E XPERIMENT 9 Stereochemistry: Enantiomers and Diastereomers.

Slides:

Advertisements

Similar presentations

Handout #6, 5.12 Spring 2003, 2/28/03 Stereochemistry stereochemistry: study of the spatial characteristics of a molecule stereocenter: atom bonded to.

Advertisements

3-dimensional Aspects of Tetrahedral Atoms

Chapter 9 INTRODUCTION TO STEREOCHEMISTRY. Isomers are compounds with the same molecular formula but not identical structures.

Unit 3 Stereochemistry.  Chirality and Stereoisomers  Configuration vs. Conformation  (R) and (S) Configurations  Optical Activity  Fischer Projections.

STEREOCHEMISTRY Dr. Clower CHEM 2411 Spring 2014 McMurry (8 th ed.) sections , 7.5.

STEREOCHEMISTRY By Puan Azduwin Khasri 8 th November 2012 By Puan Azduwin Khasri 8 th November 2012.

Chapter 5: Stereoisomers

Unit 3 – Stereochemistry

Organic Chemistry Stereochemistry. Isomers compounds with the same molecular formula but not identical structures.

The study of the three dimensional structure of molecules.

1 Stereochemistry Prof. Dr. Harno Dwi Pranowo Austrian-Indonesian Center for Computational Chemistry Chemistry Department, FMIPA UGM.

Chapter 5 Stereochemistry

Definitions o Stereochemistry refers to the 3-dimensional properties and reactions of molecules. o It has its own language and terms that need to be learned.

Chapter 6 Stereochemistry.

CHE 240 Unit IV Stereochemistry, Substitution and Elimination Reactions CHAPTER FIVE Terrence P. Sherlock Burlington County College 2004.

© Prentice Hall 2001Chapter 41 Naming Enantiomers: The R,S System of Nomenclature 1.Rank groups by atomic number of the atom bonded to the chirality center.

Stereoisomerism Nanoplasmonic Research Group Organic Chemistry Chapter 5.

Chapter 4: Stereochemistry. Introduction To Stereochemistry Consider two of the compounds we produced while finding all the isomers of C 7 H 16 : 2-methylhexame.

Stereochemistry The arrangement of atoms in space By: Dr. Manal F. Abou Taleb Organic Chemistry, 5 th Edition L. G. Wade, Jr. chapter 5.

111 Fall 2008Dr. Halligan CHM 234 Stereochemistry Chapter 5.

CH 9: Stereochemistry Renee Y. Becker CHM 2210 Valencia Community College 1.

CHE 311 Organic Chemistry I Dr. Jerome K. Williams, Ph.D. Saint Leo University.

Chirality Chirality - the Handedness of Molecules.

CHEMISTRY 2500 Topic #3: Stereochemistry Spring 2011 Dr. Susan Lait.

Isomers Isomers: different compounds with the same molecular formula Constitutional isomers: isomers with a different connectivity Stereoisomers: isomers.

CHE 311 Organic Chemistry I Dr. Jerome K. Williams, Ph.D. Saint Leo University.

Stereochemistry 1. Stereoisomerism 2. Chirality

Stereochemistry Dr. Sheppard CHEM 2411 Spring 2015

STEREOCHEMISTRY AND MOLECULAR MODELING OF CYCLOALKANES

Investigating chirality

Stereochemistry Chiral Molecules

Chapter 5 Stereochemistry

Configurational Isomers

Chapter 5 Stereochemistry: Chiral Molecules 1.

Stereochemistry Constitutional Isomers: same molecular formula, different connectivity. Stereoisomers: same molecular formula, same connectivity, different.

Chemistry 2100 Chapter 15. Enantiomers Enantiomers: Enantiomers: Nonsuperposable mirror images. –As an example of a molecule that exists as a pair of.

Chapter 5 Stereochemistry: Chiral Molecules

Stereochemistry. Required background: Shapes of molecular structures Isomers, conformers Essential for: 1. Understanding of S N 1, S N 2, E1, E2, and.

Stereochemistry. Stereochemistry: – The study of the three-dimensional structure of molecules Structural (constitutional) isomers: – same molecular formula.

Chiral Molecules Chapter 5.

Stereochemistry 240 Chem Chapter 5 1. Isomerism Isomers are different compounds that have the same molecular formula.

