
(a)
Interpretation: The reagents and conditions that are required for the given transformation have to be determined.
Concept Introduction:
Acetals:
Acetals are used to protect the
In this reaction acetone is protected as acetal by using ethylene glycol. Acetals are less stable compound.
In acidic condition, an aldehyde or a ketone reacts with two molecules of alcohol or a molecule of
General scheme:
Retro synthetic analysis:
It is the analysis of the synthetic starting materials for a given compound through its precursors or fragments which are known as synthons. The synthons can be obtained by logical cleavage of the
Retro analysis for acetal formation:
The retro synthetic analysis for any given acetal, enable to find that the starting materials for its formation will be alcohol in case of aliphatic acetal or diol in case of cyclic acetal as well as aldehyde or ketone.
Example:
The retro analysis for a cyclic acetal is shown here:
The given retro analysis shows that the starting materials for the formation of the acetal are a diol and formaldehyde.
General scheme:
(b)
Interpretation: A plausible mechanism for the given reaction has to be drawn.
Concept Introduction:
Acetals:
Acetals are used to protect the ketone and aldehyde (carbonyl group).
In this reaction acetone is protected as acetal by using ethylene glycol. Acetals are less stable compound.
In acidic condition, an aldehyde or a ketone reacts with two molecules of alcohol or a molecule of diol to form acetal or cyclic acetal respectively.
General scheme:
(c)
Interpretation: Based on the given keto-diol precursor, the structure of frontalin has to be drawn.
Concept Introduction:
Acetals:
Acetals are used to protect the ketone and aldehyde (carbonyl group).
In this reaction acetone is protected as acetal by using ethylene glycol. Acetals are less stable compound.
In acidic condition, an aldehyde or a ketone reacts with two molecules of alcohol or a molecule of diol to form acetal or cyclic acetal respectively.
General scheme:

Want to see the full answer?
Check out a sample textbook solution
Chapter 19 Solutions
Organic Chemistry
- Indicate how from 1,2-diaminobenzene to obtain 1-metilbenzotriazol.arrow_forward-C = C - C - + Br₂ + I" -> -C-C-c -C = C -C- + Br² + I₂ -C=C Br I + Brū + Iz -7- C - C-C- I Br Mechanism; - C = c - c - + Br - Br > - C-c-c- Br -C-C-C- + 1 - - -Ċ-Ċ'-c' - Br Br Iarrow_forwardWrite the mechanism of the esterification reaction (please show the mechanism included line pairs and arrows)arrow_forward
- How do I break down the reaction shown on the chalkboard and explain it correctly using the bromonium ion mechanism, instead of the (disproven) carbocation-based mechanismarrow_forward¿Qué the product is obtained from tetraethoxypropano and hidrazina?. Indicate the reason why the corresponding dial is used.arrow_forwardIf CH3COCH2CH(OCH3)2 is reacted with hydrazine, two isomeric products are formed. Indicate their structures and the major product.arrow_forward
- Is it possible to obtain addition derivatives to nitrogen in position 2 of pyrazoles by reaction with electrophilic agents? Reason for this.arrow_forwardStarting from 1,3-dicarbonyl derivatives to obtain isooxazoles and isothiazoles. Indicate whether synthetic methods exist.arrow_forwardIn the synthesis of benzotriazole, adding NaNO2 heats the solution. State the reason.arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY





