Organic Chemistry - With Access (Custom)
9th Edition
ISBN: 9781337031745
Author: McMurry
Publisher: Cengage
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Question
Chapter 13.13, Problem 23P
Interpretation Introduction
Interpretation:
The product of the morkovnikov addition to be interpreted using 13CNMR spectroscopy.
Concept introduction:
Markovnikov’s addition: In a reaction of
Anti-Markovnikov’s addition: In a reaction of alkyne with HX (protic acid), the nucleophile attacks the less substituted carbon of the double bond.
To Identify:
The major product of morkovnikov addition and interpret using 13CNMR spectroscopy.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Michael Reactions
19.52 Draw the products from the following Michael addition reactions.
1.
H&C CH
(a)
i
2. H₂O*
(b)
OEt
(c)
EtO
H₂NEt
(d)
ΕΙΟ
+
1. NaOEt
2. H₂O'
H
H
1. NaOEt
2. H₂O*
Rank the labeled protons (Ha-Hd) in order of increasing acidity, starting with the least acidic.
НОН НЬ
OHd
Онс
Can the target compound at right be efficiently synthesized in good yield from the unsubstituted benzene at left?
?
starting
material
target
If so, draw a synthesis below. If no synthesis using reagents ALEKS recognizes is possible, check the box under the drawing area.
Be sure you follow the standard ALEKS rules for submitting syntheses.
+ More...
Note for advanced students: you may assume that you are using a large excess of benzene as your starting material.
C
:0
T
Add/Remove step
G
Chapter 13 Solutions
Organic Chemistry - With Access (Custom)
Ch. 13.1 - Prob. 1PCh. 13.1 - Prob. 2PCh. 13.2 - Prob. 3PCh. 13.3 - The following 1H NMR peaks were recorded on a...Ch. 13.3 - When the 1Η NMR spectrum of acetone, CH3COCH3, is...Ch. 13.4 - Each of the following compounds has a single 1H...Ch. 13.4 - Identify the different types of protons in the...Ch. 13.5 - How many peaks would you expect in the 1H NMR...Ch. 13.6 - Predict the splitting patterns you would expect...Ch. 13.6 - Draw structures for compounds that meet the...
Ch. 13.6 - The integrated 1H NMR spectrum of a compound of...Ch. 13.7 - Identify the indicated sets of protons as...Ch. 13.7 - How many kinds of electronically nonequivalent...Ch. 13.7 - How many absorptions would you expect (S)-malate,...Ch. 13.8 - 3-Bromo-1-phenyl-1-propene shows a complex NMR...Ch. 13.9 - How could you use 1H NMR to determine the...Ch. 13.11 - Prob. 17PCh. 13.11 - Propose structures for compounds that fit the...Ch. 13.11 - Prob. 19PCh. 13.12 - Prob. 20PCh. 13.12 - Prob. 21PCh. 13.12 - Prob. 22PCh. 13.13 - Prob. 23PCh. 13.SE - Into how many peaks would you expect the 1H NMR...Ch. 13.SE - How many absorptions would you expect the...Ch. 13.SE - Sketch what you might expect the 1H and 13C NMR...Ch. 13.SE - How many electronically nonequivalent kinds of...Ch. 13.SE - Identify the indicated protons in the following...Ch. 13.SE - Prob. 29APCh. 13.SE - Prob. 30APCh. 13.SE - When measured on a spectrometer operating at 200...Ch. 13.SE - Prob. 32APCh. 13.SE - Prob. 33APCh. 13.SE - How many types of nonequivalent protons are...Ch. 13.SE - The following compounds all show a single line in...Ch. 13.SE - Prob. 36APCh. 13.SE - Propose structures for compounds with the...Ch. 13.SE - Predict the splitting pattern for each kind of...Ch. 13.SE - Predict the splitting pattern for each kind of...Ch. 13.SE - Identify the indicated sets of protons as...Ch. 13.SE - Identify the indicated sets of protons as...Ch. 13.SE - The acid-catalyzed dehydration of...Ch. 13.SE - How could you use 1H NMR to distinguish between...Ch. 13.SE - Propose structures for compounds that fit the...Ch. 13.SE - Propose structures for the two compounds whose 1H...Ch. 13.SE - Prob. 46APCh. 13.SE - How many absorptions would you expect to observe...Ch. 13.SE - Prob. 48APCh. 13.SE - How could you use 1H and 13C NMR to help...Ch. 13.SE - How could you use 1H NMR, 13C NMR, and IR...Ch. 13.SE - Assign as many resonances as you can to specific...Ch. 13.SE - Assume that you have a compound with the formula...Ch. 13.SE - The compound whose 1H NMR spectrum is shown has...Ch. 13.SE - The compound whose 1H NMR spectrum is shown has...Ch. 13.SE - Propose structures for compounds that fit the...Ch. 13.SE - Long-range coupling between protons more than two...Ch. 13.SE - The 1H and 13C NMR spectra of compound A, C8H9Br,...Ch. 13.SE - Propose structures for the three compounds whose...Ch. 13.SE - The mass spectrum and 13C NMR spectrum of a...Ch. 13.SE - Compound A, a hydrocarbon with M+=96 in its mass...Ch. 13.SE - Propose a structure for compound C, which has...Ch. 13.SE - Prob. 62GPCh. 13.SE - Propose a structure for compound E, C7H12O2, which...Ch. 13.SE - Compound F, a hydrocarbon with M+=96 in its mass...Ch. 13.SE - 3-Methyl-2-butanol has five signals in its 13C NMR...Ch. 13.SE - A 13C NMR spectrum of commercially available...Ch. 13.SE - Carboxylic acids (RCO2H) react with alcohols (ROH)...Ch. 13.SE - Prob. 68GPCh. 13.SE - The proton NMR spectrum is shown for a compound...Ch. 13.SE - The proton NMR spectrum of a compound with the...Ch. 13.SE - The proton NMR spectrum is shown for a compound...
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
- The following equations represent the formation of compound MX. What is the AH for the electron affinity of X (g)? X₂ (g) → 2X (g) M (s) → M (g) M (g) M (g) + e- AH = 60 kJ/mol AH = 22 kJ/mol X (g) + e-X (g) M* (g) +X (g) → MX (s) AH = 118 kJ/mol AH = ? AH = -190 kJ/mol AH = -100 kJ/mol a) -80 kJ b) -30 kJ c) -20 kJ d) 20 kJ e) 156 kJarrow_forwardA covalent bond is the result of the a) b) c) d) e) overlap of two half-filled s orbitals overlap of a half-filled s orbital and a half-filled p orbital overlap of two half-filled p orbitals along their axes parallel overlap of two half-filled parallel p orbitals all of the abovearrow_forwardCan the target compound at right be efficiently synthesized in good yield from the unsubstituted benzene at left? starting material target If so, draw a synthesis below. If no synthesis using reagents ALEKS recognizes is possible, check the box under the drawing area. Be sure you follow the standard ALEKS rules for submitting syntheses. + More... Note for advanced students: you may assume that you are using a large excess of benzene as your starting material. C T Add/Remove step X ноarrow_forward
- Which one of the following atoms should have the largest electron affinity? a) b) c) d) 으으 e) 1s² 2s² 2p6 3s¹ 1s² 2s² 2p5 1s² 2s² 2p 3s² 3p² 1s² 2s 2p 3s² 3p6 4s2 3ds 1s² 2s² 2p6arrow_forwardAll of the following are allowed energy levels except _. a) 3f b) 1s c) 3d d) 5p e) 6sarrow_forwardA student wants to make the following product in good yield from a single transformation step, starting from benzene. Add any organic reagents the student is missing on the left-hand side of the arrow, and any addition reagents that are necessary above or below the arrow. If this product can't be made in good yield with a single transformation step, check the box below the drawing area. Note for advanced students: you may assume that an excess of benzene is used as part of the reaction conditions. : ☐ + I X This product can't be made in a single transformation step.arrow_forward
- Ppplllleeeaaasssseeee helllppp wiithhh thisss Organic chemistryyyyyy I talked like this because AI is very annoyingarrow_forwardName the family to which each organic compound belongs. The first answer has been filled in for you. compound CH₂ || CH3-C-NH2 0 ။ CH3-C-CH₂ CH=O–CH=CH, CH₂ HO CH2-CH2-CH-CH3 family amine Darrow_forward1b. Br LOHarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY