This reaction shows that an aldol-type reaction canbe performed with a deprotonated imine as thenucleophile. On hydrolysis, the product is the normalB-hydroxycarbonyl compound. Notice that LDA is usedH3CN.1. LDAНо?as the base instead of HO¯.H3CH.H.(a) Explain why HO¯ cannot be used as a base for this2.reaction.(b) Provide a detailed mechanism for this reaction,including the structure of the intermediate speciesnot shown.

Aldol-type reaction: The reaction in which enolate form of aldehyde or ketone reacts with α Carbon…

Answered: This reaction shows that an aldol-type…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter19: Enolate Anions And Enamines

Section19.9: Crossed Enolate Reactions Using Lda

Problem BQ

See similar textbooks

Similar questions

Draw the major product of the aldol condensation reaction between two of equivalents of this aldehyde with the conditions provided. Ignore inorganic byproducts. 1. H3O+, heat 2. Neutralizing work-up Drawing H Q
2. When the following pair of reactants are combined in the presence of a basic catalyst, a number of aldol addition products are possible (since both of the reactants possess an acidic alpha proton). a. b. C. CH3 + H₂C H NaOH/H₂O Draw the structures for the two possible enolate ions. Draw the structures for all possible aldol addition products (also show the enolate ion and electrophilic carbonyl compound responsible for each product). For each of the aldol addition products predicted in part b, draw the structures for all of the corresponding aldol condensation products after loss of water (if E/Z isomers are possible, show both isomers)
23. Show the complete stepwise reaction mechanism for the following Aldol condensation reaction. Use curved arrows to indicate the direction of electron flow. NaOH H,0
Draw the most likely conjugate base resulting from this acid- base reaction. Include all lone pairs. Ignore inorganic byproducts. :0: :O: NaOEt 0
Draw the major product of the aldol addition reaction between two equivalents of this ketone with the conditions provided. Ignore inorganic byproducts. 1. NaOH 2. Neutralizing work-up
Draw the major product of the aldol condensation reaction between two of these aldehydes with the conditions provided. Ignore inorganic byproducts. 1. H3O*, heat 2. H Neutralizing work-up Drawing a
Draw the major product of the aldol addition reaction between two equivalents of this ketone with the conditions provided. Ignore inorganic byproducts. 1. H3O+ 2. Neutralizing work-up &
2. Illustrate detailed mechanisms for below attempted aldol reaction. CH3 CH ? Na OH ČH3
What is the mechanism of this aldol reaction? Thank you!
Name: Self Study/Aldol Reactions 1) Predict the products of the following aldol condensations. Show the products both before and after dehydration. HO a) || b) Ph-CH2CH +PHCHO -HO 2) Predict the products of the following Claisen condensations. LOCH HO°H
a) The reaction below concerns an intramolecular Aldol condensation reaction. NaOH E CH3 H i) Redraw the above dicarbonyl compound and identify the most acidic hydrogen. ii) Draw the structure of two resonance contributors of the enolate anions derived from the above compound. iii) Propose the step-wise mechanism for the formation of the Aldol product and consequently the dehydrated product by showing all curve arrows.
Draw the major product of this aldol condensation reaction. Ignore inorganic byproducts. 1. NaOH, heat 2. Neutralizing work-up + H H ☑

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS