U-M CHEM 216 - Study Guide (4 pages)

Previewing page 1 of 4 page document View the full content.
View Full Document

Study Guide



Previewing page 1 of actual document.

View the full content.
View Full Document
View Full Document

Study Guide

70 views

Lecture Notes


Pages:
4
School:
University of Michigan
Course:
Chem 216 - Synth Org
Synth Org Documents

Unformatted text preview:

Honor s Cup Proposal Group II Jennifer Dolan Justin Zehtabzadeh James DeRosier Section 270 Title Synthesis of 1 4 7 10 Tetraazacyclododecane Cyclen Introduction The goal of this experiment is to produce 1 4 7 10 Tetraazacyclododecane using the starting materials triethylenetetramine a liquid commonly used for epoxy curing agents and N N Dimethylformamide dimethyl acetal which is used in this experiment to form carbon carbon bonds Making this molecule is a topic of interest because it is quickly becoming a necessary intermediate for the synthesis of many different medicinal agents Overall Synthetic Reaction Scheme Steps Step 1 Experimental First use a drying agent such as anhydrous MgSO4 on excess TETA 5g or more followed by a gravity filtration To a stirred solution of linear TETA 2 884g g 0 0196 mol was added N N dimethylformamide dimethyl acetal 5g 039 mol The solution was refluxed for 30 min The reaction mixture was dried in vacuo The resulting off white solid was recrystallized from THF The resulting white solid was filtered under a blanket of nitrogen and isolated in 85 yield 2 45g Note The amounts that were used within the article for this step were divided by 34 674 in order to get the starting materials on a scale that involved neither of the beginning reagents being above 5g Another alteration was the first step to dry the TETA which is added in order to make more pure TETA It is too expensive to but the better grade of TETA so it is more practical to just remove the water using a drying agent instead Warnings safety and environmental TETA health hazard rating of 3 flammability of 1 and reactivity of 0 If it is combusted it can potentially release carbon monoxide carbon dioxide and nitrogen oxides into the air but we do not plan to combust this material N N dimethylformamide dimethyl acetal Highly flammable Harmful by inhalation Irritating to eyes and skin References Argese M Brocchetta M De Miranda M Paoli P Perego F Rossi P Tetrahedron 2006 62 6855 6861



View Full Document

Access the best Study Guides, Lecture Notes and Practice Exams

Loading Unlocking...
Login

Join to view Study Guide and access 3M+ class-specific study document.

or
We will never post anything without your permission.
Don't have an account?
Sign Up

Join to view Study Guide and access 3M+ class-specific study document.

or

By creating an account you agree to our Privacy Policy and Terms Of Use

Already a member?