What is the reaction mechanism for ethyl 2,4-diphenylacetoacetate by a Claisen condensation with ethyl phenylacetate? OEtEthyl phenylacetate1) KO'Bu2) HCI aqOEtaye.+EtOHEthyl 2, 4-diphenylacetoacetateScheme 1: Synthesis of Ethyl 2,4-diphenylacetotacetate by Claisen condensation

Answered: What is the reaction mechanism for…

Science

Chemistry

What is the reaction mechanism for ethyl 2,4-diphenylacetoacetate by a Claisen condensation with ethyl phenylacetate?

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter27: Biomolecules: Lipids

Section27.SE: Something Extra

Problem 45AP: Propose a synthesis of diethylstilbestrol (Problem 27-44) from phenol and any other organic compound...

See similar textbooks

Related questions

Q: CALCULATE 1) How many grams of ointment base must be added to 30grams of 3% ointment to reduce…

A: “Since you have posted multiple questions, we will provide the solution only to the first five…

Q: Write a balanced half-reaction for the oxidation of liquid water (H₂O) to aqueous hydrogen peroxide…

A: Oxidation : Loss of electrons with an increase in the oxidation state.Balance in basic aqueous…

Q: H CrO 3 H₂SO4, H₂O A Br 2 FeBr 3 B

Q: A solution is prepared at 25 °C that is initially 0.62M in ammonia (NH₂), a weak base with K,-1.8x10…

A: The given solution contains a weak base (ammonia) and a corresponding salt (ammonium chloride) of…

Q: Given the following reactions Reactions Na(s) + Cl₂(g) → Na(g) + Cl(g) 2 Na(g) + Cl(g) → Na*(g) + Cl…

A: Answer:Extensive properties are the properties that depend on the size of the system. Enthalpy…

Q: Hydrogen chloride, HCl, dissolves readily in water (solubility> 1 M). For this process, A, H =…

A: Given :For the process >HCl (g) --> HCl (aq)Standard enthalpy change , ΔrH° ΔrH° =…

Q: Which reaction is spontaneous only at a lower temperature? O 2H₂SO (1) 2SO₂(g) + 2H₂O(g) + O₂(g)…

A: If ΔG > O means reaction is non-spontaneousIf ΔG< O means reaction is spontaneousIf ΔG = O…

Q: 3. A system initially contains 1.0 mol of H 1.0 mol of land 6.0 mol of HI in a 2.0 L container. The…

A: Answer:For the given reaction, since, is equal to zero, therefore value of the equilibrium constant…

Q: Amphetamines contain a structural fragment that is often associated with the way nerves carry…

A: Given compound is amphetamine.Amphetamine is drug used in narcolepsy.It is central nervous system…

Q: Based on the relative ΔG‡ values for the forward and reverse reactions (and assuming we haven’t…

A: The question is based on organic reactions.We need to identify the product and explain its…

Q: 2. Which of the compounds below is most likely the source of the IR spectrum show (carche one of the…

A: The question is based on the concept of organic spectroscopy. We need to analyse the spectral data…

Q: Highlight the chirality (or stereogenic) center(s) in the given compound. A compound may have one or…

Q: 6) A 0.35M solution of a CH₂NH₂ has a pH of 10.25. a) Write the K, reaction for CH₂NH₂. b) Calculate…

A: >CH3NH2 is a weak base that entraps proton in aqueous solution as follows: CH3NH2(aq)+H2O(l)…

Q: For the following reaction, Kc CO (g) + Cl₂ (g) = COCl₂(g) A reaction mixture initially contains a…

Q: 9. The rate of effusion of oxygen to an unknown gas is 0.935. What is the other gas? a) Ne b) Ar c)…

A: Rate of effusion of oxygen to other gas ,r = 0.935 Molar mass of other gas = ?

Q: When 12.49 g of butane (C4H10) reacts with oxygen according to the reaction 2C4H10(g)+1302(g)--> 8CO…

A: First calculate the number of moles of butane and then use mol-to-mol ratio to calculate the mass of…

Q: 6. A strong base, Ba(OH), has a concentration of 0.45 mol/L determine [OH-]. [H+], pH and pOH for…

Q: H Н.С HO, H -CH3 + Br₂ products

A: Bromination

Q: Draw the major product from this reaction. Use wedge and dash bonds to indicate relative…

A: The question is based on organic reactions.We need to identify the product and explain its…

Q: Match the gases to the plots: C3H8, Lr, CH3NH2, SO2.

