Chapter17 - Chapter 17: Alcohols and Phenols Based on...

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

View Full Document Right Arrow Icon
Chapter 17: Alcohols and Phenols Based on McMurry’s Organic Chemistry , 6 th edition ©2003 Ronald Kluger Department of Chemistry University of Toronto
Background image of page 1

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

View Full DocumentRight Arrow Icon
Based on McMurry, Organic Chemistry, Chapt 2 Alcohols and Phenols Alcohols contain an OH group connected to a a saturated C (sp 3 ) They are important solvents and synthesis intermediates Phenols contain an OH group connected to a carbon in a benzene ring Methanol, CH 3 OH, called methyl alcohol, is a common solvent, a fuel additive, produced in large quantities Ethanol, CH 3 CH 2 OH, called ethyl alcohol, is a solvent, fuel, beverage Phenol, C 6 H 5 OH (“phenyl alcohol”) has diverse uses - it gives its name to the general class of compounds
Background image of page 2
Based on McMurry, Organic Chemistry, Chapt 3 17.1 Naming Alcohols General classifications of alcohols based on substitution on C to which OH is attached Methyl (C has 3 H’s), Primary (1°) (C has two H’s, one R), secondary (2°) (C has one H, two R’s), tertiary (3°) (C has no H, 3 R’s),
Background image of page 3

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

View Full DocumentRight Arrow Icon
Based on McMurry, Organic Chemistry, Chapt 4 IUPAC Rules for Naming Alcohols Select the longest carbon chain containing the hydroxyl group, and derive the parent name by replacing the - e ending of the corresponding alkane with - ol Number the chain from the end nearer the hydroxyl group Number substituents according to position on chain, listing the substituents in alphabetical order
Background image of page 4
Based on McMurry, Organic Chemistry, Chapt 5 Many Alcohols Have Common Names These are accepted by IUPAC
Background image of page 5

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

View Full DocumentRight Arrow Icon
Based on McMurry, Organic Chemistry, Chapt 6 Naming Phenols Use “phene” (the French name for benzene) as the parent hydrocarbon name, not benzene Name substituents on aromatic ring by their position from OH
Background image of page 6
Based on McMurry, Organic Chemistry, Chapt 7 17.2 Properties of Alcohols and Phenols: Hydrogen Bonding The structure around O of the alcohol or phenol is similar to that in water, sp 3 hybridized Alcohols and phenolshave much higher boiling points than similar alkanes and alkyl halides
Background image of page 7

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

View Full DocumentRight Arrow Icon
Based on McMurry, Organic Chemistry, Chapt 8 Alcohols Form Hydrogen Bonds A positively polarized OH hydrogen atom from one molecule is attracted to a lone pair of electrons on a negatively polarized oxygen atom of another molecule This produces a force that holds the two molecules together These intermolecular attractions are present in solution but not in the gas phase, thus elevating the boiling point of the solution
Background image of page 8
Based on McMurry, Organic Chemistry, Chapt 9 17.3 Properties of Alcohols and Phenols: Acidity and Basicity Weakly basic and weakly acidic Alcohols are weak Brønsted bases Protonated by strong acids to yield oxonium ions, ROH 2 +
Background image of page 9

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

View Full DocumentRight Arrow Icon
Based on McMurry, Organic Chemistry, Chapt 10 Alchols and Phenols are Weak Brønsted Acids Can transfer a proton to water to a very small extent Produces H 3 O + and an alkoxide ion, RO - , or a phenoxide ion, ArO -
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 document was uploaded on 01/03/2012.

Page1 / 54

Chapter17 - Chapter 17: Alcohols and Phenols Based on...

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