Determine the mechanism for cleavage reaction of the p-Dimethoxytrityl (DMT) ether. Concept introduction: The cleavage reaction of p-Dimethoxytrityl (DMT) takes place by the S N 1 mechanism. The S N 1 reaction is nucleophilic substitution reaction in which nucleophile is replaced by a leaving group. S N 1 indicates unimolecular, substitution and nucleophilic reaction. S N 1 reaction takes place in following two steps: Leaving group leaves and leaves behind carbocation intermediate. Nucleophilic attack on the carbocation to form final product. The stability of carbocation i.e. 3°>2°>1°, determines the rate of the reaction. Given information: The information given in the question is that the DMT ether is easily cleaved by the treatment with mild acid.

Question

1/2 - 51% + » GAY Organic Reactions Assignment /26 Write the type of reaction that is occurring on the line provided then complete the reaction. Only include the major products and any byproducts (e.g. H₂O) but no minor products. Please use either full structural diagrams or the combination method shown in the lesson. Skeletal/line diagrams will not be accepted. H3C 1. 2. CH3 A Acid OH Type of Reaction: NH Type of Reaction: + H₂O Catalyst + HBr 3. Type of Reaction: H3C 4. Type Reaction: 5. H3C CH2 + H2O OH + [0] CH3 Type of Reaction: 6. OH CH3 HO CH3 + Type of Reaction: 7. Type of Reaction: + [H]

Answer 1

Question

Chapter 28.7, Problem 11P

Interpretation Introduction

Interpretation:

Determine the mechanism for cleavage reaction of the p-Dimethoxytrityl (DMT) ether.

Concept introduction:

The cleavage reaction of p-Dimethoxytrityl (DMT) takes place by the S_N1 mechanism. The S_N1 reaction is nucleophilic substitution reaction in which nucleophile is replaced by a leaving group. S_N1 indicates unimolecular, substitution and nucleophilic reaction.

S_N1 reaction takes place in following two steps:

Leaving group leaves and leaves behind carbocation intermediate.

Nucleophilic attack on the carbocation to form final product.

The stability of carbocation i.e. 3°>2°>1°, determines the rate of the reaction.

Given information:

The information given in the question is that the DMT ether is easily cleaved by the treatment with mild acid.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

1/2 - 51% + » GAY Organic Reactions Assignment /26 Write the type of reaction that is occurring on the line provided then complete the reaction. Only include the major products and any byproducts (e.g. H₂O) but no minor products. Please use either full structural diagrams or the combination method shown in the lesson. Skeletal/line diagrams will not be accepted. H3C 1. 2. CH3 A Acid OH Type of Reaction: NH Type of Reaction: + H₂O Catalyst + HBr 3. Type of Reaction: H3C 4. Type Reaction: 5. H3C CH2 + H2O OH + [0] CH3 Type of Reaction: 6. OH CH3 HO CH3 + Type of Reaction: 7. Type of Reaction: + [H]

humbnai Concentration Terms[1].pdf ox + New Home Edit Sign in Comment Convert Page Fill & Sign Protect Tools Batch +WPS A Free Trial Share Inter Concreting Concentration forms. Hydrogen peroxide is a powerful oxidizing agent wed in concentrated solution in rocket fuels and in dilute solution as a hair bleach. An aqueous sulation of H2O2 is 30% by mass and has density of #liligime calculat the Ⓒmolality ⑥mole fraction of molarity. 20 9. B. A sample of Commercial Concentrated hydrochloric ET

If a reaction occurs, what would be the major products? Please include a detailed explanation as well as a drawing showing how the reaction occurs and what the final product is.