Name. Optical Isomers
|
|
- Scarlett Blankenship
- 6 years ago
- Views:
Transcription
1 Name KEY Lab Day Optical Isomers Introduction: Stereoisomers are compounds that have the same structural formulas, but differ in their spatial arrangements. Two major types of stereoisomers are geometric isomers (cis-trans) and optical isomers (the ability to rotate plane-polarized light). In this lab, you will construct and study models of optical isomers to observe the spatial structures and the criteria for compounds which have this property. Definitions: hiral (asymmetric) carbon atom: A carbon atom that is bonded to four different atoms or groups of atoms. Superimposable molecules: When one molecule is laid on top of another molecule and all the atoms of both molecules coincide exactly, the molecules are identical. Optical activity: Molecules that have the ability to rotate planpolarized light. Enantiomers: Non-superimposable molecules that appear as mirror images of one another (right hand vs. left hand). Diastereomers: stereoisomers of the same compound, but are not enantiomers (opposites). hiral molecule: A molecule that is not superimposable on its mirror image. Meso compounds: Stereoisomers that contain chiral carbon atoms and are superimposable on their own mirror images. Projection formula: The three-dimensional and projection formulas for 1-bromo-1-chloroethane, 3l, are shown below: 1 1 l l 3 3 Three-dimensional Projection formula
2 2 arbon 1 is chiral with four different groups attached to it: 3,, l, and. In the three-dimensional formula the bonds from carbon to and l are coming out of the plane of the paper (like a hug) toward you. Likewise, in the projection formula the horizontal bonds to the and l are coming out of the plane towards you. In the three-dimensional formula the bonds from carbon to and 3 are projecting behind the plane of the paper away from you. Likewise, in the projection formula the vertical bonds to the and 3 are going behind the plane away from you. Experimental: Obtain a Model Kit containing a collection of plastic sticks and balls. The black balls with four holes drilled at angles of approximately 109.5º represent chiral carbons. The white balls represent hydrogen. The green balls represent chlorine. The red balls represent bromine or the O group. The blue balls will be used to represent the 3 group. 1-bromo-1-chloroethane, 3l can be represented then as shown below: red l white black green 3 Projection formula blue Model Kit representation Activities: A. onstruct two models of 1-bromo-1-chloroethane. heck to see if the two models are superimposable on one another. If they are superimposable, swap the position of the and l on one of the models. You should now have two models that are not superimposable. Draw these molecules so that they appear as mirror images. Put the on the top position and the 3 on the bottom, and the and l on the horizontal positions. Draw the projection formulas below (assume the chiral carbon is located where the lines cross).
3 3 Since these two molecules are not superimposable and are mirror images, they must be different compounds. These molecules are opposites or enantiomers. B. onstruct two models of lactic acid. arbon 2 is chiral OO O 1 Use a yellow ball to represent the OO group heck to see if the two models are superimposable on one another. If they are superimposable, swap the position of the and O on carbon 2 on one of the models. You should now have two models that are not superimposable. Draw these molecules so that they appear as mirror images. Put the OO on the top position and the 3 on the bottom, and the and O on the horizontal positions. Draw the projection formulas below (assume the chiral carbon is located where the lines cross).
4 onstruct two models of the compound 3l3 arbon 2 and 3 are both chiral. Position the two 3 groups on the top and bottom vertical positions. Now arrange the l on carbon 2 and the on carbon 3 so that both groups are on your right on one model and both are on your left on the other model. Draw the projection formulas below (assume the chiral carbon is located where the lines cross) onstruct two more models of the compound 3l3 Position the two 3 groups on the top and bottom vertical positions. Now arrange the l on carbon 2 on the right and the on carbon 3 on the left on one model, and the l on carbon 2 on the left and the on carbon 3 on the right on the other model. Draw the projection formulas below (assume the chiral carbon is located where the lines cross).
5 5 You now have two pairs of mirror images in these four structures. All four of these isomers are optically active. If you compare either of the first two pair with either of the second pair, you will notice although they are stereoisomers of the same compound, they are not mirror images of each other. Instead they are diastereomers D. onstruct four models of the compound 3ll3 Take two of these models and position the two 3 groups on the top and bottom vertical positions. Now arrange the l on carbon 2 on the right and the l on carbon 3 on the left on one model, and the l on carbon 2 on the left and the l on carbon 3 on the right on the other model. Draw the projection formulas below (assume the chiral carbon is located where the lines cross). Take the other two models and position the two 3 groups on the top and bottom vertical positions. Now arrange the l on carbon 2 on the right and the l on carbon 3 on the right on one model, and the l on carbon 2 on the left and the l on carbon 3 on the left on the other model. Draw the projection formula below (assume the chiral carbon is located where the lines cross).
6 6 Did you notice anything about these last pair? The last pair of models constructed are superimposable. The molecule is symmetrical about a horizontal plane passing through its center, between carbon 2 and carbon 3. The molecule shows no optical activity. Stereoisomers that contain chiral carbon atoms and are superimposable on their own mirror images are meso compounds E. Draw all projection formulas for 3l Put the 3 on the top and the l of carbon 3 on the bottom vertical positions.
7 7 F. Draw all projection formulas for 22 Use a blue or yellow ball to represent the two 2 groups and put the groups on the top and bottom vertical positions. ircle the two identical molecules. same
8 8 Question 1. For an organic compound to show optical activity, it must have at least one chiral carbon atom. Place a check mark next to the following compounds that would show optical activity. li 3l2 3l 32(3)23 32(3)223 3l2(3)3 2ll2l 2l2 * l I * l * l 3 * Draw expanded structural formulas for these condensed formulas before checking for chiral carbon atoms Question 2. The maximum number of stereoisomers for a chiral compound is given by the formula 2 n, where n is the number of chiral carbon atoms in the compound. If n = 0, the compound is not chiral. What is the maximum number of stereoisomers for the following compounds: 2l2l 0 3ll3 2=l3 2 2llOO 2 Draw expanded structural formulas for these condensed formulas before checking for chiral carbon atoms. Question 3. onstruct the following compounds using a blue ball for 3, a white ball for, a red ball for, and a yellow ball for O. Are the compounds mirror images or are they the same molecule? 1 2 l * l * l l 3 l * * l l O O 3 O ircle the correct answer: O 3 Mirror images Same molecule
Experiment 8 Optical Isomers. In this experiment you will be given the opportunity to see the 3-dimensional aspects of
Experiment 8 Optical Isomers In this experiment you will be given the opportunity to see the 3-dimensional aspects of stereochemistry and optical isomers. Previously in class you were exposed to the concept
More information4Types of Isomers. 1. Structural Isomers/(Constitutional) 2. Geometric Isomers/(Cis/Trans) 3. Optical Isomers A. Enantiomers B.
4Types of Isomers 1. Structural Isomers/(Constitutional) 2. Geometric Isomers/(Cis/Trans) 3. Optical Isomers A. Enantiomers B. Diastereomers 4Types of Isomers C 4 10 C 4 10 O O O O O O O O O O O O C 3
More informationExperiment 10 Organic Molecules: Description, Nomenclature and Modeling
Experiment 10 Organic Molecules: Description, Nomenclature and Modeling Objectives The objectives for this lab are: Part I: To learn the structures of and construct models for simple organic molecules,
More informationStereochemistry. 3-dimensional Aspects of Tetrahedral Atoms
Stereochemistry 3-dimensional Aspects of Tetrahedral Atoms Chiral Entire molecules or simply atoms that do not possess a plane of symmetry are called chiral. Conversely, the term achiral is applied to
More informationStereochemistry CHAPTER SUMMARY
2 7 2 7. Introduction APTER SUMMARY Isomers are compounds with identical molecular formulas but different structural formulas. Structural or constitutional isomers differ in the bonding arrangement of
More informationSTEREOGENIC CENTER (Chiral Center,Asymmetric Center) Atom (usually carbon) to which 4 different groups are attached: W Z C X Y
STEREOGENI ENTER (hiral enter,asymmetric enter) Atom (usually carbon) to which 4 different groups are attached: W Z X Y Many, but not all, molecules which contain a stereogenic center are chiral. (A molecule
More informationNames. Chiral: A chiral object is not superimposable upon its mirror image. A chiral object contains the property of "handedness.
CEM 241 IN-CLASS #3 MOLECULAR MODELS EXERCISE Names Stereoisomerism Construct a model containing a tetrahedral carbon (black ball) that is attached to four different atoms (use the green, orange, purple
More informationMolecular Models and Isomerism
Name Lab Day Molecular Models and Isomerism Introduction: When two or more compounds have the same molecular formula but different structural arrangements of their atoms, the various individual compounds
More informationChapter 6. Isomers and Stereochemistry
Chapter 6. Isomers and Stereochemistry Learning objectives: 1. Differentiate chiral and achiral molecules. 2. Recognize and draw structural isomers (constitutional isomers), stereoisomers including enantiomers
More informationSTEREOGENIC CENTER (Chiral Center,Asymmetric Center)
STEREOGENI ENTER (hiral enter,asymmetric enter) Atom (usually carbon) to which 4 different groups are attached: W Z X Y Many, but not all, molecules which contain a stereogenic center are chiral. (A molecule
More informationLesson 4. Molecular Geometry and Isomers II. Lesson 4 CH 3 HO H OH
Lesson 4 Molecular Geometry and Isomers II 4 Lesson 4 3 O O 3 Organic Edge A. Structural Isomers (onstitutional Isomers) 1. Structural isomers are molecules that share the same molecular formula but differ
More informationCHAPTER 26 STEREOISOMERISM SOLUTIONS TO REVIEW QUESTIONS. ƒ C Cl ƒ
EINS26-400-417.v1.qxd 11/9/07 1:13 PM Page 400 APTER 26 STEREOISOMERISM SOLUTIONS TO REVIEW QUESTIONS 1. A chiral carbon atom is one to which four different atoms or groups are attached and is a center
More information(1) Check to see if the two compounds are identical. (2) Recall the definitions of stereoisomers, conformational isomers, and constitutional isomers.
MCAT Organic Chemistry Problem Drill 04: Stereochemistry Question No. 1 of 10 Question 1. Determine the relationship of the molecules shown: O O Question #01 (A) Identical (B) Constitutional isomers (C)
More informationDue Date: 2) What is the relationship between the following compounds?
Assignment #5 Name CHEM201 Student #: Due Date: MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. 1) What type of isomers are CH3CH2OCH3 and CH3CH2CH2OH?
More information1. Make two superimposable models of bromochloroiodomethane. Position your models on your desk to prove that they are superimposable.
HM 204 Organic hemistry Introduction to Stereochemistry Recall that two models are identical if they can be superimposed without breaking bonds. Recall that conformations (conformers) are structures that
More informationExperiment 10: Molecular Models
B hemistry 162 Laboratory Manual Name Section Experiment 10: Molecular Models Modeling the shape of small organic molecules Previously we have considered molecules and ions for which one chemical formula
More informationChapter 5 Stereochemistry. Stereoisomers
Chapter 5 Stereochemistry Stereoisomers Same bonding sequence Different arrangement in space Example: OOC-C=C-COO has two geometric (cis-trans) isomers: COO COO COO COO Stereochemistry Slide 5-2 1 Chirality
More information02/07/2017. Isomerism. Structural isomerism. 1. Structural isomerism different linkages of atoms. Same molecular formula Different structural formulae
hain isomerism Position isomerism Metamerism Tautomerism Functional group isomerism Geometrical isomerism Optical isomerism 02/07/2017 Isomerism The presence of two or more compounds which has the same
More informationCHAPTER 5. Stereoisomers
CHAPTER 5 Stereoisomers We have already covered two kinds of isomerism: Constitutional Isomers (structural isomers) Stereoisomers Examples of Constitutional Isomers: Examples of Stereoisomers: Another
More informationgeometric isomers (diastereomers)
Symmetry Monarch butterfly: bilateral symmetry= mirror symmetry Whenever winds blow butterflies find a new place on the willow tree -Basho (~6-69) 5 hapter 7: Stereochemistry - three-dimensional arrangement
More informationStereochemistry Structural or constitutional isomers... have the same molecular formula but different connectivity (skeletal, positional, functional)
Stereochemistry Structural or constitutional isomers... have the same molecular formula but different connectivity (skeletal, positional, functional) Stereoisomers... have the same connectivity but a different
More informationChapter 6. Isomers and Stereochemistry
hapter 6. Isomers and Stereochemistry Learning objectives: 1. Differentiate chiral and achiral molecules. 2. Recognize and draw structural isomers (constitutional isomers), stereoisomers including enantiomers
More informationChemistry 123: Physical and Organic Chemistry Topic 1: Organic Chemistry
Concept Check: Topic 1: Conformation Winter 2009 Page 112 Concept Check: Topic 1: Conformation Winter 2009 Page 113 1 STEREOCHEMISTRY Winter 2009 Page 114 We have already covered two kinds of isomerism:
More informationSuggested answers to in-text activities and unit-end exercises Topic 8 Unit 30
