CH 4-3: An Introduction to Alkane Conformations

Slides:

Advertisements

Similar presentations

Stereochemistry Stereochemistry.

Advertisements

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

Organic Chem I: lecture 9 by Doba Jackson, Ph.D.

Alkanes. HydrocarbonsHydrocarbons AromaticAromaticAliphaticAliphatic.

Shapes of Alkanes “Straight-chain” alkanes have a zig-zag orientation when they are in their most straight orientation Straight chain alkanes are also.

Chapter 4 Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis.

1 Contents Structure and Nomenclature of Simple Hydrocarbons Organic Compounds ( Alkanes, alkenes and their Cyclic Compounds ) Constitution – Configuration.

Alkanes Acyclic: CnH2n+2 Cyclic (one ring): CnH2n

3. Organic Compounds: Alkanes and Their Stereochemistry

1 Fall, 2009 Organic Chemistry I Alkanes Organic Chemistry I Alkanes Dr. Ralph C. Gatrone Department of Chemistry and Physics Virginia State University.

Chapter 2: Alkanes.

Chapter 3 Alkanes and Cycloalkanes: Conformations and cis-trans Stereoisomers 1.

Review Alkanes C n H 2n+2 C 4 H 10 a) ethane b) propane c) butane d) pentane CH 3 (CH 2 )CH 3 butane 2.

STRUCTURE, CONTINUED Dr. Clower CHEM 2411 Spring 2014 McMurry (8 th ed.) sections , , 7.2, 7.6.

Section 2.7 Conformational Isomerism. Stereoisomerism- isomer variations in spatial or 3-D orientation of atoms. One type of stereoisomerism is conformational.

Conformational Analysis Newman Projections Ring Strain Cyclohexane Conformations.

© 2016 Cengage Learning. All Rights Reserved. John E. McMurry Chapter 3 Organic Compounds: Alkanes and Their Stereochemistry.

Conformational Analysis. Conformations of Alkanes Relatively low energy barrier to rotation about C-C bonds (4 – 40 kJ/mole) Different shapes resulting.

Newman Projections and Conformational Isomers. Newman Projections Is a way to draw chemical conformations and views a carbon - carbon chemical bond from.

ERT 102 Organic Chemistry ERT 102/4 ORGANIC CHEMISTRY Alina Rahayu Mohamed School of Bioprocess Engineering, UniMAP

Conformations of Alkanes Title Eclipsed C-H/C-H interaction = 1.0 kcal/mol Ethane.

Conformations Staggered conformation: a conformation about a carbon-carbon single bond where the atoms on one carbon are as far apart from atoms on the.

© Prentice Hall 2001Chapter 21 Conformations of Alkanes: Rotation about C-C Single Bonds Different spatial arrangements of atoms that result from rotation.

Chapter 3 Conformations of Alkanes and Cycloalkanes.

Carey Chapter 3 – Conformations of Alkanes and Cycloalkanes Figure 3.5.

Rotation about Single Bonds: Conformations

Chapter 3 Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis.

Chapter 4 Alkanes Nomenclature, Conformational Analysis and Reactions

Review Alkanes C n H 2n+2 C 4 H 10 a) ethane b) propane c) butane d) pentane CH 3 (CH 2 )CH 3 butane 2.

Organic Chemistry By Dr. Mehnaz Kamal Assistant Professor, Pharmaceutical Chemistry Prince Sattam Bin Abdulaziz University.

4. Stereochemistry of Alkanes and Cycloalkanes Based on McMurry’s Organic Chemistry, 6 th edition, Chapter 4 ©2003 Ronald Kluger Department of Chemistry.

Chapter 3 Organic Compounds: Alkanes and Their Stereochemistry

John E. McMurry Paul D. Adams University of Arkansas Chapter 3 Organic Compounds: Alkanes and Their Stereochemistry.

4. Stereochemistry of Alkanes and Cycloalkanes. 2 The Shapes of Molecules The three-dimensional shapes of molecules result from many forces There is free.

Chapter 3 Conformations of Alkanes and Cycloalkanes.

Cycloalkanes. Compounds that contain rings of carbon atoms Have the general formula C n H 2n Represented by polygons in skeletal drawings cyclopropanecyclobutane.

Chapter 3 Organic Compounds: Alkanes and Their Stereochemistry

3. Organic Compounds: Alkanes and Their Stereochemistry

CHAPTER 6: ISOMERISM Isomers are compounds that have the same numbers and kinds of atoms but differ in the way they are arranged. ISOMERS constitutional.

Chapter 3 Organic Compounds: Alkanes and Their Stereochemistry

Alkanes and Cycloalkanes

Carey Chapter 3 – Conformations of Alkanes and Cycloalkanes

McMurry Chapter 3 Organic Compounds: Alkanes and Their Stereochemistry

Review Alkanes CnH2n+2 C4H10 butane a) ethane b) propane c) butane

Chapter 3 Organic Compounds: Alkanes and Their Stereochemistry

Molecular conformations

Stereochemistry of Organic Compounds

Chapter 4 Alkanes: Nomenclature, Conformational Analysis and Reactions

CH 4-4: Newman Projections How to draw a Newman Projection for butane

Chap. 2 Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis (Textbook:Chapter 4)

Chapter 2: Alkanes.

Review Alkanes CnH2n+2 C4H10 CH3 (CH2) CH3 2.

Review Alkanes CnH2n+2 C4H10 butane a) ethane b) propane c) butane

CH 4-5: Cycloalkane Conformations I

Organic Compounds: Alkanes and Their Stereochemistry

Review Alkanes CnH2n+2 C4H10 CH3 (CH2) CH3 2.

3. Organic Compounds: Alkanes and Their Stereochemistry

B.E. (Petroleum & Natural Gas)

Review Alkanes CnH2n+2 C4H10 CH3 (CH2) CH3 2.

Chapter 3 Organic Compounds: Alkanes and Their Stereochemistry

3. Organic Compounds: Alkanes and Their Stereochemistry

3. Organic Compounds: Alkanes and Their Stereochemistry

Stereochemistry of Alkanes and Cycloalkanes

Page: 60 The bristlecone pine is the oldest living organism on Earth. The waxy coating on its needles contains a mixture of organic compounds called alkanes,

Alkanes and Cycloalkanes: Conformations and

Carey Chapter 3 – Conformations of Alkanes and Cycloalkanes

Carey Chapter 3 – Conformations of Alkanes and Cycloalkanes

Presentation transcript:

CH 4-3: An Introduction to Alkane Conformations Conformations are different 3-Dimensional (3-D) orientations of a molecule due to rotations about C-C single (sigma) bonds. Conformations of butane (C2H6):

Conformations of butane:

C-C Bond Rotations: Review of Terminology Staggered Conformation: stable conformation where all the substituent groups are “staggered” or spaced as far apart as possible. Anti-Conformation: largest substituent groups are as far apart as possible (180o) – most stable conformation Eclipsed-Conformation: less stable conformation where groups “eclipse” each other. Syn-Eclisped: largest substituent groups are eclipsed - least stable conformation Newman Projection: 2-Dimensional (2-D) way to represent 3-Dimensional (3-D) conformational changes due to rotation at a specific C-C bond. See video CH 4-4.