A: answer :- velocity is inversely proportional to the, where Mm is the molar mass of the The gas.less…

Q: The best way to accomplish the following reaction is: CH3 CH3 (a) Hg(OAc)2, H₂O; NaBH4, HO™ (b) BH 3…

Q: Choose the major product of the reaction with correct regio- and stereochemistry. Br. Br Br HO HO…

A: An arrow always depicts from a region of high electron density to low electron density ; that is…

Q: ob Draw the molecules on the canvas by choosing buttons from the Tools (for bonds and charges),…

A: Organic compounds are compounds that contain carbon and hydrogen atoms. We have been given an…

Q: Write a balanced half-reaction for the reduction of nitrate ion (NO3) to gaseous nitrogen dioxide…

Q: A concentrated sulfuric acid solution is 85.5% H₂SO4 by mass and has a density of 1.69 g/mL at 25°C.…

A: Given that, Mass percent of H2SO4 = 85.5 % Density of H2SO4 solution = 1.69 g/mL Concentration of…

Q: Curved arrows are used to illustrate the flow of electrons. Using the provided starting structure,…

Q: Complete and balance the following redox reaction in acidic solution. Be sure to include the proper…

A: Answer:When during a chemical reaction oxidation and reduction take place simultaneously, then such…

Q: Which of the following aqueous solutions are good buffer systems? (Select all that apply.) O 0.20 M…

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

Q: How much water must be added to 25 mL of a 0.5 M solution to prepare a 0.1 M solution?

A: The objective of this question is to find out the volume of water that needs to be added to a given…

Q: OPTIONAL Provide a synthetic route for the following reaction OH Br several steps Br

A: The given transformation involves three steps. Conversion of alcohol to alkeneFormation of cis-diol…

Q: For each section, circle the mechanism from the two options given (E1 or E2) and draw the main…

Q: f OH NaOCI CH3COOH 3.0

A: An arrow always depicts from a region of high electron density to low electron density ; that is…

Q: Draw the product of an SN2 reaction shown below. Use a dash or wedge bond to indicate…

A: As we know that SN2 means substitution nucleophilic biomolecular reaction. In SN2 reaction, a…

Q: Draw the organic products of the reaction shown. Draw hydrogens on oxygen and nitrogen where…

A: When we react imines with HCl and water it forms carbonyl compound (aldehyde/ketone) and amines.…

Q: A sample of flammable liquid is placed into an enclosed cylinder which is then fitted with a movable…

A: Answer:The Law of energy conservation states that energy can't be created or destroyed. It can only…

Q: 4. Show the product that results from each of the following reactions. a. b. I Н Н -OH -OH -OH HO OH…

A: Bromine water oxidises aldehyde into Carboxylic acid.Alkene reacts with water in presence of acid to…

Q: Draw the major product of this reaction. Ignore inorganic byproducts. HBr (1 equiv) Drawing

A: Markovnikov's rule for alkyne states that " the negative part of the addendum will attach to the…

Q: • Draw the molecular structures of the products of one linoleic acid adducts with one singlet…

A: The singlet oxygen reverts back to triplet oxygen on reactions. Singlet oxygen acts as a dinenophile…

Q: Complete and balance the following half-reaction in acidic solution. Be sure to include the proper…

Q: Identifying constitutional isomers Check the box under each molecule in the table below that is an…

A: Isomers have the same molecular formula but different structures.

Q: Use the following reaction equation to label each species: HCO3 + C5NH5C5NH6+ + CO3²- HCO3 is the…

A: The question can be answered based on the proton transfer from one species to another. Here there is…

Q: C 1. DIBAL-H 2. H₂O

A: DIBAL-H stands for diisobutylaluminium hydride,it is an reducing agent.it reduces cyanoalkane to…

Q: Sketch valence and conductive bands for semiconductor, insulator and metal. How dopant in extrinsic…

A: Semiconductor are those materials in which the forbidden energy gap between the filled valence band…

Q: The K₂ for benzoic acid is 6.5 x 105. Calculate the pH of a 0.14 M benzoic acid solution.