Suggested answers to in-text activities and unit-end exercises In-text activities Checkpoint (page 60) 1 Any two of the following: 2 a) A 2-bromo-2-methylpropane B 1-bromobutane b) 3 4 a) position isomers
More information9. Stereochemistry: Introduction to Using Molecular Models
9. Stereochemistry: Introduction to Using Molecular Models The first part of this document reviews some of the most important stereochemistry topics covered in lecture. Following the introduction, a number
More informationSolutions 80 CHAPTER a) trans b) not stereoisomeric c) trans d) trans e) trans f) not stereoisomeric g) cis
80 CAPTE 5 killbuilder 5.9 Assigning configuration from a Fischer projection AIG TE CFIGUATI F TE CIALITY CETE I TE FLLWIG CMPUD C 2 olutions 5.1. trans not stereoisomeric trans trans trans f) not stereoisomeric
More informationOrganic Chemistry. Stereochemistry
Organic Chemistry by Nurlin Abu Samah, Dr. Md. Shaheen & Dr. Nadeem Akhtar Faculty of Industrial Sciences & Technology nurlin@ump.edu.my Chapter Description Aims The students should understand the fundamental
More informationChem!stry. Optical Isomerism
hem!stry ame: ( ) lass: Date: / / ptical Isomerism ptical isomers are compounds that share the same molecular formula, but which rotate plane polarised light in opposite directions, either clockwise or
More informationIN-CLASS PROBLEM. ChemistryOnline, STEREOCHEMISTRY OF TETRAHEDRAL CENTERS. ChemistryOnline, No Plane of Symmetry
hapter 5 Draw the structure of bromocyclopentane. Stereochemistry Reproduction or distribution of any of the content, or any of the images in this presentation is strictly prohibited without the expressed
More informationGOODLUCK TUITION CENTER FOR CHEMISTRY. 655 A 48TH STREET 9 TH SECTOR CHENNAI - 78 Ph: Cell : ISOMERISM
GOODLUCK TUITION CENTER FOR CHEMISTRY 655 A 48TH STREET 9 TH SECTOR CHENNAI - 78 Ph: 2366 3848 Cell : 9444357037 ISOMERISM 1. Mesotartaric acid is an optically inactive compound with asymmetric carbon
More informationCHEM 261 Feb. 2, Stereochemistry and Chirality
70 EM 261 eb. 2, 2017 Stereochemistry and hirality hiral object or molecule: has a non-superimposable mirror image Achiral object: not chiral, has a superimposable mirror image 1848 - Louis Pasteur separated
More informationORGANIC - BROWN 8E CH.3 - STEREOISOMERISM AND CHIRALITY.
!! www.clutchprep.com CONCEPT: TYPES OF ISOMERS Isomers are used to describe relationships between similar molecules. We can order these relationships in order of increasing similarity Page 2 CONCEPT:
More informationC 4 H 10 O. butanol. diethyl ether. different carbon skeleton different functional group different position of FG
hapter 5: Stereoisomerism- three-dimensional arrangement of atoms (groups) in space 5. verview of Isomerism Isomers: different chemical compounds with the same formula onstitutional isomers: same formula,
More informationOptical Isomerism. Types of isomerism. chemrevise.org 20/08/2013. N Goalby Chemrevise.org. Isomerism. Structural isomerism.
ptical Isomerism N Goalby hemrevise.org Types of isomerism Isomerism Structural isomerism Stereoisomerism Geometric isomerism ptical isomerism 1 ptical Isomerism ptical isomerism occurs in carbon compounds
More informationSTEREOCHEMISTRY. 2. Define the following, and tell whether or not a given compound or structure fits the description or possesses the feature.
A STUDENT SOULD BE ABLE TO: STEREOEMISTRY 1. Determine the relationship between two given structures (which may be any of the kinds below). Also, define each of the following terms, and give examples of
More informationExperiment 3 Molecular Models and Isomers
Experiment 3 Molecular Models Isomers For beginning students in organic chemistry, it usually takes some practice to visualize molecules in three dimensions. It also takes practice to recognize underst
More informationOption II: Chiral + Achiral = Optically Active Diastereomers
Option II: Chiral + Achiral = Optically Active Diastereomers What about additions to chiral alkenes? The previous examples were reactions done on achiral alkenes. What is the difference when an alkene
More information1. (3 pts) Circle the highest priority substituent of the following list:
Ch 334 Midterm #3 November 17, 2006 Code 1. (3 pts) Circle the highest priority substituent of the following list: 2. (4 pts) Rank the following groups in order of increasing priority. Place the letter
More informationLecture Topics: I. Stereochemistry Stereochemistry is the study of the three dimensional structure of molecules
Stereochemistry eading: Wade chapter 5, sections 5-- 5-7 Study Problems: 5-26, 5-3, 5-32, 5-33, 5-34 Key oncepts and Skills: assify molecules as chiral or achiral, and identify planes of symmetry. Identify
More informationSTEREOCHEMISTRY A STUDENT SHOULD BE ABLE TO:
A STUDENT SHOULD BE ABLE TO: STEREOCHEMISTRY 1. Determine the relationship between two given structures (which may be any of the kinds below). Also, define the following terms, and give examples of pairs
More information10/4/2010. Sequence Rules for Specifying Configuration. Sequence Rules for Specifying Configuration. 5.5 Sequence Rules for Specifying.
