ii ONLY The intramolecular Aldol condensation of 2,6-heptanedione with base may produces two possibleB-hydroxyl ketones as shown in the following reaction pathway.CH,(1) OHCH,(A) 3-Methyl-2-cyclohexenone.CH,CH,(2) OHCH,2,6-Heptanedione(B) Methyl(2-methyl-1-cyclobutenyl)ketone(i)Write detailed mechanisms for both the reactions (1) and (2).(ii)Which compound (A or B) will be the major product in this reaction? Give a reason foryour answer.

Answered: Image /qna-images/answer/f45dc960-74bf-4e8a-9e01-d8451758c4c5.jpg

Answered: (ii) Which compound (A or B) will be…

Science

Chemistry

(ii) Which compound (A or B) will be the major product in this reaction? Give a reason for your answer.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter23: Carbonyl Condensation Reactions

Section23.3: Dehydration Of Aldol Products: Synthesis Of Enones

Problem 4P

See similar textbooks

Related questions

Q: UNKNOWN NUMBER Your Data Partner's Data Mass (g) of water (g) S6.181 40.366 S4.573 43.050 Too.1 Mass…

A: 1.) ∆twater can be calculate d using teq and tw. 2.) ∆tmetal can be calculated using teq and tm .…

Q: Briefly describe how you would make 500 mls of a 1X electrophoresis running buffer from a 15X stock…

A: Given: concentration of stock solution = 15 X And the concentration of final solution = 1 X And the…

Q: (69,85) A 25g ice cube (pure water) at -10°C is placed into a 115g sample of pure water at 25°C. The…

A: Heat evolved = Heat absorbed Q = m . C. ∆T Where, Q = heat change, C = specific heat, ∆T =…

Q: A 1.45 L buffer solution consists of 0.122 M butanoic acid and 0.272 M sodium butanoate. Calculate…

Q: 130 120 110 100 90 80 70 60 50 • Stable 40 Radioactive 30 20 10 10 20 30 40 50 60 70 80 90 100…

A: The plot of stable and radioactive nuclei is given by,

Q: refraction and increase in R per CH2 group? thank you so much :)) Measurement of molecular…

A: Molecular refraction = (n2-1/n2+2)×molecular wt/density n=refractive index d=density

Q: 4. Write the product and give mechanism. *CO Et (ii) -CH3 RCN/.. \PMe3 Rh Me,P

A: We have chemical reaction of organometallic chemistry.

Q: 2. Draw a product that would form when 5-(propylamino)pentanoic acid is treated with acid catalyst.

A: In this reaction amide is formed... In below reaction protonation of O is occur due to…

Q: Describe the preparation of a 250 mL of 5 M aqueous HCl solution from a 35% (v/v) concentrated…

A: Given: Concentration of final solution = 5 M Volume of final solution = 250 mL = 0.250 L…

Q: Round each number to three significant figures. 25,401 1,248,486 0.001265982…

Q: Using the equilibrium below, select the statement consistent with favorability NH NH2 NH3 NH2…

A: Given : We have to tell which statement is correct.

Q: Using the thermodynamic information in the ALEKS Data tab, calculate the standard reaction entropy…

A: 2NH3(g) ---> N2H4(g) + H2(g)

Q: If Gas X has a molar mass that is twice that of Gas Y, Gas X will have a rate of effusion that is…

Q: Write the following: a. Orbital diagram regarding the electrons Aluminum has. b. A complete electron…

A: Write the following questions of parts a-c ---

Q: w33 Co.al M, 0.0gM, o-05M, o.07M, o.09 M) with of rainy water Prepar a series of standard salutions…

A: Prepare a series of standard solutions.....(0.01M,0.03M,0.05M, 0.07M,0.09M) with a volume of 10ml of…

Q: If 25.0 grams of an aqueous solution of cobalt(II) iodide, , contains 7.38 grams of cobalt(II)…

Q: A solution containing a mixture of metal cations was treated with dilute HCl and no precipitate…

A: In the salt analysis, the metal ions (basic radical) are classified into seven group. Each group…

Q: Explain how a buffer solution of carbonic acid and bicarbonate will react when: a strong acid,…

A: pH of a buffer solution remain unchanged with addition of few drops of acid and base.

Q: Carry out the following temperature conversions. Watch Significant figures. An over the counter pain…

A: Conversion of temperature scale....

Q: Using the appropriate reagents and sequence of reactions, propose how you could get…

A: GIVEN:- Using the appropriate reagents and sequence of reactions, propose how you could get…

Q: Using the thermodynamic information in the ALEKS Data tab, calculate the standard reaction entropy…

A: The standard entropies are as follows: S°H2(g)= 130.57J/mol K, S°SO2(g) = 205.0J/mol K, S°H2O(g) =…

Q: the net chemical equation for the production of phosphoric acid from phosphorus, oxygen and water.…

A: The two steps are: Step 1: P4(l) + 5O2(g) → 2 P2O5(g) Step 2: P2O5(g) + 3H2O(l) → 2 H3PO4(l)

Q: II. Complete the following nuclear reactions with atoms and particles on the box below and identify…

Q: X represents a nonmetal atom with an atomic mass of 107.91 amu. Calculate the number of grams of…

Q: An acidic solution is 6 mM in each of the following metal lons: Pb+, Zn2+, Mn2+, cu2. see the…

Q: Find the mole fraction of neon in a mixture with total pressure 3.9 atm, volume 8.7 L, temperature…

Q: Write the electron configuration for a phosphorus anion with a charge of -3.

A: Write electronic configuration of phosphorus anion with -3 charge?

Q: 7,7 = exp((E -ET)/kT),. PROBLE 5.1 Using exp((E - ET)/kT) ;8C = Con7 (0) exp - еxp %3D Ynơn 2ND -…

Q: Label each number in each statement as an exact or measured number. A child fell and had a 4-cm…

A: => Counting numbers are exact numbers while the measurements ie. measured quantity are identified…

Q: What is the pH of a buffer prepared by combining 0.461 moles of HC2H3O2 with 0.486 moles of…

A: Given-> Moles of CH3COOH = 0.461 mole Moles of CH3COONa = 0.486 mole Volume = 531 ml

Q: Consider these reactions: Reaction 1: H2 (g) + Cl2 (g) → 2HC1(g) AH = -184.6 kJ Reaction 2: 20F2 (g)…

A: -> If ∆H =+ve => reaction is endothermic reaction. -> if ∆H = -ve => reaction is…

Q: A chemical engineer is studying the two reactions shown in the table below. In each case, he fills a…

A: The data given is, And the temperature = 39.0 oC

Q: Consider the insoluble compound nickel(II) carbonate , NiCO3 . The nickel ion also forms a complex…

A: answer of the question is given below

Q: Enter electrons as e". Use smallest possible integer coefficients. If a box is not needed, leave it…

A: Standard reduction potential: A solution with higher (more positive) reduction potential then the…

Q: What is the most proper name of the following epoxide? a. (2S)-2-(2,2-dimethylbutyl)oxirane b.…

Q: An engineer turns the temperature of a gas down, holding the volume constant at 1,250 L. Initially,…

A: Given :- Initial pressure (P1) = 295. KPa Initial temperature (T1) = 628.oC Final temperature (T2)…

Q: For each pair of concentrations, choose which one represents the more acidic solution.

Q: HCI (b)

Q: The reaction of a secondary amine and aldehyde forms which of the following? O Amide O Imine O…

Q: 1. What is a buffer? How does a buffer keep pH constant? Write the two reactions that are taking…

A: According to Handarson's equation , PH of the buffer system is given by

Q: A solution contains 0.0500 M Ca2+ and 0.0910 M Ag*. If solid Na3PO4 is added to this mixture, which…

A: According to solubility rules, All phosphates are insoluble in water except 1st group cations and…

Q: What is the balanced equation for each of the following processes? 1)Cu produces a positron. 2)"Sb…

A: Given : We have to write the equation for copper producing a positron.

Q: CHEMWORK Rubidium-87 decays by B production to strontium-87 with a half life of 4.7 x 1010 years.…

Q: Identify the compound that forms the following acetal upon treating with acid and removing water. O…

Q: [H*] = 4.78 x 10-² M

A: Calculate the pH of each of the following solutions from the information given.

Q: Hydrogen chloride decomposes to form hydrogen and chlorine, like this: 2 HCl(g) H,(g)+ Cl(g) Also, a…

A: Given, 2HCl(g) → H2(g) + Cl2(g) At equilibrium, concentration are: [HCl] = 0.73 M [H2] = 1.2 M…

Q: Calcium sulfide and water react to produce calcium hydroxide and hydrosulfuric acid. If the…

Q: What is the difference between and element and a compound?

A: element is a a pure substance which cannot be decomposed in to a simple substance compounsd is…

Q: Arrange the following compounds in order of increasing boiling point. Clear All CH3CH,CH,CH2CH20H…

A: Boiling point :- The temperature at which the vapor pressure of a liquid becomes equal to…

Q: Calculate the pH of a buffer that is 0.225 M HC2H302 and 0.314 M NaC2H3O2. The Ka for HC2H302 is 1.8…

Concept explainers

Aldehydes and Ketones

Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

Question

ii ONLY

The intramolecular Aldol condensation of 2,6-heptanedione with base may produces two possible
B-hydroxyl ketones as shown in the following reaction pathway.
CH,
(1) OH
CH,
(A) 3-Methyl-2-cyclohexenone
.CH,
CH,
(2) OH
CH,
2,6-Heptanedione
(B) Methyl(2-methyl-1-cyclobutenyl)ketone
(i)
Write detailed mechanisms for both the reactions (1) and (2).
(ii)
Which compound (A or B) will be the major product in this reaction? Give a reason for
your answer.

