Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 16.SE, Problem 65AP
Interpretation Introduction
Interpretation:
Starting from either benzene or phenol how MON-0585 can be synthesized is to be stated.
Concept introduction:
Benzene is subjected to Friedal-Crafts reaction by treating with isopropyl chloride in the presence of AlCl3. The isopropylbenzene is brominated in the benzyl position by reaction with NBS. The bromocompound obtained is treated with phenol in the presence of AlCl3 when a p-substituted phenol is produced. The p-substituted phenol when subjected to another Friedal-Crafts reaction with tert-butylchloride in the presence of AlCl3 will produce MON-0585.
To state:
Starting from benzene how MON-0585 can be synthesized.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
a)
5. Circle all acidic (and anticoplanar to the Leaving group) protons in the
following molecules, Solve these elimination reactions, and identify the
major and minor products where appropriate: 20 points
+
NaOCH3
Br
(2 product
None
Dr. Mendel asked his BIOL 260 class what their height was and what their
parent's heights were. He plotted that data in the graph below to determine if
height was a heritable trait.
A. Is height a heritable trait? If yes, what is the heritability value? (2 pts)
B. If the phenotypic variation is 30, what is the variation due to additive alleles?
(2 pts)
Offspring Height (Inches)
75
67.5
60
52.5
y = 0.9264x + 4.8519
55
60
65
MidParent Height (Inches)
70
75
12pt v
V
Paragraph B IUA
>
AT2 v
V
Chapter 16 Solutions
Organic Chemistry
Ch. 16.1 - Prob. 1PCh. 16.2 - Propose a mechanism for the electrophilic...Ch. 16.2 - How many products might be formed on chlorination...Ch. 16.2 - When benzene is treated with D2SŪ4. deuterium...Ch. 16.3 - Prob. 5PCh. 16.3 - What is the major monosubstitution product from...Ch. 16.3 - Identify the carboxylic acid chloride that might...Ch. 16.4 - Rank the compounds in each of the following groups...Ch. 16.4 - Predict the major products of the following...Ch. 16.4 - Prob. 10P
Ch. 16.4 - Prob. 11PCh. 16.4 - Acetanilide is less reactive than aniline toward...Ch. 16.4 - Prob. 13PCh. 16.5 - At what position would you expect electrophilic...Ch. 16.5 - Show the major product(s) from reaction of the...Ch. 16.6 - The herbicide oxyfluorfen can be prepared by...Ch. 16.7 - Treatment of p-bromotoluene with NaOH at 300°C...Ch. 16.8 - Prob. 18PCh. 16.8 - Prob. 19PCh. 16.8 - Prob. 20PCh. 16.9 - Prob. 21PCh. 16.10 - Prob. 22PCh. 16.10 - Prob. 23PCh. 16.SE - Prob. 24VCCh. 16.SE - The following molecular model of a...Ch. 16.SE - Prob. 26VCCh. 16.SE - Prob. 27VCCh. 16.SE - Aromatic iodination can be carried out with a...Ch. 16.SE - Prob. 29MPCh. 16.SE - The carbocation electrophile in a Friede1-Crafts...Ch. 16.SE - Prob. 31MPCh. 16.SE - The nitroso group, —N=O, is one of the few...Ch. 16.SE - Triphenylmethane can be prepared by reaction of...Ch. 16.SE - Using resonance structures of the intermediates,...Ch. 16.SE - Benzene and alkyl -substituted benzenes can be...Ch. 16.SE - Prob. 36MPCh. 16.SE - Hexachlorophene, a substance used in the...Ch. 16.SE - Benzenediazonium carboxylate decomposes when...Ch. 16.SE - 4-Chloropyridine undergoes reaction with...Ch. 16.SE - Propose a mechanism to account for the following...Ch. 16.SE - In the Gatterman-Kochreaction, a formyl group...Ch. 16.SE - Treatment of p-tert-butylphenol with a strong acid...Ch. 16.SE - Benzyl bromide is converted into benzaldehyde by...Ch. 16.SE - Prob. 44MPCh. 16.SE - Prob. 45MPCh. 16.SE - Prob. 46APCh. 16.SE - Prob. 47APCh. 16.SE - Prob. 48APCh. 16.SE - Predict the major monoalkylation products you...Ch. 16.SE - Name and draw the major product(s) of...Ch. 16.SE - Prob. 51APCh. 16.SE - Prob. 52APCh. 16.SE - What product(s) would you expect to obtain from...Ch. 16.SE - Prob. 54APCh. 16.SE - How would you synthesize the following substances...Ch. 16.SE - Prob. 56APCh. 16.SE - Prob. 57APCh. 16.SE - Prob. 58APCh. 16.SE - Prob. 59APCh. 16.SE - Prob. 60APCh. 16.SE - Prob. 61APCh. 16.SE - Prob. 62APCh. 16.SE - Prob. 63APCh. 16.SE - How would you synthesize the following substances...Ch. 16.SE - Prob. 65APCh. 16.SE - Prob. 66APCh. 16.SE - Draw resonance structures of the intermediate...Ch. 16.SE - Prob. 68APCh. 16.SE - p-Bromotoluene reacts with potassium amide to give...Ch. 16.SE - Prob. 70APCh. 16.SE - Prob. 71APCh. 16.SE - Prob. 72APCh. 16.SE - Use your knowledge of directing effects, along...Ch. 16.SE - Identify the reagents represented by the letters...Ch. 16.SE - Phenols (ArOH) are relatively acidic, and the...Ch. 16.SE - Prob. 76APCh. 16.SE - Prob. 77APCh. 16.SE - Melamine, used as a fire retardant and a component...