5.5 Sequence Rules for Specifying Configuration Configuration The three-dimensional arrangement of substituents at a chirality center Sequence rules to specify the configuration of a chirality center:
More informationOrganic Chemistry Chapter 5 Stereoisomers H. D. Roth
Organic Chemistry Chapter 5 Stereoisomers. D. Roth 11. Chirality of conformationally mobile systems ring compounds Monosubstituted cycloalkanes cannot have an asymmetric carbon in the ring, because there
More information240 Chem. Stereochemistry. Chapter 5
240 Chem Stereochemistry Chapter 5 1 Isomerism Isomers are different compounds that have the same molecular formula. Constitutional isomers are isomers that differ because their atoms are connected in
More informationStereochemistry. In organic chemistry, subtle differences in spatial arrangements can give rise to prominent effects.
Stereochemistry This is study of the 3 dimensional arrangement in space of molecules. In organic chemistry, subtle differences in spatial arrangements can give rise to prominent effects. E.g. the isomers
More informationLecture 4: 12.4 Isomerism
Lecture 4: 12.4 Isomerism Learning Outcomes: At the end of the lesson the students should be able to : Define isomerism. Explain constitutional isomerism. chain isomers positional isomers functional group
More informationCHEM 263 Oct 18, Do they have the same molecular formula?
EM 263 ct 8, 206 To compare the relationship of 2 structures: Do they have the same molecular formula? o ot isomers Do they have the same sequence of atoms (i.e. connectivity)? o onstitutional or tructural
More information(S)-(-)-Dopa, used to treat Parkinson's disease, and its medically ineffective (R)-(+) enantiomer
C h a p t e r F i v e: Stereoisomerism N 2 2 N (S)-(-)-Dopa, used to treat Parkinson's disease, and its medically ineffective (R)-(+) enantiomer CM 321: Summary of Important Concepts YConcepts for Chapter
More informationChemistry 102 Organic Chemistry: Introduction to Isomers Workshop
Chemistry 102 Organic Chemistry: Introduction to Isomers Workshop What are isomers? Isomers are molecules with the same molecular formula, but different arrangements of atoms. There are different types
More informationSTEREOCHEMISTRY A STUDENT WHO HAS MASTERED THE MATERIAL IN THIS SECTION SHOULD BE ABLE TO:
STEREOEMISTRY A STUDENT WO AS MASTERED TE MATERIAL IN TIS SETION SOULD BE ABLE TO: 1. Determine the relationship between two given structures (which may be any of the kinds below). Also, define each of
More informationCopyright 2009 James K Whitesell
Copyright 2009 James K Whitesell 5-1 These two molecules, cyclopropylcyclopentane and cyclobutycyclobutane have the same number of carbon and hydrogen atoms and thus they are constitutional isomers. 5-2
More informationa. Does the model have a plane of symmetry? Yes No The central carbon is said to be a stereocenter, stereogenic center, or chiral carbon.
Name: TA Name Lab Section: Day Time OPTICAL ISOMERISM 1. Construct a model that has a central carbon atom with 4 different colored spheres attached to it, representing four different atoms or groups. Draw
More informationChem 341 Jasperse Ch. 9 Handouts 1
Chem 341 Jasperse Ch. 9 andouts 1 Ch. 9 Stereochemistry Stereoisomers have the same condensed formulas and basic bonding sequence, but have different 3-dimensional shape and cannot be interconverted 9.1,2
More informationLecture 8: September 13, 2012
CHM 223 Organic Chemistry I Fall 2012, Des Plaines Prof. Chad Landrie Lecture 8: September 13, 2012 Skillbuilder 2 Ch. 5: Stereochemistry (Sec8ons 5.1-5.5) CHM 223 Organic Chemistry I Fall 2012, Des Plaines
More informationMOLECULAR MODELS : STEREOISOMERS
MM.1 MOLEULAR MODELS : STEREOISOMERS Note: No pre-laboratory summary is required for this experiment, but there are some topics you most probably need to review from 351 and you may want to start work
More informationCHEM J-10 June The structure of ( )-linalool, a commonly occurring natural product, is shown below.
