QUESTION: Fill in the answers in the empty green boxes 1. Step 2 2. Step 3 3. Step 4 (SUM) 4. Step 5 (df) (GIVEN) 5. Determine S y/x value *The data values have been provided in the worksheet attached in the first image*arrow_forwardIf the symbol A is placed in a reaction, at what temperature does it take place?arrow_forwardBy malonic or acetylacetic synthesis, synthesize 3-methyl-4-oxopentanoic acid (indicate the formulas of the compounds).arrow_forward
- oalmitic acid is a 16 carbon acid. In a balanced equation, the products of the sponification of tripalmitin (glyceryl tripalmitate are blank.arrow_forwardWrite the esterification reaction mechanism of salicylic acid and acetic acid to produce aspirin (acetylsalicylic acid). Note: salicylic acid will act as the alcoholarrow_forwardWhat type of interaction would you expect between the following R groups in the tertiary structure of a protein? O -CH2-CO and -CH2-CH2-CH2-CH2-NH3+ a. disulfide bonds b. salt bridges c. hydrogen bonds HO abios vist anisinoo tedt bigil s ai loistaslor sale! 10 OUT d. hydrophobic interactions e. peptide bondsarrow_forward
- 4. True or false: This skeletal structure represents a saturated fatty acid. Ini to 0 fale) me OH faistong starrow_forwardBy malonic or acetylacetic synthesis, synthesize 5-Methyl-2-hexanone (with the formulas of the compounds).arrow_forwardQUESTION: Answer Question 5: 'Calculating standard error of regression' by filling in all the empty green boxes *The values are all provided in the first photo attached*arrow_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
IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY