Question

nzaldehyde via the aldol condensation. 2. What is the role of sodium hydroxide in this reaction? 3. Explain formation of the
0 0
Add a comment Improve this question Transcribed image text
Answer #1

2. As the Aldol reaction you are performing is a base-catalyzed one, so NaOH acts here as a base and abstracts the acidic hydrogen from the acetone which forms a resonance stabilized enolate anion as below-

acidic hydrogen Home 9.@gdet На с Fath enolate anion

3. if we observe the mechanism (given below), we can analyze the formation of double bonds in dibenzalacetone, Double bond is formed at Step IV where first deprotonation of CH_{2} takes place followed by the elimination of hydroxide to form the double bond i.e overall a water molecule goes out from two adjacent carbons (dehydration of alcohol).

more importages NooH Shop enolate anion CH2 - Ph IN HI 0 H Rebec liv ph CHR ph / ICH C enone CH CH Pat (Dibenzolacetone)

4.

Ph a Ph. [( Z E ph M.P.: 60°C ) / (cis, trans) (cis, cis) (Z ,Z) M.P. : <20°c Ph Ph thph (E , E ), trans, trang 02 / (trans,

5. The (E, E) isomer [Structure III] is the most stable one as there are no steric effects of the two large phenyl groups and also no interaction of the carbonyl group and phenyl which makes the system properly conjugated and planer. This is the reason why isomer III has the highest melting point and perfectly fits into crystal lattice.

Add a comment
Know the answer?
Add Answer to:
nzaldehyde via the aldol condensation. 2. What is the role of sodium hydroxide in this reaction?...
Your Answer:

Post as a guest

Your Name:

What's your source?

Earn Coins

Coins can be redeemed for fabulous gifts.

Not the answer you're looking for? Ask your own homework help question. Our experts will answer your question WITHIN MINUTES for Free.
Similar Homework Help Questions
  • Draw the aldol condensation reaction between benzaldehyde, acetone, and sodium hydroxide. 1. (2 pts) Draw the...

    Draw the aldol condensation reaction between benzaldehyde, acetone, and sodium hydroxide. 1. (2 pts) Draw the aldol condensation reaction between benzaldehyde, acetone, and sodium hydroxide. 2. (1 pts) Does sodium hydroxide serve as a reagent or a catalyst in this reaction? Explain.

  • In Organic Chem II from the Aldol Condensation lab (using 3-nitrobenzaldehyde, acetophenone, ethanol, sodium hydroxide, methanol...

    In Organic Chem II from the Aldol Condensation lab (using 3-nitrobenzaldehyde, acetophenone, ethanol, sodium hydroxide, methanol and final product 3-nitrochalcone) please help anser the following answer. Please write clear; many times it's hard to read response on Chegg-thank you. 1. There are two possible products of this aldol condensation. Draw the structure of both. 2. Explain why only one aldol product is formed in this reaction. Comment on both the reactivity of the starting materials as well as your experimental...

  • Lab 8: Preparation of an a B-Unsaturated Ketone via Michael and Aldol Condensation Reactions of a...

    please write a balanced eqaution for this reaction We were unable to transcribe this imageLab 8: Preparation of an a B-Unsaturated Ketone via Michael and Aldol Condensation Reactions of an a, B-Unsaturated Ketone via Michael and Aldol Condensation Reactions Finally, the aldol intermediate is dehydrated to form the final product, 6-ethoxycarbonyl-3,5-diphenyl-2-cyclohexenone. The a Bunsaturated ketone that is formed is very stable because of the conjugation of the double bond with both the carbonyl group and a phenyl group. CH2Et-O CH...

  • la) Consider the mixed aldol condensation reaction of 1-methylcyclopentane-1-carbaldehyde (shown below) and 3,3-dimethyl-2-butanone (shown below) in...

    la) Consider the mixed aldol condensation reaction of 1-methylcyclopentane-1-carbaldehyde (shown below) and 3,3-dimethyl-2-butanone (shown below) in the presence of sodium hydroxide Provide the expected major MIXED aldol condensation product for this reaction (can exist as E or Z isomer so you can draw either) b) Would you have to heat the reaction mixture in order for the reaction to form the aldol condensation product? Why or wh y not? 2) Consider the mixed aldol condensation reaction of 3,3-dimethyl-2-butanone (shown in...