CEM1102 2014-J-10 June 2014 The structure of ( )-linalool, a commonly occurring natural product, is shown below. 4 What is the molecular formula of ( )-linalool? C 10 18 O Which of the following best describes
More informationExam 2 Chem 109a Fall 2004
Exam 2 Chem 109a Fall 2004 Please put your name and perm number on both the exam and the scantron sheet. Next, answer the following 34 multiple-choice questions on the scantron sheet. Then choose one A-type
More informationOrganic Chemistry. Chemical Bonding and Structure (2)
For updated version, please click on http://ocw.ump.edu.my Organic Chemistry Chemical Bonding and Structure (2) by Dr. Seema Zareen & Dr. Izan Izwan Misnon Faculty of Industrial Science & Technology seema@ump.edu.my
More informationE30 ENANTIOMERS Chirality in organic chemistry
E30 ENANTIMERS hirality in organic chemistry TE TASK To investigate the nature of chirality in organic chemistry. TE SKILLS By the end of the experiment you should be able to: use molecular modelling kits
More informationISOMERISM - A general survey
Isomerism 1 ISOMERISM - A general survey STRUTURAL ISOMERS have the same molecular formula but different structural formulae They occur due to variations in... the carbon skeleton AIN ISOMERISM 2 2 positions
More informationStereochemistry. Based on McMurry s Organic Chemistry, 6 th edition
Stereochemistry Based on McMurry s Organic Chemistry, 6 th edition Stereochemistry! Some objects are not the same as their mirror images (technically, they have no plane of symmetry)! A right-hand glove
More informationTopic 5 Stereochemistry and optical isomers Isomerism
Topic 5 Stereochemistry and optical isomers Isomerism Recap lassification of isomers same molecular formula onstitutional Different nature/sequence of bonds Stereoisomers Different arrangement of groups
More informationChapter 21: Hydrocarbons Section 21.3 Alkenes and Alkynes
Section 21.1 Introduction to Hydrocarbons Section 1 Objectives: Explain the terms organic compound and organic chemistry. Section 21.2 Alkanes Chapter 21: Hydrocarbons Section 21.3 Alkenes and Alkynes
More informationCSUS - CH6B Fischer projection and R/S configurations Instructor: J.T., P: 1. a) Fischer Projection can be rotated by 180 only!
CSUS - C6B Fischer projection and R/S configurations Instructor: J.T., P: () Fischer Projection: orizontal line is coming out of the plane of the page. Vertical line is going back behind of the plane of
More informationCH 3. Section Resources
22.3 1 FOCUS Objectives 22.3.1 Explain why structural isomers have different properties. 22.3.2 Describe the conditions under which geometric isomers are possible. 22.3.3 Identify optical isomers. Guide
More informationIsomerism. Introduction
Isomerism Introduction The existence of two or more compounds with same molecular formula but different properties (physical, chemical or both) is known as isomerism; and the compounds themselves are called
More informationAssigning Stereochemistry I What is stereochemistry?
S. Lievens, March 0 University of alifornia, Davis For use in UDavis hemistry 8/8 Series Assigning Stereochemistry I What is stereochemistry? Types of isomers As organic molecules get larger (more than
More information4 1,2,3 - Clockwise 1,2,3 - Counterclockwise S
Assigning Stereochemistry using Fischer Projections: Fischer projections can be used to assign stereochemistry. If the th (lowest) priority group is vertical the other three groups will show clockwise
More informationMOLECULAR MODELS EXPERIMENT
5 Text Reference Section 16.3 MOLECULAR MODELS EXPERIMENT PURPOSE To investigate the three-dimensional shapes of molecules by building molecular models. Time Required 30 minutes Objectives Construct threedimensional
More informationChemistry 210 Organic Chemistry I Fall Semester 2000 Dr. Rainer Glaser
hemistry 210 rganic hemistry I Fall Semester 2000 Dr. Rainer Glaser Examination #2 Alkyl alides: Their Synthesis by alogenation of Alkanes and Their Nucleophilic Substitution Reactions. Friday, ctober
More informationEliel, E.L.: Wilen, S.H. Stereochemistry of Organic Compounds, Wiley, New York, 1994.