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
- Experiment: Each team will be provided with 5g of a mixture of acetanilide and salicylic acid. You will divide it into three 1.5 g portions in separate 125 mL Erlenmeyer flasks savıng some for melting point analysis. Dissolve the mixture in each flask in ~60mL of DI water by heating to boiling on a hotplate. Take the flasks off the hotplate once you have a clear solution and let them stand on the bench top for 5 mins and then allow them to cool as described below. Sample A-Let the first sample cool slowly to room temperature by letting it stand on your lab bench, with occasional stirring to promote crystallization. Sample B-Cool the second sample 1n a tap-water bath to 10-15 °C Sample C-Cool the third sample in an ice-bath to 0-2 °C Results: weight after recrystalization and melting point temp. A=0.624g,102-115° B=0.765g, 80-105° C=1.135g, 77-108 What is the percent yield of A,B, and C.arrow_forwardRel. Intensity Q 1. Which one of the following is true of the compound whose mass spectrum is shown here? Explain how you decided. 100 a) It contains chlorine. b) It contains bromine. c) It contains neither chlorine nor bromine. 80- 60- 40- 20- 0.0 0.0 TT 40 80 120 160 m/z 2. Using the Table of IR Absorptions how could you distinguish between these two compounds in the IR? What absorbance would one compound have that the other compound does not? HO CIarrow_forwardIllustrate reaction mechanisms of alkenes with water in the presence of H2SO4, detailing each step of the process. Please show steps of processing. Please do both, I will thumb up for sure #1 #3arrow_forward
- The decomposition of dinitrogen pentoxide according to the equation: 50°C 2 N2O5(g) 4 NO2(g) + O2(g) follows first-order kinetics with a rate constant of 0.0065 s-1. If the initial concentration of N2O5 is 0.275 M, determine: the final concentration of N2O5 after 180 seconds. ...arrow_forwardDon't used hand raitingarrow_forwardCS2(g) →CS(g) + S(g) The rate law is Rate = k[CS2] where k = 1.6 × 10−6 s−¹. S What is the concentration of CS2 after 5 hours if the initial concentration is 0.25 M?arrow_forward
- CS2(g) → CS(g) + S(g) The rate law is Rate = k [CS2] where k = 1.6 × 10-6 s−1. S Calculate the half-life.arrow_forwardThe following is a first order reaction where the rate constant, k, is 6.29 x 10-3 min-*** What is the half-life? C2H4 C2H2 + H2arrow_forwardControl Chart Drawing Assignment The table below provides the number of alignment errors observed during the final inspection of a certain model of airplane. Calculate the central, upper, and lower control limits for the c-chart and draw the chart precisely on the graph sheet provided (based on 3-sigma limits). Your chart should include a line for each of the control limits (UCL, CL, and LCL) and the points for each observation. Number the x-axis 1 through 25 and evenly space the numbering for the y-axis. Connect the points by drawing a line as well. Label each line drawn. Airplane Number Number of alignment errors 201 7 202 6 203 6 204 7 205 4 206 7 207 8 208 12 209 9 210 9 211 8 212 5 213 5 214 9 215 8 216 15 217 6 218 4 219 13 220 7 221 8 222 15 223 6 224 6 225 10arrow_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
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
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