draw the curly arrow mechanism for this experiment, include all details like electrons, curly arrows, by products etc

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
Question

draw the curly arrow mechanism for this experiment, include all details like electrons, curly arrows, by products etc 

3. Formation of trichloroacetimidate donor
2,2,3,3'4',6,6'-Hepta-O-acetyl-B-D-lactose trichloroacetimidate (3)
OAC
ACO
LOAc
Cl3CCN
Aco
LOAC
K₂CO3
AcO
DCM
OACACO-
OAc
NH
Compound
MW (g/mol) eq
n (mmol)
d (g/ml)
Sugar (crude)
636.55
1
4.71
Trichloroacetonitrile
144.39
8.5
1.44
Potassium carbonate
138.21
3
DCM
84.93
1.33
Apparatus: 50 round bottom flask, N₂ atmosphere
Reaction temperature: RT
Reaction time:
TLC: EtOAc/Tol 1:1 + 1% NET,
Reaction molarity: 0.2 M
The crude sugar is dissolved in dry DCM, trichloroacetonitrile and potassium carbonate are added.
Stirring at RT until starting material is consumed. After complete conversion, the solution is filtered,
concentrated in vacuo (water bath not warmer than 30 °C). Crude is used directly for next reaction.
C26H36018
636.5532
OH
AcO
OACACO-
m (g)
LOAC
OAC
C28H36C13NO 18
780.9403
V (ml)
CCI
Transcribed Image Text:3. Formation of trichloroacetimidate donor 2,2,3,3'4',6,6'-Hepta-O-acetyl-B-D-lactose trichloroacetimidate (3) OAC ACO LOAc Cl3CCN Aco LOAC K₂CO3 AcO DCM OACACO- OAc NH Compound MW (g/mol) eq n (mmol) d (g/ml) Sugar (crude) 636.55 1 4.71 Trichloroacetonitrile 144.39 8.5 1.44 Potassium carbonate 138.21 3 DCM 84.93 1.33 Apparatus: 50 round bottom flask, N₂ atmosphere Reaction temperature: RT Reaction time: TLC: EtOAc/Tol 1:1 + 1% NET, Reaction molarity: 0.2 M The crude sugar is dissolved in dry DCM, trichloroacetonitrile and potassium carbonate are added. Stirring at RT until starting material is consumed. After complete conversion, the solution is filtered, concentrated in vacuo (water bath not warmer than 30 °C). Crude is used directly for next reaction. C26H36018 636.5532 OH AcO OACACO- m (g) LOAC OAC C28H36C13NO 18 780.9403 V (ml) CCI
Expert Solution
steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Types of Pericyclic Reactions
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
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