Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 20.SE, Problem 61AP
Interpretation Introduction
Interpretation:
How Fenclorac can be synthesized from phenylcyclohexane is to be shown.
Concept introduction:
The synthesis of Fenclorac from phenylcyclohexane involves the following steps. i) Bromination of the benzene ring ii) Conversion to a Grignard reagent iii) Reacting the Grignard reagent with formaldehyde to get a primary alcohol. iv) Oxidation of the primary alcohol to
To show:
The synthesis of Fenclorac from phenylcyclohexane.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Can you please help mne with this problem. Im a visual person, so can you redraw it, potentislly color code and then as well explain it. I know im given CO2 use that to explain to me, as well as maybe give me a second example just to clarify even more with drawings (visuals) and explanations.
Part 1. Aqueous 0.010M AgNO 3 is slowly added to a 50-ml solution containing both carbonate [co32-] = 0.105 M
and sulfate [soy] = 0.164 M anions. Given the ksp of Ag2CO3 and Ag₂ soy below. Answer the ff:
Ag₂ CO3 = 2 Ag+ caq) + co} (aq)
ksp = 8.10 × 10-12
Ag₂SO4 = 2Ag+(aq) + soy² (aq) ksp = 1.20 × 10-5
a) which salt will precipitate first?
(b)
What % of the first anion precipitated will remain in the solution.
by the time the second anion starts to precipitate?
(c) What is the effect of low pH (more acidic) condition on the separate of the carbonate and
sulfate anions via silver precipitation? What is the effect of high pH (more basic)? Provide appropriate
explanation per answer
Part 4. Butanoic acid (ka= 1.52× 10-5) has a partition coefficient of 3.0 (favors benzene) when distributed bet.
water and benzene. What is the formal concentration of butanoic acid in each phase when
0.10M aqueous butanoic acid is extracted w❘ 25 mL of benzene
100 mL of
a) at pit 5.00
b) at pH 9.00
Chapter 20 Solutions
Organic Chemistry
Ch. 20.1 - Give IUPAC names for the following compounds:Ch. 20.1 - Draw structures corresponding to the following...Ch. 20.2 - Prob. 3PCh. 20.2 - The Ka for dichloroacetic acid is 3.32 Ă— 10-2....Ch. 20.3 - Calculate the percentages of dissociated and...Ch. 20.4 - Which would you expect to be a stronger acid, the...Ch. 20.4 - Dicarboxylic acids have two dissociation...Ch. 20.4 - The pKa of p-cyclopropylbenzoic acid is 4.45. Is...Ch. 20.4 - Prob. 9PCh. 20.5 - Prob. 10P
Ch. 20.6 - Prob. 11PCh. 20.6 - How might you carry out the following...Ch. 20.7 - Prob. 13PCh. 20.7 - Prob. 14PCh. 20.8 - Cyclopentanecarboxylic acid and...Ch. 20.8 - Prob. 16PCh. 20.SE - Prob. 17VCCh. 20.SE - Prob. 18VCCh. 20.SE - The following carboxylic acid can’t be prepared...Ch. 20.SE - Electrostatic potential maps of anisole and...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Prob. 23MPCh. 20.SE - Predict the product(s) and provide the complete...Ch. 20.SE - Acid-catalyzed hydrolysis of a nitrile to give a...Ch. 20.SE - Prob. 26MPCh. 20.SE - Naturally occurring compounds called cyanogenic...Ch. 20.SE - 2-Bromo-6, 6-dimethylcyclohexanone gives 2,...Ch. 20.SE - Naturally occurring compounds called terpenoids,...Ch. 20.SE - In the Ritter reaction, an alkene reacts with a...Ch. 20.SE - Give IUPAC names for the following compounds:Ch. 20.SE - Prob. 32APCh. 20.SE - Prob. 33APCh. 20.SE - Prob. 34APCh. 20.SE - Prob. 35APCh. 20.SE - Prob. 36APCh. 20.SE - Prob. 37APCh. 20.SE - Prob. 38APCh. 20.SE - Calculate the Ka's for the following acids: (a)...Ch. 20.SE - Thioglycolic acid, HSCH2CO2H, a substance used in...Ch. 20.SE - Prob. 41APCh. 20.SE - Prob. 42APCh. 20.SE - How could you convert butanoic acid into the...Ch. 20.SE - How could you convert each of the following...Ch. 20.SE - How could you convert butanenitrile into the...Ch. 20.SE - How would you prepare the following compounds from...Ch. 20.SE - Prob. 47APCh. 20.SE - Using 13CO2 as your only source of labeled carbon,...Ch. 20.SE - Prob. 49APCh. 20.SE - Which method-Grignard carboxylation or nitrile...Ch. 20.SE - Prob. 51APCh. 20.SE - Prob. 52APCh. 20.SE - Propose a structure for a compound C6H12O2 that...Ch. 20.SE - Prob. 54APCh. 20.SE - How would you use NMR (either 13C or 1H) to...Ch. 20.SE - Prob. 56APCh. 20.SE - A chemist in need of 2,2-dimethylpentanoic acid...Ch. 20.SE - Prob. 58APCh. 20.SE - Prob. 59APCh. 20.SE - Prob. 60APCh. 20.SE - Prob. 61APCh. 20.SE - Prob. 62APCh. 20.SE - Prob. 63APCh. 20.SE - The following pKa values have been measured....Ch. 20.SE - Identify the missing reagents a-f in the following...Ch. 20.SE - Propose a structure for a compound, C4H7N, that...Ch. 20.SE - Prob. 67APCh. 20.SE - The 1H and 13C NMR spectra below belong to a...Ch. 20.SE - Propose structures for carboxylic acids that show...Ch. 20.SE - Carboxylic acids having a second carbonyl group...
