
EBK ORGANIC CHEMISTRY
9th Edition
ISBN: 8220100591310
Author: McMurry
Publisher: CENGAGE L
expand_more
expand_more
format_list_bulleted
Concept explainers
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 SN1 mechanism. The SN1 reaction is nucleophilic substitution reaction in which nucleophile is replaced by a leaving group. SN1 indicates unimolecular, substitution and nucleophilic reaction.
SN1 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!

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.
Chapter 28 Solutions
EBK ORGANIC CHEMISTRY
Ch. 28.1 - Draw the full structure of the DNA dinucleotide...Ch. 28.1 - Draw the full structure of the RNA dinucleotide...Ch. 28.2 - What sequence of bases on one strand of DNA is...Ch. 28.4 - Show how uracil can form strong hydrogen bonds to...Ch. 28.4 - What RNA base sequence is complementary to the...Ch. 28.4 - From what DNA base sequence was the following RNA...Ch. 28.5 - List codon sequences for the following amino...Ch. 28.5 - List anticodon sequences on the tRNAs carrying the...Ch. 28.5 - What amino acid sequence is coded by the following...Ch. 28.5 - What is the base sequence in the original DNA...
Ch. 28.7 - Prob. 11PCh. 28.7 - Prob. 12PCh. 28.SE - Identify the following bases, and tell whether...Ch. 28.SE - Identify the following nucleotide, and tell how it...Ch. 28.SE - Amine bases in nucleic acids can react with...Ch. 28.SE - The final step in DNA synthesis is deprotection by...Ch. 28.SE - The final step in the metabolic degradation of...Ch. 28.SE - One of the steps in the biosynthesis of a...Ch. 28.SE - One of the steps in the metabolic degradation of...Ch. 28.SE - One of the steps in the biosynthesis of uridine...Ch. 28.SE - Human brain natriuretic peptide (BNP) is a small...Ch. 28.SE - Human and horse insulin both have two polypeptide...Ch. 28.SE - The DNA of sea urchins contains about 32% A. What...Ch. 28.SE - The codon UAA stops protein synthesis. Why does...Ch. 28.SE - Which of the following base sequences would most...Ch. 28.SE - For what amino acids do the following...Ch. 28.SE - Prob. 27APCh. 28.SE - Prob. 28APCh. 28.SE - Draw the complete structure of the ribonucleotide...Ch. 28.SE - Draw the complete structure of the...Ch. 28.SE - Give an mRNA sequence that will code for the...Ch. 28.SE - Give an mRNA sequence that will code for the...Ch. 28.SE - What amino acid sequence is coded for by the...Ch. 28.SE - What amino acid sequence is coded for by the...Ch. 28.SE - Prob. 35APCh. 28.SE - Show the steps involved in a laboratory synthesis...Ch. 28.SE - Draw the structure of cyclic adenosine...Ch. 28.SE - Prob. 38AP
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Would the following organic synthesis occur in one step? Add any missing products, required catalysts, inorganic reagents, and other important conditions. Please include a detailed explanation and drawings showing how the reaction may occur in one step.arrow_forward(a) Sketch the 'H NMR of the following chemical including the approximate chemical shifts, the multiplicity (splitting) of all signals and the integration (b) How many signals would you expect in the 13C NMR? CH3arrow_forwardDraw the Show the major and minor product(s) for the following reaction mechanisms for both reactions and show all resonance structures for any Explain why the major product is favoured? intermediates H-Brarrow_forward
- 3. Draw ALL THE POSSBILE PRODUCTS AND THE MECHANISMS WITH ALL RESONANCE STRUCTURES. Explain using the resonance structures why the major product(s) are formed over the minor product(s). H₂SO4, HONO CHarrow_forward7. Provide the product(s), starting material(s) and/or condition(s) required for the No mechanisms required. below reaction HO + H-I CI FO Br2, FeBr3 O I-Oarrow_forward6. Design the most efficient synthesis of the following product starting from phenot Provide the reaction conditions for each step (more than one step is required) and explain the selectivity of each reaction. NO MECHANISMS ARE REQUIRED. OH step(s) CIarrow_forward
- What is the skeletal structure of the product of the following organic reaction?arrow_forwardIf 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.arrow_forwardWhat is the major organic product of the following nucleophilic acyl substitution reaction of an acid chloride below?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning


Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning