Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 18, Problem 18.42P
Interpretation Introduction
Interpretation:
The reagents and experimental conditions to carry out the synthesis of procaine from the given three compoubds has to be shown.
Concept introduction:
Acid-catalyzed ring-opening of
Base catalyzed ring opening of epoxide:
The nucleophile will attack at the less substituted position under basic conditions and then the alkoxide ion gets proton from alcohol which form the product.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
2. Name the following hydrocarbons. (9 marks)
a)
HHHHHHHH
H-C-C-
H-O-S
b)
HCEC-CH3
H H
H H
H
d)
c)
H
C=C-
H
H
H
e)
CH3
CH3 CH2CH=CH-CH=CHCH3
HHHH
H-C-C-C-C-H
H
HH H
f)
large
CH2CH3
pola
H3C
section
lovels
tower,
able
ocart
firs g)
Tower
H3C-CH2
then in
H3C-CH-CH-CH3
enblbano bne noitsidab
Copyright © 2008. Durham Continuing Education
CH3
Name the molecules & Identify any chiral center
CH3CH2CH2CHCH₂CH₂CH₂CH₂
OH
CH₂CHCH2CH3
Br
CH3
CH3CHCH2CHCH2CH3
CH3
Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).
Chapter 18 Solutions
Organic Chemistry, Loose-leaf Version
Ch. 18.1 - Prob. 18.1PCh. 18.2 - Prob. 18.2PCh. 18.4 - Prob. 18.3PCh. 18.4 - Prob. 18.4PCh. 18.4 - Synthesis of nitriles by nucleophilic displacement...Ch. 18.5 - Complete the following transesterification...Ch. 18.6 - Complete and balance equations for the following...Ch. 18.8 - Prob. AQCh. 18.8 - Several compounds have been found to inhibit...Ch. 18.8 - Prob. CQ
Ch. 18.8 - The following sequence of steps is used to create...Ch. 18.9 - Prob. 18.8PCh. 18.9 - Prob. 18.9PCh. 18.10 - Prob. 18.10PCh. 18.10 - Show how to convert (R)-2-phenylpropanoic acid to...Ch. 18 - Prob. 18.12PCh. 18 - Write the IUPAC name for each compound. (a)...Ch. 18 - Prob. 18.14PCh. 18 - Prob. 18.15PCh. 18 - Propose a structural formula for compound A,...Ch. 18 - Propose a structural formula for compound B,...Ch. 18 - Propose a structural formula for each compound...Ch. 18 - Draw a structural formula for the principal...Ch. 18 - Prob. 18.20PCh. 18 - Prob. 18.21PCh. 18 - Prob. 18.22PCh. 18 - Prob. 18.23PCh. 18 - Prob. 18.24PCh. 18 - Show the product expected when the following...Ch. 18 - The reagent diisobutylaluminum hydride (DIBALH)...Ch. 18 - Prob. 18.27PCh. 18 - Prob. 18.28PCh. 18 - Prob. 18.29PCh. 18 - Nicotinic acid, more commonly named niacin, is one...Ch. 18 - Prob. 18.31PCh. 18 - Prob. 18.32PCh. 18 - Prob. 18.33PCh. 18 - Prob. 18.34PCh. 18 - Prob. 18.35PCh. 18 - Isoniazid, a drug used to treat tuberculosis, is...Ch. 18 - Prob. 18.37PCh. 18 - A step in a synthesis of PGE1 (prostaglandin E1,...Ch. 18 - Prob. 18.39PCh. 18 - Prob. 18.40PCh. 18 - Show how to synthesize 5-nonanone from...Ch. 18 - Prob. 18.42PCh. 18 - The following sequence of steps converts...Ch. 18 - Prob. 18.44PCh. 18 - Prob. 18.45PCh. 18 - Prob. 18.46PCh. 18 - Prob. 18.47PCh. 18 - Following is a retrosynthetic analysis for the...Ch. 18 - Prob. 18.50PCh. 18 - Given this retrosynthetic analysis, propose a...Ch. 18 - Prob. 18.52PCh. 18 - Prob. 18.53PCh. 18 - Prob. 18.54PCh. 18 - In Problem 7.28, we saw this step in Johnsons...Ch. 18 - Prob. 18.56PCh. 18 - Prob. 18.57PCh. 18 - Prob. 18.58PCh. 18 - Prob. 18.59PCh. 18 - Prob. 18.60PCh. 18 - Prob. 18.61PCh. 18 - Prob. 18.62PCh. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Minoxidil is a molecule that causes hair growth in...Ch. 18 - Prob. 18.69PCh. 18 - Prob. 18.70PCh. 18 - Prob. 18.71P
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
- Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).arrow_forwardWhat is the IUPAC name of the following compound? CH₂CH₂ H CI H₂CH₂C H CH₂ Selected Answer: O (35,4R)-4 chloro-3-ethylpentane Correctarrow_forwardCurved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).arrow_forward
- Curved 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. I I I H Select to Add Arrows HCI, CH3CH2OHarrow_forwardCurved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and the follow the arrows to draw the intermediate and product in this reaction or mechanistic step(s).arrow_forwardCurved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the curved arrows to draw the intermediates and product of the following reaction or mechanistic step(s).arrow_forward
- Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the intermediate and the product in this reaction or mechanistic step(s).arrow_forwardLook at the following pairs of structures carefully to identify them as representing a) completely different compounds, b) compounds that are structural isomers of each other, c) compounds that are geometric isomers of each other, d) conformers of the same compound (part of structure rotated around a single bond) or e) the same structure.arrow_forwardGiven 10.0 g of NaOH, what volume of a 0.100 M solution of H2SO4 would be required to exactly react all the NaOH?arrow_forward
- 3.50 g of Li are combined with 3.50 g of N2. What is the maximum mass of Li3N that can be produced? 6 Li + N2 ---> 2 Li3Narrow_forward3.50 g of Li are combined with 3.50 g of N2. What is the maximum mass of Li3N that can be produced? 6 Li + N2 ---> 2 Li3Narrow_forwardConcentration Trial1 Concentration of iodide solution (mA) 255.8 Concentration of thiosulfate solution (mM) 47.0 Concentration of hydrogen peroxide solution (mM) 110.1 Temperature of iodide solution ('C) 25.0 Volume of iodide solution (1) used (mL) 10.0 Volume of thiosulfate solution (5:03) used (mL) Volume of DI water used (mL) Volume of hydrogen peroxide solution (H₂O₂) used (mL) 1.0 2.5 7.5 Time (s) 16.9 Dark blue Observations Initial concentration of iodide in reaction (mA) Initial concentration of thiosulfate in reaction (mA) Initial concentration of hydrogen peroxide in reaction (mA) Initial Rate (mA's)arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
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
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
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