Expert Solution

This question has been solved!

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

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

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

The intramolecular Aldol condensation of 2,6-heptancdione with base may produces two possible Bhydroxyl ketones as shown in the following reaction pathway. CH, (1) OH CH, (A) 3-Methyl-2-cyclohexenone .CH, CH, (2) OH - CH3 2,6-Heptanedione (B) Methyl(2-methyl-1-cyclobutenyl)ketone Write detailed mechanisms for both the reactions (1) and (2).
3‑Methylbutanal undergoes an aldol reaction to form 3‑hydroxy‑2‑isopropyl‑5‑methylhexanal. Complete the mechanism for the reaction by adding missing atoms, bonds, charges, nonbonding electrons, and curved arrows
In theory, the intramolecular aldol reaction of 6-oxoheptanal could yield the three compounds shown. It turns out, though, that 1-acetylcyclopentene is by far the major product. Why are the other two compounds formed in only minor amounts? Draw a stepwise mechanism to show how all three products are formed.
(b) Why is the Claisen-Schmidt reaction a special type of aldol condensation? one of the reactants does not have a β hydrogen one of the reactants is acetone the reaction is base-catalyzed one of the reactants does not have an α hydrogen (b) Aside from having a carboxylic acid functional group, salicylic acid also has which of the following functionality? aldehyde alcohol ester phenol
The intramolecular Aldol condensation of 2,6-heptanedione with base may produces two possible B-hydroxyl ketones as shown in the following reaction pathway. CH, (1) OH CH, (A) 3-Methyl-2-cyclohexenone CH, CH, (2) Он CH, 2,6-Heptanedione (B) Methyl(2-methyl-1-cyclobutenyl)ketone (i) Write detailed mechanisms for both the reactions (1) and (2).
3-Methylbutanal undergoes an aldol reaction to form 3-hydroxy-2-isopropyl-5-methylhexanal as shown. 10% NaOH 5 °C HO Complete the mechanism for the reaction by adding missing atoms, bonds, charges, nonbonding electrons, and curved arrows. Do not delete any pre-drawn bonds, charges, or lone pairs. If you accidentally delete a vital part of the structure, use the undo button on the lower left of the drawing canvas. A. Draw curved arrows. B. A second molecule of aldehyde is introduced. Complete the product formed and Select Draw Rings More Erase draw curved arrows. H Select Draw Rings More Erase cHO H H C. Complete the structure. Then draw curved arrows. Select Draw Rings More Erase The final products H
Q1/A) Arrange the following sets of compounds in order of: 1) Increasing acidity H₂C CH₂ H₂C OCH₂CH₂ OCH₂CH3 Ph, изза паззакон показзаки здають 2) Increasing yield in cross Aldol condensation p-methyl benzaldehyde, p-methoxy benzaldehyde, benzaldehyde, p-nitro benzaldehyde 3) Stability of carbanion ion O 11 유 CH3-CN, CH3-C-OCH3. CH3-C-CH3, CH3NOz
Give the structures of the aldol products that form when each of the following compounds or mixtures is treated with NaOH. The top three compounds are aldol dimerizations and require 2 moles of the reactant listed, while the two compounds on the bottom row are being used in a mixed aldol reaction. Butanal, Cyclopentanone, and Acetophenone (PhCOCH3) p-chlorobenzaldehyde and 2,2-dimethylcyclohexanone
What reactant can be used to make this compound by an intramolecular aldol reaction? (A) (B) (C) (D) لسل H
Q/ Give the product for the following reactions: OH (1) Acetone + acetaldehyde OH (2)2 Acetone ? Q/ Give the mechanism of reactions (1) and (2). Q/ Give the mechanism of aldol condensation under the influence of dilute acid.
Provide a chemical reaction on how the following compounds can be synthesized via aldol condensation. note that the starting reactants should be benzaldehyde and a ketone
Use the reaction given below to answer the following questions. A CH₂OH B H₂O+ C + CH3NH3* D a) What are the approximate pKas of compounds A and B? b) The reaction given above is irreversible. Give a detailed explanation of the reaction and reaction mechanism. Your explanation should indicate your knowledge of the reactivity of carboxylic acid derivatives.