Chem 233 Course Glossary George O Doherty For an authoritative treatment of Organic stereochemistry see: Eliel, E.L.: Wilen, S.H. Stereochemistry of Organic Compounds, Wiley, New York, 1994. Relationships
More informationExp 08: Organic Molecules
Exp 08: Organic Molecules 109.5 109.5 Exp 08: Organic Molecules Part A: Representing Organic Molecules Part E: Functional Groups Formula to Model Explore different ways to draw and sketch, to represent
More informationChapter 5: Stereoisomerism
hapter 5: Stereoisomerism [Sections: 5.1-5.9] 1. dentifying Types of somers Same MolecularFormula? A B compounds are not isomers Same onnectivity? D E constitutional isomers have different names (parent
More informationOrganic Chemistry. M. R. Naimi-Jamal. Faculty of Chemistry Iran University of Science & Technology
Organic Chemistry M. R. Naimi-Jamal Faculty of Chemistry Iran University of Science & Technology Chapter 6. Stereochemistry Based on McMurry s Organic Chemistry, 6 th edition Stereochemistry Some objects
More informationIsomerism in Alkanes, Haloalkanes, and Alkenes using Molecular Models
EXPERIMENT 1 Isomerism in Alkanes, aloalkanes, and Alkenes using Molecular Models Materials Needed - Molecular model kit Relevant Textbook Reading Denniston, chap 11.2-11.4, 12.1-12.3 Background In uncharged,
More information22.3. Lesson 22.3 Isomers. Overview
22.3 Lesson 22.3 Isomers Objectives 22.3.1 Explain how the properties of constitutional isomers differ. 22.3.2 Identify two types of stereoisomers. Lesson Links Ch. 22 Core TR: Section 3 Review Ch. 22
More informationExperiment 6. Stereochemistry
Experiment 6. Stereochemistry Introduction Organic molecules with the same molecular formula but different arrangements of atoms are called isomers. Structural isomers are different because the location
More informationAssign (R) or (S) configurations to the chiral carbons in the following molecules: enantiomers
CAPTER 5: STERECEMISTRY (cont.) Assign (R) or (S) configurations to the chiral carbons in the following molecules: 3 C 3 C N 2 Molecules With Multiple Chiral Atoms. 1-chloro-2-methylcyclohexane has four
More informationMULTIPLE CHOICE QUESTIONS Stereochemistry
MULTPLE COCE QUESTONS Stereochemistry Topic: dentifications and Comparisons Answers on page 10 1. Which of the following is the enantiomer of the following substance? C 3 C 3 C 3 C 3 A) B) C) D) t does
More informationChapter 5 Stereochemistry
Chapter 5 Stereochemistry References: 1. Title: Organic Chemistry (fifth edition) Author: Paula Yurkanis Bruice Publisher: Pearson International Edition 2. Title: Stereokimia Author: Poh Bo Long Publisher:
More informationChapter 24 From Petroleum to Pharmaceuticals
hapter 24 From Petroleum to Pharmaceuticals 24.1 Petroleum Refining and the ydrocarbons 24.2 Functional Groups and Organic Synthesis 24.3 Pesticides and Pharmaceuticals IR Tutor and Infrared Spectroscopy
More informationChemistry 234 (Organic I review) George A. O Doherty Please also refer to the Alkene Addition handout
Chemistry 234 (Organic I review) George A. O Doherty Please also refer to the Alkene Addition handout So far we have built upon our understanding of the questions I and II, which deal with the number of
More informationChapter 6 Principles of Stereochemistry
6.1 (a) This compound is chiral. Methane is achiral. Instructor Supplemental Solutions to Problems 2010 Roberts and Company Publishers Chapter 6 Principles of Stereochemistry Solutions to In-Text Problems
More informationCH 3 C 2 H 5. Tetrahedral Stereochemistry
Ch 5 Tetrahedral Stereochemistry Enantiomers - Two non-superimposable mirror image molecules - They are stereoisomers with the same atoms and bonds, but different spatial geometries. - The two molecules
More informationExam Analysis: Organic Chemistry, Midterm 1
Exam Analysis: Organic Chemistry, Midterm 1 1) TEST BREAK DOWN: There are three independent topics covered in the first midterm, which are hybridization, structure and isomerism, and resonance. The test
More informationCHEM 261 Feb. 2, Pheromone: from Greek pherein horman meaning to carry excitement. Only about 50 % of the population can smell this compound
70 EM 61 eb., 017 Pheromone: from Greek pherein horman meaning to carry excitement O Only about 50 % of the population can smell this compound omenclature of Alkynes Rules: - ind longest chain with max
