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Module Code - Title:

CH4103 - ORGANIC CHEMISTRY 2A(1)

Year Last Offered:

2020/1

Hours Per Week:

Lecture

2

Lab

1

Tutorial

0

Other

0

Private

5

Credits

6

Grading Type:

N

Prerequisite Modules:

CH4103

Rationale and Purpose of the Module:

To build on the functional group chemistry covered in CH4102. To extend the students comprehension and working knowledge of functional group chemistry; to expand the range of reagents, reactions and associated mechanisms. To establish a foundation in stereochemistry and to develop the students understanding of its relevance to organic reactions.

Syllabus:

Aldehydes and ketones (Part 2): Carbon-based nucleophiles continued û Wittig reaction and enolate anions; Aldol and Claisen condensation reactions; alkylation at the a-position. Carboxylic acids: methods of preparation; using pKa as a measure of acid strength; formation of derivatives such as acid chlorides and esters. Carboxylic acid derivatives û acid halides, anhydrides, esters and amides; nucleophilic displacement reactions; Aromatic structure and reactivity (Part 1): defining aromaticity and understanding aromatic stabilization; HuckelÆs rule; electrophilic aromatic substitution reactions; Stereochemistry: defining and naming chiral centres, enantiomers, diastereomers and meso forms; Fisher projections; understanding the stereochemical course of SN1 and SN2 reactions; applying use of stereochemistry and kinetic measurements to deduce the nature of a chemical reaction pathway.

Learning Outcomes:

Cognitive (Knowledge, Understanding, Application, Analysis, Evaluation, Synthesis)

Recognize the functional groups listed above. Associate the required reagents with: a functional group reaction, transformation of one functional group into another, formation of a product from a starting material..Describe, and illustrate with examples, all of the typical reactions of these functional groups.Link a simple sequence of functional group reactions with the required reagents.Describe the mechanism by which functional group reactions occur.Identify and rationalize why certain structures have aromatic character. Recognize stereochemical aspects of organic structures where present.Explain how stereochemical and kinetic data can be obtained and used to define a reaction mechanism.

Affective (Attitudes and Values)

Demonstrate an appreciation of the role of organic chemistry as a fundamental molecular science.

Psychomotor (Physical Skills)

Assemble Quickfit glassware for operations such as reflux and distillation.Demonstrate safe practice in the use and disposal of a variety of chemicals.Present a brief, organized report of ones own experimental results.

How the Module will be Taught and what will be the Learning Experiences of the Students:

This module will be taught over a 12 week period through a formal interactive lecturing mode (2 x 1 hour lectures); students will carry out relevant laboratory work throughout the semester (5 x 3 hour sessions). The module will be assessed by an end-of-semester written exam (75% of final marks); students will record their laboratory work in a written report for each experiment (25% of final marks).

Research Findings Incorporated in to the Syllabus (If Relevant):

N/A

Prime Texts:

Seyhan Ege (2004) Organic Chemistry , Houghton Mifflin
L. G. Wade (2006) Organic Chemistry , Pearson/Prentice Hall
Paula Yurkanis Bruice (2004) Organic Chemistry , Pearson/Prentice Hall
K. Peter C. Vollhardt and Neil E. Schore (2002) Organic Chemistry , Freeman
G. Marc Loudon (2002) Organic Chemistry , Oxford University Press
Marye Anne Fox (2003) Organic Chemistry , Jones and Bartlett
Francis A. Carey (2003) Organic chemistry , McGraw Hill
A. William Johnson (1999) Invitation to Organic Chemistry , Jones and Bartlett

Other Relevant Texts:

Programme(s) in which this Module is Offered:

Semester - Year to be First Offered:

Autumn - 09/10

Module Leader:

emmet.oreilly@ul.ie