BRYN MAWR COLLEGE
Organic Chemistry Laboratory
Chemistry 212
Schedule for Semester II, Spring 2018
Bryn Mawr College

 

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Lab Manual
Dates Link to Lab Procedure Description YouTube links Write-up/Due Dates
01/22-01/25

General Lab Information

Laboratory Equipment

Sign up for lab section.

Friday Lab Lecture: Fumarase Reaction/Coupling Constant/Stereochemistry
Review of Safety

     
 
01/29-02/01

The Stereochemistry of Fumarase Mediated D2O addition to Fumarate PDF

See Moodle for Karplus Paper

Set up Fumarase rxn and Yeast Mediated Reduction

Review of Safety

Worksheet in class and Lab

Friday Lab Lecture: How Yeast Mediated Reaction Works
NMR of Homofopic enantiotopic and diastereotopic hydrogenes

Prepare your lab book for Fumarase rxn (see link for procedure) by doing the following:
  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)

Realize each lab is a little different. This lab will have a lower emphasis on mechanisms.

Acronym/pneumonic: IMMPDD ( I make molecules productively during daytime)
01/29-02/01
(con't)

The Stereoselective Reduction of Ethyl Acetoacetate using Enzymes found in Bakers Yeast pdf

Set up Yeast Mediated Dehyragese Reduction of Ethyl Aceto-Acetoatate

Come back and reincubate during week

Friday Lab Lecture: How Yeast Mediated Reaction Works
NMR of Homofopic enantiotopic and diastereotopic hydrogenes

 

Prepare your lab book for Yeast Alcohol Dehydrogenes Reduction(see link for procedure) by doing the following:

  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)

Mechanism here does not need to have to include details of enzyme.

 

 

 

 

 

 

 

02/05 - 02/08
(continued)

The Stereochemistry of Fumarase Mediated D2O addition to Fumarate PDF

Run NMR of Fumarase Mediated D2O Addition to Fumarase

Prepare your lab book for lab by doing the following (if you are starting new procedure):
  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)
Acronym/pneumonic: IMMPDD ( I make molecules productively during daytime)

Though these components are standard, some weeks in lab you are just recording data, use judgement.

02/05 - 02/08

The Stereoselective Reduction of Ethyl Acetoacetate using Enzymes found in Bakers Yeast pdf

Yeast Alcohol Dehydrogenase Mediated Reduction of Ethyl Aceto-Acetate.

Experimental work and spectral analysis

Friday Lab Lecture: More Spectrospopy Theory of Two Labs
Outline of Flutamide Synthesis

Prepare your lab book for lab by doing the following (if you are starting new procedure):
  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)
Acronym/pneumonic: IMMPDD ( I make molecules productively during daytime)

Due Worksheet for Fumarase rxn during week at instructors discretion.

Though these components are standard, some weeks in lab you are just recording data, use judgement.

 

02/12 - 02/15

Flutamide reaction pdf

Flutamide  Synthesis
Synthesis and Recrystalization

Friday Lab Lecture: Any residual work on Flutamide Rxn and Spectroscopy of Flutamide Synthesis

Prepare your lab book for lab by doing the following:

  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)
Acronym/pneumonic: IMMPDD ( I make molecules productively during daytime)

This week you have a total lab notebook set-up.

02/19 - 02/22

Flutamide reaction pdf

Recrystallize Flutamide Product
Run IR of Flutamide Product

Friday Lab Lecture: More on NMR, Enantio topic & Diastereotopic Hydrogens and splitting.
Outline of Total Synthesis project.

 

Prepare your lab book for lab by doing the following:

  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)
Acronym/pneumonic: IMMPDD ( I make molecules productively during daytime)

This week you do not have total lab set-up, just record data.

Due Yeast Alcohol Dehydrogenase Mediated Reduction of Ethyl Aceto-Acetate Report, 1 (one) per group in TA's folder at instructor's discretion.

