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Nucleophilic Substitution Reactions Solvolysis of secondary versus tertiary halides, effects of leaving groups, solvolysis of/and reactions of sodium iodide and silver nitrate with isomers of bromobutane, SN1 and SN2 mechanisms, and hydrolysis of tert-butyl chloride are demonstrated.
Synthesis of Unsymmetrical Alkynes via the Alkylation of Sodium Acetylides. An Introduction to Synthetic Design for Organic Chemistry StudentsJennifer N. Shepherd and Jason R. Stenzel Teams of students design a microscale synthesis of an unsymmetrical alkyne using commercially available terminal alkynes and alkyl halides and characterize the resulting products using TLC, IR, and 1H NMR spectroscopy. Depending on the chosen reactants, students observe both substitution and elimination products, or in some cases, no reaction at all. Shepherd, Jennifer N.; Stenzel, Jason R. J. Chem. Educ.2006, 83, 425.
Alkylation |
Alkynes |
Elimination Reactions |
IR Spectroscopy |
Microscale Lab |
NMR Spectroscopy |
Nucleophilic Substitution |
Synthesis
The Substitution–Elimination Mechanistic Disc MethodPaul T. Buonora and Yu Jin Lim In this manuscript a mnemonic device designed to facilitate presentation of the competing SN1, SN2, E1, and E2 mechanisms is presented. Buonora, Paul T.; Lim, Yu Jin. J. Chem. Educ.2004, 81, 368.
Mechanisms of Reactions |
Elimination Reactions |
Nucleophilic Substitution
Molecular Orbital Animations for Organic ChemistrySteven A. Fleming, Greg R. Hart, and Paul B. Savage Introduces the application of highest occupied and lowest unoccupied molecular orbitals (HOMOs and LUMOs) in animated form. Fleming, Steven A.; Hart, Greg R.; Savage, Paul B. J. Chem. Educ.2000, 77, 790.
