(c) Treating lactone B with two equivalents of phenylmagnesium bromide, followed by hydrolysis in aqueous acid, gives a compound with the molecular formula C18H22O2, as shown below. Propose a structural formula for this compound. 1. PhMgBr (2 eq.) 2. H'/H>O C18H2202

(c) Treating lactone B with two equivalents of phenylmagnesium bromide, followed by hydrolysis in aqueous acid, gives a compound with the molecular formula C18H22O2, as shown below. Propose a structural formula for this compound. 1. PhMgBr (2 eq.) 2. H'/H>O C18H2202

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 45MP

See similar textbooks

Related questions

Q: A hydrocarbon reacts with oxygen in a bomb calorimeter containing 2.00 kg of water. The temperature…

Q: solution. sodium hypochlorite solution? (Round to whole numbers and label your answers

A: w/v percentage concentration = [mass of solute/ volume of solution ] x 100

Q: Which of the following (may be more than one) are true of compared to non-alkalized chocolate?…

A: A multiple choice question based on introduction to chemistry that is to be accomplished.

Q: Provide the structure of the reactants necessary to prepare the following compound using the Wittig…

A: The structure of the reactant needed to prepare the given product using wittig reaction = ?

Q: In the electrolysis of an aqueous AGNO3 solution, 0.49 g of Ag is deposited after a certain period…

Q: 1. Which of the following statements is false considering the reaction below? 2NOE + 2H2 2N2 (e) +…

A: The given rate law for the reaction is: Rate=kNO2H2

Q: oues- Radiant energy Varies indirectly withiahy a Speed frepueney Dwaveleongth फणगळण of there. none

Q: Given the reaction: Cl2 +2 KI → I2 +2 KCI, which of the following statements is/arefalse? i)…

A: Oxidation states. 1. Cl2 = 0 2. KI = K (+1) , l(-1) 3. I2 = 0 4. KCl = K(+1) + Cl(-1) The…

Q: 8. For the reaction 2 Ag + Bg = 2 Ce) Keg = 0.18 at 200°C %3D eq calculate (a) Ke for the reaction 2…

A: The given equilibrium reaction is: 2Ag+Bg⇌2Cg; Keq=0.18 ......(1)

Q: The combustion of 4.00 grams of milk in a bomb calorimeter resulted in a temperature increase of 3.4…

Q: What is the correct name for the following aromatic compound? CH-CH, Cl Er O…

A: In this question we have to tell the name of the compound.

Q: ACID-BASE EQUILIBRIA Doc Jill wants to determine the Ao of a weak acid she isolated called…

A: Answer: When a weak acid is added into water, it furnishes and these free ions conducts the…

Q: A. The Second Law of Thermodynamics Calculate the entropy change, ASºuniverse for the following…

A: Given, CO(g) + 2H2(g) ➝ CH3OH(l) Temperature (T) = 25°C = (25 + 273.15) K = 298.15 K Standard…

Q: At constant pressure, the combustion of 25.0 g of C2H6(g) releases 1300 kJ of heat. What is AH for…

Q: Calculate the pH of the above buffer after 10.00 mL of 1.000 M NaOH (0.01000 mol OH1) was added to…

Q: Which reaction has a positive AS? O Cao (s) + CO2 (g) → CaCO3 (s) O N2 (g) + 3H2 (g)→ 2NH3 (g) O…

A: Which of the following has a positive ∆S ?

Q: 1. determine oxidation number of the following: 1. Alz (CO)2 2. AGNOS 3. (HPO4)

A: As per our guidelines we can only solve first three sub-parts. Please resubmit the other questions…

Q: Identify the oxidation numbers to all the elements in each of the compound or ions Na a. Na=3 O b.…

Q: Calculate Ecell (volts) for the galvanic cell containing the reaction shown below where the…

A: Ecell is calculated using nernest equation. For this first we would calculate E°cell using standard…

Q: Match the items in the left-hand column to the items in the right-hand column by writing the…

Q: 12(g) 8. For the reaction 2 Ag) + B) Keg = 0.18 at 200°C %3D calculate (a) K for the reaction 2 C…

A: Given reaction is : 2A (g) + B (g) <----------> 2C (g) , Keq = 0.18 Calculate (a). Keq for…

