Answered: The 6-oxoheptanal compound forms three…

The 6-oxoheptanal compound forms three different products through the aldol cyclization reaction. Write the structures of three different products, showing their formation mechanisms. Training

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: You use the combination gas law when these variables are constant: O temperature and pressure O…

A: Boyle's Law describes the relationship between the pressure and volume of a gas at constant…

Q: The value of enthalpy of vaporization of a liquid is 32 kl mol¹. The standard enthalpy of formation…

A: The objective of this question is to calculate the standard enthalpy of formation of the vapor state…

Q: Br

A: The target molecule is an alkane and the starting material is an alkyl halide. The target molecule…

Q: For the complete combustion of decane, please calculate the value of AH°, AS° and AG°. You may…

A: In the given reaction we have to calculate the value of for the combustion of decane.The combustion…

Q: The cyclobutenyl dichloride deriviative below reacts with the powerf pentafluoride in liquid SO₂ at…

Q: What is the more intense peak of the compound 3-methylpentane in the mass spectrum? (a) m/z 71 (b)…

A: The objective of the question is to predict the more intense peak of the compound 3-methylpentane in…

Q: Predict the structure of the product formed(s) when the following triglyceride is treated with each…

A: 1.Hydrolysis of the ester Acid + alcohol2. HydrogenationAlkene to alkane3.Reductive ozonlysisAlkene…

Q: draw structure ... Draw the starting material and all three reaction intermediates, and select the…

A: The question is based on the concept of organic synthesis.We need to synthesize the product using…

Q: P atm 0.127 63.1 63.2 T Kelvin 77.4 126.0 (a) What is the normal melting point? (b) At what…

A: “Since you have posted a question with multiple sub-parts, we will solve first three sub-parts for…

Q: Determine the reagent(s) required for the bromination of cyclopentene. PBr3 Br₂ hv ROOR Br₂ H₂O HBr…

Q: Sand and that are similar in size and color are mixed together in a beaker. What would be the best…

A: Sand and iron particles that are similar in size and color are mixed in beaker.We need to write the…

Q: Draw every vector and answer the question a) 1. Which of the molecules below have molecular dipole…

A: Dipole moment tells us about the polarity of a molecule. If the net dipole moment of the molecule is…

Q: A nuclear chemist measures the mass of an artificial element. The mass is 28 pg. What is the mass in…

A: 1 picogram (pg) = 10^-12 gram (g)

Q: Steps in Preparing 300 mL of Acetate buffer with a pH of 5.06

A: An acidic buffer solution can be prepared by mixing a weak acid with its conjugate base. The pH of a…

Q: -1 -1 A sample of brass, which has a specific heat capacity of 0.375 J-g •°C is put into a…

A: specific heat capacity(c) of brass = 0.375 J/goCspecific heat capacity(c) of water = 4.18 J/goCmass…

Q: 50 kg propane (C3H8) is completely burned in 250 kg air (21 mol% O2 and 79 mol % N₂). Calculate the…

A: The mass of propane = 50 kgThe molar mass of propane = 44.1 g/molThe mass of air = 250 kgIn which 21…

Q: Which answer is the most correct between the two?

A: A reaction is spontaneous only when E°cell is positive. E°cell can be calculated as : E°cell =…

Q: Calculate the concentration in mol/L of the chemist's iron(II) bromide solution. Round your answer…

A: given-mass of FeBr2 = 111 gvolume of FeBr2 = 250 mLto find-concentration in mol/L

Q: C The pH of a solution of KOH is 9.45. What is the concentration of OH in this solution?

Q: Answer the questions below. Draw the structure for ClF5 (1) Using the electronegativity values,…

A: Since, we have solved first three parts, so i will solve the remaining parts. A molecule is polar if…

Q: The mechanism for the base-catalyzed hydration of a ketone begins with O protonation of the carbonyl…

A: The base-catalyzed hydration of ketone involves several steps. Let's break down the mechanism:Step-1…

Q: 1. Propose a mechanism for the following transformation: R COOH (1) H₂C-O, (C₂H₂)₂NH (2) H₂O,…

A: Reaction mechanism gives an exact pathway from reactant to product.Here we have to prepare an…