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
- Calculate activation energy (Ea) from the following kinetic data: Temp (oC) Time (s) 23.0 180. 32.1 131 40.0 101 51.8 86.0 Group of answer choices 0.0269 kJ/mole 2610 kJ/mole 27.6 kJ/mole 0.215 kJ/mole 20.8 kJ/molearrow_forwardCalculate activation energy (Ea) from the following kinetic data: Temp (oC) Time (s) 23.0 180. 32.1 131 40.0 101 51.8 86.0 choices: 0.0269 kJ/mole 2610 kJ/mole 27.6 kJ/mole 0.215 kJ/mole 20.8 kJ/molearrow_forwardCalculate activation energy (Ea) from the following kinetic data: Temp (oC) Time (s) 23.0 180. 32.1 131 40.0 101 51.8 86.0arrow_forward
- Please solvearrow_forwardRank the compounds in each group below according to their reactivity toward electrophilic aromatic substitution (most reactive = 1; least reactive = 3). Place the number corresponding to the compounds' relative reactivity in the blank below the compound. a. CH₂F CH3 F b. At what position, and on what ring, is bromination of phenyl benzoate expected to occur? Explain your answer. :0: C-O phenyl benzoate 6.Consider the reaction below to answer the following questions. A B C NO₂ FeBr3 + Br₂ D a. The nucleophile in the reaction is: BODADES b. The Lewis acid catalyst in the reaction is: C. This reaction proceeds d. Draw the structure of product D. (faster or slower) than benzene.arrow_forwardPart 2. A solution of 6.00g of substance B in 100.0mL of aqueous solution is in equilibrium, at room temperature, wl a solution of B in diethyl ether (ethoxyethane) containing 25.0 g of B in 50.0 mL 9) what is the distribution coefficient of substance B b) what is the mass of B extracted by shaking 200 ml of an aqueous solution containing 10g of B with call at room temp): i) 100 mL of diethyl ether ii) 50ml of diethyl ether twice iii) 25ml of diethyl ether four timesarrow_forward
- - Rank the following groups of compounds from most acidic (1) to least acidic (4). Place the number corresponding to the compound's relative rank in the blank below the structure. a. NO₂ NO₂ CH2CH2CH2CH2OH CH3 CH3CH2CHOH CH3CH2CH2CH2OH NO₂ CH3CHCH2CH2OH b. OH OH CH₂OH CO₂H HC CN CN CNarrow_forwardGive the major organic product(s) of the following reactions or sequences of reactions. Show all relevant stereochemistry a. H MgBr 1. ether 2. H₂O* 4 COH b. 1. LIAIH, ether 2. H₂O Choose the best reagent(s) for carrying out the following conversions from the list provided below. Place the letter of the best choice in the blank to the left of the conversion. Reagents may be used more than once. a. 1. CH3MgBr, ether 2. H3O+ NaOH b. 1. PBr3 2. C. 2. 1. (CH3)3SiCl, (CH3CH2)3N CH3MgBr, ether 3. H₂O*+ 2. H3O+ e. 1. p-TosCl, pyridine f. نها g. 2. NaOH CrO3, H₂SO4, H₂O 1. NaBH4, ethanol 2. H30* h. PCC, CH2Cl2 Ovoldo-6 a. b. OH OH H OH O any organicarrow_forwardDetermine the rate law for sodium thiosulfate from the following data: [Na2S2O3] Time (s) 0.0318 230. 0.0636 57.5arrow_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
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning