The mechanism should be drawn for the following transformation. Concept Introduction : Acetal formation : Acetal derivative of aldehyde and ketone are prepared by an acid catalyzed dehydration reaction with alcohols and diols. Acetals are germinal-diether derivatives of aldehydes or ketones . Ketone derivatives of acetal once called ketal , but in modern usages has dropped this name. Acid catalyzed formation reaction mechanism : Step-1 : An acid or base reaction, there is only a weak nucleophile we need to active the carbonyl group by protonating on O. Step2 : The nucleophilic O in the alcohol attacks the electrophilic C in the C=O, braking the pi-bond and giving the electrons to the positive O. Step-3: An acid or base reaction, deprotonation of alcoholic oxonium ion neutralizes the charging giving the hemi acetal. Step-4: In order for the –OH to leave we need to make it a better leaving group by protonation. Step 5: Using the electrons form the other O leaving group departure is facilitated. Step-6: The Nucleophilic O of the alcohol attacks the electrophilic C and the electrons of the pi- bonds to move to neutralize the charge on the positive O. Step-7 : Deprotonation of the alcoholic oxonium neutralizes the charge the charge on the positive O.

Question

None

Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 20.5, Problem 8PTS

Interpretation Introduction

Interpretation: The mechanism should be drawn for the following transformation.

Concept Introduction:

Acetal formation: Acetal derivative of aldehyde and ketone are prepared by an acid catalyzed dehydration reaction with alcohols and diols.

Acetals are germinal-diether derivatives of aldehydes or ketones.

Ketone derivatives of acetal once called ketal, but in modern usages has dropped this name.

Acid catalyzed formation reaction mechanism:

Step-1: An acid or base reaction, there is only a weak nucleophile we need to active the carbonyl group by protonating on O.

Step2: The nucleophilic O in the alcohol attacks the electrophilic C in the C=O, braking the pi-bond and giving the electrons to the positive O.

Step-3: An acid or base reaction, deprotonation of alcoholic oxonium ion neutralizes the charging giving the hemi acetal.

Step-4: In order for the –OH to leave we need to make it a better leaving group by protonation.

Step 5: Using the electrons form the other O leaving group departure is facilitated.

Step-6: The Nucleophilic O of the alcohol attacks the electrophilic C and the electrons of the pi- bonds to move to neutralize the charge on the positive O.

Step-7: Deprotonation of the alcoholic oxonium neutralizes the charge the charge on the positive O.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

None

Dr. Mendel asked his BIOL 260 class what their height was and what their parent's heights were. He plotted that data in the graph below to determine if height was a heritable trait. A. Is height a heritable trait? If yes, what is the heritability value? (2 pts) B. If the phenotypic variation is 30, what is the variation due to additive alleles? (2 pts) Offspring Height (Inches) 75 67.5 60 52.5 y = 0.9264x + 4.8519 55 60 65 MidParent Height (Inches) 70 75 12pt v V Paragraph B IUA > AT2 v V

Experiment: Each team will be provided with 5g of a mixture of acetanilide and salicylic acid. You will divide it into three 1.5 g portions in separate 125 mL Erlenmeyer flasks savıng some for melting point analysis. Dissolve the mixture in each flask in ~60mL of DI water by heating to boiling on a hotplate. Take the flasks off the hotplate once you have a clear solution and let them stand on the bench top for 5 mins and then allow them to cool as described below. Sample A-Let the first sample cool slowly to room temperature by letting it stand on your lab bench, with occasional stirring to promote crystallization. Sample B-Cool the second sample 1n a tap-water bath to 10-15 °C Sample C-Cool the third sample in an ice-bath to 0-2 °C Results: weight after recrystalization and melting point temp. A=0.624g,102-115° B=0.765g, 80-105° C=1.135g, 77-108 What is the percent yield of A,B, and C.

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 20.5, Problem 8PTS

Interpretation Introduction

Interpretation: The mechanism should be drawn for the following transformation.

Concept Introduction:

Acetal formation: Acetal derivative of aldehyde and ketone are prepared by an acid catalyzed dehydration reaction with alcohols and diols.

Acetals are germinal-diether derivatives of aldehydes or ketones.

Ketone derivatives of acetal once called ketal, but in modern usages has dropped this name.

Acid catalyzed formation reaction mechanism:

Step-1: An acid or base reaction, there is only a weak nucleophile we need to active the carbonyl group by protonating on O.

Step2: The nucleophilic O in the alcohol attacks the electrophilic C in the C=O, braking the pi-bond and giving the electrons to the positive O.

Step-3: An acid or base reaction, deprotonation of alcoholic oxonium ion neutralizes the charging giving the hemi acetal.

Step-4: In order for the –OH to leave we need to make it a better leaving group by protonation.

Step 5: Using the electrons form the other O leaving group departure is facilitated.

Step-6: The Nucleophilic O of the alcohol attacks the electrophilic C and the electrons of the pi- bonds to move to neutralize the charge on the positive O.

Step-7: Deprotonation of the alcoholic oxonium neutralizes the charge the charge on the positive O.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 20.5, Problem 8PTS

Interpretation Introduction

Interpretation: The mechanism should be drawn for the following transformation.

Concept Introduction:

Acetal formation: Acetal derivative of aldehyde and ketone are prepared by an acid catalyzed dehydration reaction with alcohols and diols.

Acetals are germinal-diether derivatives of aldehydes or ketones.

Ketone derivatives of acetal once called ketal, but in modern usages has dropped this name.

Acid catalyzed formation reaction mechanism:

Step-1: An acid or base reaction, there is only a weak nucleophile we need to active the carbonyl group by protonating on O.

Step2: The nucleophilic O in the alcohol attacks the electrophilic C in the C=O, braking the pi-bond and giving the electrons to the positive O.

Step-3: An acid or base reaction, deprotonation of alcoholic oxonium ion neutralizes the charging giving the hemi acetal.

Step-4: In order for the –OH to leave we need to make it a better leaving group by protonation.

Step 5: Using the electrons form the other O leaving group departure is facilitated.

Step-6: The Nucleophilic O of the alcohol attacks the electrophilic C and the electrons of the pi- bonds to move to neutralize the charge on the positive O.

Step-7: Deprotonation of the alcoholic oxonium neutralizes the charge the charge on the positive O.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 20.5, Problem 8PTS

Interpretation Introduction