Q: A lab partner states, "I understand that O₂ is homoatomic and nonpolar. But the CF4 molecule…

A: When a molecule has no dipole moment, it will be nonpolar. A molecule with a dipole moment will be…

Q: Section 1.10 & 1.11: Determine the hybridization of the indicated atom .P. NH₂ CH₂ tricky question…

A: Hybridization is identified as a process that involves the intermixing of atomic orbitals of an atom…

Q: Q20 Given: K₁ of HF = 6.8 x 10-4 Ka of NH4+ = 6.3 × 10-10 Ka of HCN = 4.9 × 10-10 According to the…

A: The question addresses the determination of which salt, when dissolved in a 0.10 M solution, would…

Q: According to the following reactions, the product obtained in which option is not correct?

A: In the given question we have to decide which of the given options is incorrect.In the given…

Q: Of the following elements, which has the lowest electronegativity? O As S Sn OTI

A: Electronegativity is determined by considering two important things.1) The nuclear charge where…

Q: How many moles of beryllium are in 1.00 g?

A: The number of molecules or atoms present in the one mole of the substance is equal to the Avogadro…

Q: Outline a synthesis of the following molecules starting with ethyne and CH₂I2 as the only carbon…

A: As per our guidelines we are supposed to answer only one question hence kindly repost the other…

Q: What is the maximum amount of acid that can be added to a buffer made by mixing 0.35 moles of sodium…

A: A buffer is a solution which resists any change in pH on adding a small amount of acid or base.It is…

Q: Match the reagents to the product shown in each reaction. A B OH F E ú TO A CI D B 01 C NH₂ OH…

A: Answer:-This question is answered by using the simple concept of chemical reactions of carboxylic…

Q: Consider the following multistep synthesis. -NH₂ mild acid What is the structure of intermediate C?…

A: Information about the question

Q: Use Table 9.4 to calculate an approximate enthalpy or heat of reaction for the combustion of one…

A: The objective of the question is to calculate the volume of methane gas required to produce a…

Q: 50 kg propane (C3H8) is completely burned in 250 kg air (21 mol % O2 and 79 mol % N₂). Calculate the…

A: The objective of the question is to calculate the percentage excess of propane when it is completely…

Q: Consider the equilibrium 4NH; (g) + 502 (g) ANO (8) + 611, 0(8) Which one of the followings will…

A: The objective of the question is to determine which of the given options will shift the equilibrium…

Q: < 2:24 STARTING AMOUNT A toy top has a mass of 32.0 g Cu How many atoms Cu are in this spinning top,…

A: The objective of this question is to find out the number of atoms of Copper (Cu) in a toy top that…

Q: In the substance O2, each oxygen has an oxidation number of

A: The structure of O2 is

Q: Q6. Does the Rate Constant for the reaction between Parts B and C have the same value or are they…

A: The rate constant of a reaction, often denoted by 'k', is a fundamental parameter in the study of…

Q: What is a buffer an acidic solution a basic solution a neutral solution a solution that resists…

A: The objective of the question is to choose the correct description of a buffer.

Q: 6. Which set would have the same electron configuration? O a. 0², Ne, CI O b. S2, Cat, Ar O c. N³,…

A: The electron configuration of an atom is represented using a notation that specifies the number of…

Q: Briefly explain the effect of isotopic substitution in the rotational spectrum of diatomic molecules…

A: Molecular spectroscopy and isotopic substitution. Molecular spectroscopy is a branch of science that…

Q: HC HO CH CH C1 h Chemical formula: C1

A: The given compound is a benzene derivative. It's IUPAC omenclature is : 1,3-dichloro benzeneIt's…

Q: You mix 125 mL of 0.210 M CsOH with 50.0 mL of 0.525 M HF in a coffee-cup calorimeter, and the…

A: Volume and conc. of CsOH=125ml and 0.21MVol. and conc. HF =50 ml and. 525MInitial temperature =…

Q: o^=g²=c²=Q NaOCI -OH HNO3 H₂SO4 NO₂ NO₂ OH CH3OH H₂SO4 NO₂ OCH 3

A: The given starting material is acetophenone. It can be converted to methyl benzoate by various…

Q: For the Friedel-Crafts reaction performed in lab, the aromatic ring acts as a nucleophile while the…

A: The statement under consideration addresses a fundamental aspect of the Friedel-Crafts reaction, a…

Q: A certain liquid has a vapor pressure of 92.0 Torr at 23.0 °C and 400.0 Torr at 45.0 °C. Calculate…

Q: Nitrogen dioxide is one of the many oxides of nitrogen (often collectively called "NOx") that are of…

Q: V(acetic acid CH₂COOμ) = 10ml с = 0,271 м titrated with potassium hydroxide solution. c= 0, 253 M a)…

A: The objecive of the question is to calculate the .