Q: The freezing point of water is 0.00°C at 1 atmosphere. A student dissolves 14.50 grams of aluminum…

Q: What is the pathlength in centimeters when the molar absorptivity for a given absorbing species is…

Q: How many grams of pure Na2CO3 are weighed and dissolved in a solution if you are to prepare a o.5320…

Q: The internal energy of a system is always increased by O adding heat to the system having the system…

Q: 115.4 g of water, H2O, (molar mass is 18.02 g/mol) was heated from -11.54 °C to 135.72 °C. The…

Q: Provide an IUPAC name for the following compound: CH3 CH3 H3C -N. CH3 H3C

Q: The AU of a system that absorbs 12.4 J of heat and does 4.2 J of work on the surroundings is J. O…

A: Detail mathematical calculation is shown below to find out the change in internal energy

Q: Which reaction results to a decrease in the entropy of the system? O 4 NH3 (g) + 5 02 (2) → 4 NO (g)…

A: The entropy is the measure of degree of randomness in a molecule.

Q: What is the oxidation number of chromium in the chromate ion, CrO,2 ? Oa. +2 O b. +6 +3 O d. +8

A: 14) Compound-- CrO42- oxidation number of Cr= x = ?

Q: 8. For the reaction 2 Ag) + B) =2 C Kea = = 0.18 at 200°C %3D calculate (a) K for the reaction 2 C…

A: Answer: Stoichiometry of the reaction affects the values of equilibrium constant. In the given…

Q: What is the predicted product of the reaction shown? `NHCH3 CH;COĊCH3 excess ÓH OH `NHCH3 `NHCH3…

A: Detail mechanistic pathway is given below to find out the product

Q: Use the References to access important values if needed for this question. In a study of the…

Q: Calculate the concentration of HS in an aqueous solution of 4.04x10 2 M hydrosulfuric acid, H,S…

A: Calculate concentration of HS- in the sample ?

Q: [Review TopicCO (References) Use the References to access important values if needed for this…

Q: numerical value of the concentration of a solution

Q: Show the synthesis of 2-butanol using methyl bromide and other necessary reagents via a) Grignard…

Q: In an acid-base titration experiment, 36.44 mL of NaOH was placed in the Erlenmeyer flask and…

A: We have to predict the moles of NaOH present at end point.

Q: H Which are true for the compound? Select the correct response(s): It is anti-aromatic because it…

A: ->open shell means there is unpaired electron present. Huckel's rule -> (4n+2)πe n= 0,1,2,3...…

Q: When 2.00 grams of KMNO4 (MW = 158.0 g/mol) is dissolved into 100.0 mL of solution, what normality…

A: Given, a). Mass of KMnO4 = 2.00 g Molar mass of KMnO4 = 158.0 g/mole Volume in mL = 100.0 mL What…

Q: Washing soda (Na2CO3!xH2O), a compound used to prepare hard water for washing laundry is a hydrate.…

A: Some ionic compound (salt) contains a water molecule in their crystal lattice structure. The water…

Q: Br HC Br H3C The IUPAC name of the compound is

A: In this question we have to tell the IUPAC name of the compound.

Q: Draw the structure of b-D-galactose molecule using Haworth projection

A: Given, The structure of D-galactose molecule by using Haworth projection is:

Q: What is the likley product of the reaction sequence shown? MgBr MgBr ОН РСС H2O K,Cr207/H2SO/H2O H,O…

A: In this question we have to tell the product of the reaction.

Q: At what temperature in Kelvin will a reaction have AG = 0, when AH=-24.2 kJ/mol and AS = -55.5…

A: ∆G = 0 ; ∆H = -24.2 KJ/mol ∆S = -55.5 J/k.mol Temperature in kelvin = ?

Q: Which of the properties below apply to the polymer that forms when the following monomers react? NH2…

A: Detail description is given below

Q: Consider the following monosaccharide: CH2OH OH O OH ОН ОН The above molecule is [ Select ] v, is…

Q: Carbocations undergo 1,2-methyl shift or 1,2-hydride shift to produce a more stable intermediate.…

Q: The combustion of 3.00 grams of octane, C8H18, in a bomb calorimeter resulted in a temperature…

Concept explainers

Diol

In chemistry there are so many chemical compounds that have a hydroxyl group but a chemical compound having two hydroxyl groups (-OH) is termed as a diol. It also implies the presence of two alcohols whereas polyols contain two or more than two hydroxyl groups (-OH). Glycol or 1,2-diol is an aliphatic diol that has two alcohol groups on adjacent carbon atoms. In industries, the most commonly used diol is ethylene glycol.

