chap6solomons

chap6solomons - Chapter6 NucleophilicSubstitution...

Info iconThis preview shows pages 1–11. Sign up to view the full content.

View Full Document Right Arrow Icon
Created by Professor William Tam & Dr. Phillis Chang Ch. 6 - Chapter 6 Chapter 6 Nucleophilic Substitution Nucleophilic Substitution     and  and  Elimination Reactions Elimination Reactions  of   of  Alkyl Halides Alkyl Halides
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
About The Authors About The Authors These PowerPoint Lecture Slides were created and prepared by Professor  William Tam and his wife, Dr. Phillis Chang.   Professor William Tam received his B.Sc. at the University of Hong Kong in  1990 and his Ph.D. at the University of Toronto (Canada) in 1995.  He was an  NSERC postdoctoral fellow at the Imperial College (UK) and at Harvard  University (USA).  He joined the Department of Chemistry at the University of  Guelph (Ontario, Canada) in 1998 and is currently a Full Professor and  Associate Chair in the department.  Professor Tam has received several  awards in research and teaching, and according to  Essential Science  Indicators , he is currently ranked as the Top 1% most cited Chemists  worldwide.  He has published four books and over 80 scientific papers in top  international journals such as  J. Am. Chem. Soc., Angew. Chem., Org. Lett.,  and  J. Org. Chem.   Dr. Phillis Chang received her B.Sc. at New York University (USA) in 1994, her  M.Sc. and Ph.D. in 1997 and 2001 at the University of Guelph (Canada).  She  lives in Guelph with her husband, William, and their son, Matthew. Ch. 6 -
Background image of page 2
Ch. 6 - 1. Organic Halides Halogens  are more electronegative  than carbon C X δ + δ - X = Cl, Br, I
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Ch. 6 - C F H H H C Cl H H H C Br H H H C I H H H C–X Bond Length (Å) 1.39 1.78 1.93 2.14 Strength (kJ/mol) 472 350 293 239 Carbon-Halogen Bond Lengths Carbon-Halogen Bond Lengths and Bond Strength and Bond Strength increase decrease
Background image of page 4
Ch. 6 - C h l o r i d e -23.8 13.1 78.4 68 69 51 G r o u p Me Et Bu s i t F l u o r i d e -78.4 -37.7 32 - - 12 B r o m i d e 3.6 38.4 101 91.2 91 73.3 I o d i d e 42.5 72 130 120 119 100(dec) . Physical Properties of Organic Halides: Physical Properties of Organic Halides: Boiling Point (bp/ Boiling Point (bp/     C) C)
Background image of page 5

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Ch. 6 - C h l o r i d e 0.92 0.91(15) 0.89 0.87 0.87 0.84 G r o u p Me Et Bu s i t F l u o r i d e 0.84(-60) 0.72 0.78 - - 0.75(12) B r o m i d e 1.73(0) 1.46 1.27 1.26 1.26 1.22 I o d i d e 2.28 1.95 1.61 1.60 1.60 1.57(0) Physical Properties of Organic Halides: Physical Properties of Organic Halides: Density ( Density ( ρ ρ ) )
Background image of page 6
Ch. 6 - Different Types of Organic Halides Different Types of Organic Halides Alkyl halides (haloalkanes) o 3 o   iodide Attached to 1 carbon atom C Attached to 2 carbon atoms C C Attached to 3 carbon atoms C C C sp 3 C X
Background image of page 7

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Ch. 6 - Vinyl halides (Alkenyl halides) Aryl halides Acetylenic halides (Alkynyl halides) sp 2 X 2 X benzene or aromatic ring X
Background image of page 8
Ch. 6 - C X sp 3 δ+ δ- Alkyl halides Prone to undergo  Nucleophilic  Substitutions (S N )  and  Elimination Reactions (E)   (the focus of this  Chapter) 2 X X X 2 Different reactivity than alkyl halides,  N
Background image of page 9

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Ch. 6 - 
Background image of page 10
Image of page 11
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 02/25/2011 for the course CHEM 222 taught by Professor Harding during the Spring '08 term at CUNY Hunter.

Page1 / 111

chap6solomons - Chapter6 NucleophilicSubstitution...

This preview shows document pages 1 - 11. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online