More informationPRESENTATION ISOMERISM. Dr. Susmita Bajpai
PRESENTATION OF ISOMERISM Dr. Susmita Bajpai Department Chemistry B.N.D. College, Kanpur ISOMERISM What is isomerism:- The compounds which have the some molecular formula but differ from each other in
More informationCHE 321 Summer 2010 Exam 2 Form Choose the structure(s) that represent cis-1-sec-butyl-4-methylcyclohexane. I II III
CE 321 Summer 2010 Exam 2 orm 2 Multiple Choice Questions: 60 points 1. Choose the structure(s) that represent cis-1-sec-butyl-4-methylcyclohexane. I II III (A) I only (B) II only (C) I and II only II
More informationThree-Dimensional Structures of Drugs
Three-Dimensional Structures of Drugs Moore, T. (2016). Acids and Bases. Lecture presented at PHAR 422 Lecture in UIC College of Pharmacy, Chicago. Chiral drugs are sometimes sold as one enantiomer (pure
More informationORGANIC CHEMISTRY CHEM 2210 SECOND REVIEW EXAM FALL *A*
ORGANI EMISTRY EM 2210 SEOND REVIEW EXAM ALL 1999 - *A* 1. What is the IUPA name of the compound shown? O A. cis-1-chloro-4-cyclohexanol B. cis-4-chlorocyclohexanol. trans-1-chloro-4-cyclohexanol trans-4-chlorocyclohexanol
More informationAnswer the following questions 1. Define the following : [ ( 6x2) + ( 2x4)= 20 mark]
Benha University Time : 2 hrs. Faculty of Science 1 st Term (2014/2015) Chemistry Department Date : 1 /1/2015 (Jun.2014) Organic photo and Stereochemistry Final Exam. ( 415 Ch.) ; for 4 th level Answer
More informationChapter 4: Stereochemistry
Chapter 4: Stereochemistry Introduction To Stereochemistry Consider two of the compounds we produced while finding all the isomers of C 7 16 : C 3 C 3 2-methylhexane 3-methylhexane C 2-methylhexane Bu
More informationChapter 5 Stereochemistry
Organic Chemistry, Second Edition Janice Gorzynski Smith University of Hawai i Chapter 5 Stereochemistry Prepared by Rabi Ann Musah State University of New York at Albany Copyright The McGraw-Hill Companies,
More informationOnce familiar with chiral centers, models, drawings and mental images NOW: Final representation of chiral centers: Fischer Projections
Once familiar with chiral centers, models, drawings and mental images NOW: Final representation of chiral centers: Fischer Projections Fischer Projections are 2-dimensional representations of 3-dimensional
More informationAliphatic Hydrocarbons Anthracite alkanes arene alkenes aromatic compounds alkyl group asymmetric carbon Alkynes benzene 1a
Aliphatic Hydrocarbons Anthracite alkanes arene alkenes aromatic compounds alkyl group asymmetric carbon Alkynes benzene 1a Hard coal, which is high in carbon content any straight-chain or branched-chain
More informationH 3 C. staggered H 2 C
EMISTRY 104 elp Sheet #3 Organic-Part II: ISOMERS (Text: h 2: 2.9, h 6: 6.11, 6.5, h 7: 7.2f) Do topics appropriate for your lecture Prepared by Dr. Tony Jacob http://www.chem.wisc.edu/areas/clc (Resource
More information9. Stereochemistry. Stereochemistry
9. Stereochemistry Stereochemistry Some objects are not the same as their mirror images (technically, they have no plane of symmetry) A right-hand glove is different than a left-hand glove (See Figure
More information18 Isomerism and stereochemistry
s manual for Burrows et.al. hemistry Third edition 8 Isomerism and stereochemistry s to worked examples WE 8. Structural isomers (on p. 88 in hemistry ) For the following four compounds, A D, identify
More informationChemical Bonds, Molecular Models, and Molecular Shapes
Chemical Bonds, Molecular Models, and Molecular Shapes PRELAB ASSINGMENT Read the entire laboratory write up and answer the following questions before coming to lab. Read the entire laboratory write up
More informationTwo enantiomers of a racemic carboxylic acid (to be separated)
7.8 FISCER PRJECTINS 237 (R)-RC 2 (S)-RC 2 Two enantiomers of a racemic carboxylic acid (to be separated) Figure 7.5 RESLUTIN F A RACEMIC CARBYLIC ACID. (S)-RN 2 ne enantiomer of a chiral amine + (R)-RC
More information1. Use appropriate curved arrows to indicate the complete mechanism of each of these reactions. KH (1 equiv.) + KCl THF. + HBr.
1. Use appropriate curved arrows to indicate the complete mechanism of each of these reactions. K (1 equiv.) TF K 3 2 2 3 enantiomer While writing the mechanism, justify both the regiochemistry the relative
More information