Structural isomers Structural isomers (constitutional isomers): Compounds with the same molecular formulas but different arrangements of the atoms. Example:

© 2016 Pearson Education, Inc. Isomers: The Arrangement of Atoms in Space Paula Yurkanis Bruice University of California, Santa Barbara Chapter 4.

Enantiomers rotate plane polarized light the same magnitude, but opposite directions. clockwise rotation – dextrarotatory (d or +) counterclockwise.

Chapter 15 Principles of Stereochemistry

Stereochemistry Stereochemistry refers to the

9. Stereochemistry.

Compounds with More Than One Chirality Center

University of California,

Stereoisomerism and Chirality Unit 5.

قسم الصناعات الكيميائيه

By: Mdm Rohazita Bahari ERT 102 Organic Chemistry

Stereoisomerism and Chirality Unit 5.

Stereoisomerism.

Stereochemistry Stereochemistry refers to the

Chapter 5 Stereochemistry: Chiral Molecules

Chapter 9 Stereochemistry.

Chapter 6 Principles of Stereochemistry ***Bring Your Model Kits to Class!***

Chapter 7 STEREOCHEMISTRY

Chapter 5 Stereochemistry: Chiral Molecules

Stereoisomerism and Chirality Unit 6.

240 Chem Stereochemistry Chapter 5.

Unit 3 – Stereochemistry

Isomers: The Arrangement of Atoms in Space University of California,

Chapter 4: Stereochemistry

240 Chem Stereochemistry Chapter 5.

Stereochemistry.

240 Chem Stereochemistry Chapter 5.

Presentation transcript:

E XPERIMENT 9 Stereochemistry: Enantiomers and Diastereomers

This experiment is NOT in the current edition of the lab manual. Each student should print a copy of the FINAL LAB REPORT sheet accessible on the Blackboard Learn course website and bring it to lab to complete. Molecular model kits will be provided for assistance, or students can bring their own to lab. There is no other PRE lab or POST lab assignment for this experiment, just the completion of the FINAL LAB REPORT sheet. T HE LAB REPORT …

Fill in the blanks using a single term from the list at the top. Use textbook for assistance if necessary.

L OCATING C HIRALITY C ENTERS Ignore sp 2 and sp hybridized centers. Ignore CH 2 and CH 3 groups. Identify any carbon atoms bearing 4 different groups. Identify the chirality centers in each of the following compounds. Mark each chirality center with a asterisk (*):

T HE LAB REPORT … Read the SKILL BUILDER section. Follow instructions given.

A SSIGNING P RIORITY AND ABSOLUTE CONFIGURATION Step 1: Identify the four atoms directly attached to the chirality center. Step 2: Assign a priority to each atom based on its atomic number. The highest atomic number =1, the lowest = 4. Step 3: If two atoms have the same atomic number, move away from the chirality center looking for the first point of difference. 14 OOOOOO CHHCHH Higher = 2 Lower =3

A SSIGNING P RIORITY AND ABSOLUTE CONFIGURATION Step 4: Redraw the chirality center showing only priorities. Step 5: Rotate the molecule so that the 4 th priority atom is on a dash. Step 5: Determine whether the sequence follows a clockwise order (R) or a counterclockwise order (S).

T HE LAB REPORT … Follow instructions given for all problems.

T HE LAB REPORT … Read the SKILL BUILDER section. Follow instructions given. Show all calculations, not just the value!

T HE LAB REPORT … Read the SKILL BUILDER section. Follow instructions given. Molecular models will be provided, or you can bring your own with you to lab!

D ETERMINING STEREOISOMERIC RELATIONSHIP Step 1: Compare the configuration at each chirality center. These two chirality centers have opposite configuration… Step 2: If only SOME of the chirality centers have opposite configuration, the compounds are DIASTEREOMERS. These two chirality centers have SAME configuration…

T HE LAB REPORT … Read the SKILL BUILDER section. Follow instructions given. Molecular models will be provided, or you can bring your own with you to lab!

I DENTIFYING MESO COMPOUNDS Example: Draw all possible stereoisomers, and then look for a plane of symmetry in any of the drawings. The presence of a plane of symmetry indicates a meso compound. Symmetry plane!

T HE LAB REPORT … Read the SKILL BUILDER section. Follow instructions given. Molecular models will be provided, or you can bring your own with you to lab!