May 19, 2024  
2023-2024 Undergraduate Academic Catalog 
    
2023-2024 Undergraduate Academic Catalog [ARCHIVED CATALOG]

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CHM 2220 - Organic Chemistry II

3 lecture hours 0 lab hours 3 credits
Course Description
This organic chemistry course is a continuation of Organic Chemistry I (CHM 2210) for students interested in future professional careers in medicine, dental school, pharmacy, and graduate degree programs. The introductory concepts of organic chemistry developed in CHM 2210 are advanced further for a deeper understanding at a mechanistic level. This understanding of organic reactions mechanisms will be useful in learning roles of organic molecules involved in various processes in living systems. The course also introduces principles of spectroscopic methods used in organic chemistry for the identification and characterization of organic compounds. It includes UV-visible, infra-red spectroscopy, and mass spectrometric methods. Students will also be introduced to industrial and commercial applications of organic molecules including synthetic polymers. (prereq: CHM 2210  or equivalent) (quarter system prereq: CH 222, CH 223)
Course Learning Outcomes
Upon successful completion of this course, the student will be able to:
  • Understand in-depth important organic reaction mechanisms including radical reactions, addition reactions, elimination, and substitution reactions
  • Relate reactions mechanisms with various processes in living systems
  • Understand specific important named reactions including Diels-alder cycloaddition, Hofman elimination, Wittig reaction
  • Understand medical and biotechnological applications of organic chemistry
  • Relate organic molecules including esters, amines, amides and heterocyclics with biomolecules
  • Relate to industrial applications of organic compounds such as azo dyes, sulfonamide antibiotics and synthetic polymers
  • Understand the principles of spectroscopic methods including UV-Vis, infra-red and mass spectrometry

Prerequisites by Topic
  • Chemical bonding
  • Polarity
  • Nomenclature of organic compounds
  • Functional groups
  • Types of organic reactions

Course Topics
  • Review of fundamentals organic chemistry: nomenclature, Lewis and Bronsted acid-base chemistry, resonance, reaction rate kinetics
  • Infra-red and Ultraviolet (UV)-visible spectroscopy for identification and characterization of organic compounds
  • Mass spectrometry of organic compounds for structure determination
  • Mechanisms of organic reactions (includes mechanisms of most reactions listed below)
  • Organometallic reactions using Grignard’s reagents
  • Elimination reaction mechanisms including E1, E2 and E1cb
  • Epoxidation, oxidative alkene cleavage reactions
  • Aromaticity concepts, stability of benzene, molecular orbitals
  • Electrophilic Aromatic substitution reactions of arenes
  • Reactions and synthesis of alcohols
  • Radical reactions including chlorination of alkanes
  • Synthesis and reactions of dienes and industrial applications, Diels-alder reaction
  • Synthesis and reactions of Ethers including Williamson synthesis
  • Nucleophilic substitution reactions (SN1 and SN2) of alkyl halides
  • Nucleophilic addition reactions of aldehydes and ketones, enolization of ketones, Wittig reaction
  • Reactions of carboxylic acids and its derivatives, relative reactivities, interconversions
  • Acyl substitution reactions and its applications, amides and peptide bond including its organic synthesis
  • Reactions of amines and its basic properties, Hofman elimination, synthesis of sulfonamide antibiotics, heterocyclic compounds including biomolecules
  • Diazonium chemistry and industrial applications of diazo compounds
  • Introduction to synthetic polymers and their industrial applications

Coordinator
Dr. Vipin Paliwal



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