002/26 - 03/01

Total Synthesis Project pdf

Week One (See Lab Manual)
Read this each week

Friday Lab Lecture: Mechanisms of Project, Column Chromatography
How to Write an Abstract

 

Prepare your lab book for lab by doing the following (if you are starting new procedure):

  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)

Acronym/pneumonic: IMMPDD ( I make molecules productively during daytime)

Due Flutamide Synthesis Report due at instructors discretion.
1 (one) per group.
See Lab Manual.

Though these components are standard, some weeks in lab you are just recording data, use judgement.

 

03/05 - 03/09

Total Synthesis Project pdf

Week Two (See Lab Procedure)
Read Week 3 in Manual.

Friday Lab Lecture: Mechanisms of Project

How to Write an Abstract/Intro to a Paper

You Tube

Prepare your lab book for lab by doing the following (if you are starting new procedure):

  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)
Acronym/pneumonic: IMMPDD ( I make molecules productively during daytime)

See Lab Manual.

 

03/12 to 03/22

Start 03/12 Spring Break

03/19 - 03/22

Total Synthesis Project pdf

Week Three (See Lab Procedure)

Friday Lab Lecture: How to write a journal style paper

Experimental Section

Note:Tuesday March 20th Community Day at Bryn Mawr.

LAB is is at discretion of instructor.
(talk to your instructor about logistics)
INTRO rough draft during lab hours. Please use resources that are available, Instructors/TAs.

 

Prepare your lab book for lab by doing the following (if you are starting new procedure):

  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)
Responsible for thoroughly looking up procedures thoroughly and prepping notebook as indicated in Lab Manual
See Lab Manual and Nerz notes.

Quiz at discretion of instuctor.

 

03/26 - 03/29

Total Synthesis Project pdf

Week Four (See Lab Procedure)

Friday Lab Lecture: Mechanisms of Total Synthesis
How to Write Paper II Experimential Section

Creativity 101: How to ask a question and design a question.

 

Prepare your lab book for lab by doing the following (if you are starting new procedure):

  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)
Responsible for thoroughly looking up procedure thoroughly and prepping notebook as indicated in Lab Manual
See Lab Manual and Nerz notes.

During lab come up with question and simple experiment.

 

04/02 to 04/05

Total Synthesis Project pdf

Week Five (See Lab Procedure)

Friday Lab Lecture: How to write journal style
References and Discussion
Creativity 101 How to come up with your own question to explore during last weeks of project

 

Prepare your lab book for lab by doing the following (if you are starting new procedure):

  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)

Due Rough Draft of Intro and Abstract (one per group) due to instructor at instructors discrection.

Responsible for thoroughly looking up procedure thoroughly and prepping notebook as indicated in Lab Manual.

See Lab Manual and Nerz notes.

 

04/09 - 04/12

Total Synthesis Project pdf

Week Six

Friday Lab Lecture: How to write a journal style paper
Exploring your own questions in the lab
The complex spectra of the project

 

Prepare your lab book for lab by doing the following (if you are starting new procedure):

  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)
Due Rough Draft of Experimental Section (one per group) due to instructor at instructors discretion.


Responsible for thoroughly looking up procedure thoroughly and prepping notebook as indicated in Lab Manual See Lab Manual and Nerz notes.

 

04/1 to 04/19

Total Synthesis Project pdf

Week Seven

Friday Lab Lecture: The complex spectra of Warfarin analogs

 

Prepare your lab book for lab by doing the following (if you are starting new procedure):

  • Intro (statement of purpose, big picture) 10 points
  • Main reaction (10 points)
  • Mechanism (20 points)
  • Procedure from literature with scaling and literature ref. (20 points)
  • Diagrams of apparatus (optional)
  • Data from days lab (20 points)
  • General Preparedness (notebook ready, on-time for lab and clean up) ( 20 points)
Due Rough Draft of Discussion (one per group) due during week at discretion of instructor.

Responsible for thoroughly looking up procedure thoroughly and prepping notebook as indicated in Lab Manual See Lab Manual and Nerz notes.

Responsible for turning in Discussion/Conclusion to during week at instructors discretion.

04/22 to 04/26

Total Synthesis Project pdf

Week Eight

Friday Lab Lecture: Any extra help needed

 

04/30 to 05/04

 

Due Total Synthesis Full Paper Due in class week of April 30