A: The for benzoic acid = The concentration of the benzoic acid solution = We have to calculate the pH…

Q: Draw the major elimination and substitution products formed in this reaction. Use a dash or wedge…

A: Given that, the reaction is:

Q: Calculate the pH for each of the cases in the titration of 35.0 mL of 0.240 M KOH(aq) with 0.240 M…

A: Objective :Calculate pH at different volume of HCI added .

Q: 1. Hg(OAc)2, H₂O 2. H3O+ Select to Draw Br2 (1 equiv) Select to Draw

Q: A buffer solution is made that is 0.368 M in HCN and 0.368 M in KCN. If K₂ for HCN is 4.00 × 10-¹0,…

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

Q: 6. Which of the following is a possible set of quantum numbers that describes an electron? (a) n =…

A: According to quantum mechanics, there are four types of quantum numbers. The electrons are filled in…

Q: Draw the starting alkyne that would lead to this major product under these conditions. Drawing…

A: Alkyne gives a hydration reaction in the presence of sulfuric acid and a mercuric acid catalyst to…

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

What is the reaction mechanism for ethyl 2,4-diphenylacetoacetate by a Claisen condensation with ethyl phenylacetate?

OEt
Ethyl phenylacetate
1) KO'Bu
2) HCI aq
OEt
aye.
+
EtOH
Ethyl 2, 4-diphenylacetoacetate
Scheme 1: Synthesis of Ethyl 2,4-diphenylacetotacetate by Claisen condensation

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: Predict arrow movement

VIEW

Step 2: Explain reaction mechanism

VIEW

Solution

VIEW

Trending now

This is a popular solution!

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

When 4-dimethylaminopyridine (DMAP) is added in catalytic amounts to acetic anhydride and an alcohol, it significantly increases the rate of ester formation. The process begins with a reaction between acetic anhydride and DMAP to form a highly reactive acetylpyridinium intermediate that is more reactive than acetic anhydride itself. Propose a mechanism for this process that includes the formation and reaction of the acetylpyridinium intermediate.
The first step in the citric acid cycle of food metabolism is reaction of oxaloacetate with acetyl CoA to give citrate. Propose a mechanism, using acid or base catalysis as needed.
Draw the product formed when phenylacetic acid (C6H5CH2COOH) istreated with following reagent. With some reagents, no reaction occurs. [1] SOCl2; [2] CH3CH2CH2NH2 (excess)
Draw the product formed when phenylacetic acid (C6H5CH2COOH) istreated with following reagent. With some reagents, no reaction occurs. SOCl2
Ester group (e.g. -CO2Et) is considered a .... Ortho/Para Directing Activator Ortho/Para Directing Deactivator Meta Directing Deactivator
The following scheme shows the retrosynthetic analysis of 1-isopentylaziridine to formseries of intermediates via Functional Group Inversion (FGI). Choose the correct reagentsof N-S for the respective conversion from the given list of reagents.
Kindly draw the product that was fromed when phenylacetic acid was treated with the reagent, show the process and give some explanation. Thanks! a. [1] SOCI2; [2] CH3CH2CH2NH2 (excess) b. [1] SOCI2; [2] (CH3)2CHOH
Devise a synthesis for the following. Show intermediates for each svnthetic step.
Draw the product formed when phenylacetic acid (C6H5CH2COOH) is treated with each reagent. With some reagents, no reaction occurs. a. NaHCO3 b. NaOH c. SOCl2 d. NaCl e. NH3(1equiv) f. NH3, ∆ g. CH3OH, H2SO4 h. CH3OH, −OH i. [1] NaOH; [2] CH3COCl j. CH3NH2, DCC k. [1] SOCl2; [2] CH3CH2CH2NH2 (excess) l. [1] SOCl2; [2] (CH3)2; [2] (CH
Show how to synthesize the following compounds, using appropriate carboxylic acids and amines.ON(CH2CH3)2N,N-diethyl-meta-toluamide(DEET insect repellent)CH3 C(a)NH CacetanilideOCH3(b)CON(CH3) H 2N,N-dimethylformamide (DMF)
TRUE OR FALSE: Reductive amination is a 1-step reaction with a Nu adding to the carbonyl carbon and the intermediate is reduced by NaBH4.
What starting materials are needed to prepare 2-methylhexanoic acid [CH3CH2CH2CH2CH(CH3)COOH] using a malonic ester synthesis?