  • Lab : Aldol Condensation Purpose.  In this lab you will conduct the Aldol condensation reaction under solid-state...

    Lab : Aldol Condensation Purpose.  In this lab you will conduct the Aldol condensation reaction under solid-state reaction conditions that will involve grinding reactants in the solid phase. You must read ahead and learn about this reaction and the chemical mechanism for the Aldol condensation. There are two possible products which are the initial Aldol or subsequent elimination product. You will need to isolate and purify your reaction product.  You will use your melting point, IR, 1H and 13C NMR spectra to...

  • Draw the different geometric isomers for dibenzalacetone (there are 3 of them). Why is the trans...

    Draw the different geometric isomers for dibenzalacetone (there are 3 of them). Why is the trans isomer formed in this experiment? The purpose of this experiment is to svnthesize dibenzalacetone (trans, trans-1. 5-diphenvl-1.4 pentadien-3-one) through the Aldol condensation of acetone with benzaldehyde. The synthesis begins bv using a strong base to generate the acetone enolate ion. Water (not shown) is formed as a byproduct. The equilibrium position of this reaction strongly favors the starting acetone, and the amount of acetone...

  • Make sure the reaction table described above is completed in your notebook.

    Prelab questions:1. Make sure the reaction table described above is completed in your notebook.2. Two benzaldehyde molecules combine with one acetone molecule in this aldol reaction. If someone uses 5.0 mL of benzaldehyde and 2.5 mL of acetone to try to improve the yield of product, is this the correct ratio of molecules so that there is no excess? Why or why not?The Aldol Reaction: Synthesis of DibenzalacetonePurpose: Introduce the student to the hands-on chemistry of carbonyl condensations.Warning: Dispose of...

  • 5) Rationalizing the stereochemical outc ome of this reaction requires an understanding of the f borohydride...

    5) Rationalizing the stereochemical outc ome of this reaction requires an understanding of the f borohydride borohydride lcohol. An three-dimensional structure of benzoin and the general reaction mechanism o reductions. As shown previously (10-1), the usual mode of activation tor reduction occurs via an intermolecular H-bond between the carbonyl group and an a intramolecular H-bond can stabilize the lowest-energy conformation of benzoin (pre and serve to activate the carbonyl for reduction, thus generating the lowest-energyt state. a) Draw the lowest-energy,...

  • Question 1 The following reaction between 2-methylbut-2-ene and hydrogen bromide (HBr) is best described as what...

    Question 1 The following reaction between 2-methylbut-2-ene and hydrogen bromide (HBr) is best described as what type of reaction? Refer to the Figure A) Addition B) Substitution C) Elimination D) Rearrangement Question 2 For the reaction in question 1, two products are possible- a major product, and a minor product. For the minor product, what is the splitting pattern for the added hydrogen (highlighted in red) that would be observed in the molecules HINMR spectrum? Refer to the Figure HBr...

  • What are the instruments that have been utilized for the review article discussions? ` 1. Introduction...

    What are the instruments that have been utilized for the review article discussions? ` 1. Introduction In recent years, nanoclays have been the object of particular interest for many scientists and researchers in chemistry, physics, engineering and biology due to their excellent properties as well as their sustain- ability [1-3]. For instance, they represent the starting point to the de velopment of smart materials for drug delivery (4-9), food packaging [10-12), environmental remediation and wastewater treatment [13], cultural heritage [14–17and...

ADVERTISEMENT
Free Homework Help App
Download From Google Play
Scan Your Homework
to Get Instant Free Answers
Need Online Homework Help?
Ask a Question
Get Answers For Free
Most questions answered within 3 hours.
ADVERTISEMENT
ADVERTISEMENT
ADVERTISEMENT