Q: Which of the following molecules contains only an alcohol (or hydroxyl) functional group? • Recall…

A: functional group are reactive part of molecule, They decide chemical property of a molecule, in…

Q: How many grams of silver hydroxide can I make if I mix 55.0 mL of 2.50M of AgNO 3 with 125 ml of…

A: volume of AgNO3 = 55.0 mLvolume of NaOH = 125 mLmolarity of AgNO3 = 2.50 MMolarity of NaOH = 2.50…

Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

The 6-oxoheptanal compound forms three different products through the aldol cyclization reaction. Write the structures of three different products, showing their formation mechanisms. Training

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: Introduce the reaction

VIEW

Step 2: Introduce the pathway

VIEW

Solution

VIEW

Step by step

Solved in 3 steps with 1 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

What is the product formed when each dicarbonyl compound undergoes an intramolecular aldol reaction, followed by dehydration.
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
How does the synthesis of these two reagents work?
2 H3C H3C H C→XT OH H3C The aldol reaction is a carbonyl condensation reaction between two carbonyl partners and involves a combination of nucleophilic addition and a-substitution steps. One partner is converted into an enolate ion nucleophile and adds to the electrophilic carbonyl group of the second partner. In the classic aldol reaction, the carbonyl partners are aldehydes or ketones, although aldehydes are more reactive. The product is a ß-hydroxy carbonyl compound. base :0: OH H H Under reaction conditions slightly more vigorous than those employed for the aldol reaction, the ß-hydroxyl group is eliminated in an E1cB dehydration to give an a,ß-unsaturated carbonyl compound. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instruct ns H3C heat OH H3C :0: H + H₂O H
Predict the four possible Aldol condensation products and their dehydration products. KOH, H,O, A
Why is the Aldol reaction often called an Aldol condensation? 1) The initially formed b-hydroxy carbonyl compound loses an oxygen atom 2) The initially formed b-hydroxy carbonyl compound loses a hydrogen atom 3) The initially formed b-hydroxy carbonyl compound loses water 4) The initially formed b-hydroxy carbonyl compound loses a hydroxyl group
Draw the product formed when each dicarbonyl compound undergoes an intramolecular aldol reaction followed by dehydration, when possible.
The Stork reaction is a condensation reaction between an enamine donor and an α,β-unsaturated carbonyl acceptor. The overall reaction consists of a three-step sequence of formation of an enamine from a ketone, Michael addition to an α,β-unsaturated carbonyl compound, and hydrolysis of the enamine in dilute acid to regenerate the ketone. Consider the Stork reaction between cyclohexanone and propenal Draw the structure of the product of the enamine formed between cyclohexanone and dimethylamine. - Michael addition to an α,β-unsaturated carbonyl compound, and - hydrolysis of the enamine in dilute acid to regenerate the ketone.
The Stork reaction is a condensation reaction between an enamine donor and an a,ß-unsaturated carbonyl acceptor. The overall reaction consists of a three-step sequence of 1. formation of an enamine from a ketone, 2. Michael addition to an a,ß-unsaturated carbonyl compound, and 3. hydrolysis of the enamine in dilute acid to regenerate the ketone. Consider the Stork reaction between acetophenone and propenal. 1 Draw the structure of the product of the enamine formed between acetophenone and morpholine. 90-85 ?
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
Draw the structure of the major aldol product (prior to possible dehydration) of the following reaction without specifying stereochemistry. 0 dilute aqueous NaOH 0-5° • You do not have to consider stereochemistry. • If no reaction occurs, draw the organic starting material. ChemDoodle 3b
What is the major elimination product for the following reaction?