Question

(c) Treating lactone B with two equivalents of phenylmagnesium bromide, followed by hydrolysis in
aqueous acid, gives a compound with the molecular formula C18H22O2, as shown below.
Propose a structural formula for this compound.
1. PhMgBr (2 eq.)
2. H'/H>O
C18H2202
bj
1o
14
10I
f6
40
&
3
4
00
(8)

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 2 images

SEE SOLUTION Check out a sample Q&A here

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

(a) State and illustrate the following :(i) Wolff-Kishner reduction (ii) Aldol condensation(b) An organic compound (A) which has characteristic odour, on treatment with NaOH forms two compounds (B) and (C). Compound (B) has the molecular formula C7H8O which on oxidation with CrO3 gives back compound (A). Compound (C) is the sodium salt of the acid. Compound (C) when heated with soda lime yields an aromatic hydrocarbon (D). Deduce the structures of (A), (B), (C) and (D). Write chemical equations for all reactions taking place.
(a) Illustrate the following name reactions by giving example :(i) Cannizzaro’s reaction(ii) Clemmensen reduction(b) An organic compound A contains 69.77% carbon, 11.63% hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollen’s reagent but forms an addition compound with sodium hydrogen sulphite and gives positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acids. Derive the possible structure of compound A.
In an aqueous solution containing sodium bicarbonate, aniline reacts quickly withbromine to give 2,4,6-tribromoaniline. Nitration of aniline requires very strong conditions,however, and the yields (mostly m-nitroaniline) are poor.(a) What conditions are used for nitration, and what form of aniline is present under theseconditions?
Give the major organic product of the following reaction sequences (d & e).
(a) Give a plausible explanation for each one of the following :(i) There are two – NH2 groups in semicarbazide. However, only one such group is involved in the formation of semicarbazones.(ii) Cyclohexanone forms cyanohydrin in good yield but 2, 4, 6-trimethylcyclohexanone does not.(b) An organic compound with molecular formula C9H10O forms 2, 4, – DNP derivative, reduces Tollens’ reagent and undergoes Cannizzaro’s reaction. On vigorous oxidation it gives 1, 2-benzene-di- carboxylic acid. Identify the compound.
Compound A has the molecular formula C14H25Br and was obtained by thereaction of sodium acetylide with 1,12-dibromododecane. On treatment ofcompound A with sodium amide, compound B (C14H24) was obtained. Ozonolysisof compound B gave the diacid HO2C(CH2)12CO2H. Catalytic hydrogenation ofcompound B over Lindlar palladium gave compound C (C14H26), andhydrogenation over platinum gave compound D (C14H28). Further, C yieldedO=CH(CH2)12CH=O on ozonolysis. Assign structures to compounds A through Dso as to be consistent with the observed transformations.
Propose and illustrate detailed mechanisms to complete the following reactions
Show how you would synthesize the following compounds, starting with benzene or toluene and any necessary acyclicreagents. Assume para is the major product (and separable from ortho) in ortho, para mixtures. p-aminobenzoic acid
Treatment of Compound E with sodium amide and then methyl iodide does not produce the desired product F but instead forms Compound G. Explain this observation.
Provide the structure of the major organic product of the following reaction and? explain the stereochemistry which results in this product. 2-Pentanol reacting with 1.) PBr3, pyridine 2.) NaCN
(−)-Hyoscyamine, an optically active drug used to treat gastrointestinal disorders, is isolated from Atropa belladonna, the deadly nightshade plant, by a basic aqueous extraction procedure. If too much base is used during isolation, optically inactive material is isolated. (a) Explain this result by drawing a stepwise mechanism. (b) Explain why littorine, an isomerisolated from the tailower plant in Australia, can be obtained optically pure regardless of the amount of base used during isolation.
Propose a feasible synthesis for diphenylacetylene from bromobenzene. Draw the reaction scheme and briefly describe the reaction.