H. н Н. N. O-PP one step но он но Он но ОН UMP HO-PP エー O: Zーエ

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
Question

Uridine monophosphate (UMP) is one of the four nucleotides that compose RNA, the nucleic acid that translates the genetic information of DNA into proteins needed by cells for proper function and development. A key step in the synthesis of UMP is the SN1 reaction of A with B to form C, which is then converted to UMP in one step. Draw a stepwise mechanism for this SN1 reaction.

H.
н
Н.
N.
O-PP
one step
но
он
но
Он
но
ОН
UMP
HO-PP
エー
O:
Zーエ
Transcribed Image Text:H. н Н. N. O-PP one step но он но Он но ОН UMP HO-PP エー O: Zーエ
Expert Solution
Step 1

The step wise mechanism is as follows,

The reaction between compound A and compound proceeds through SN1 mechanism which means that generation of carbocation takes place in the reaction.

The first step involves the abstraction of proton from nitrogen atom of N-H bond by oxygen atom of –O– PP bond. This brings positive charge on oxygen atom and negative charge on nitrogen atom as shown below,

Chemistry homework question answer, step 1, image 1

steps

Step by step

Solved in 2 steps with 3 images

Blurred answer
Knowledge Booster
Reactive Intermediates
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.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY