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Organic chemistry: “ to draw resonance structures.

Organic chemistry: “IUPAC nomenclature”. IUPAC a

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Organic chemistry: “IUPAC nomenclature for branched ”

Organic chemistry: “Some SN2, SN1, E2, and E1 topics”. Polar vs. solvents. rearrangements. E2 and E1 ( vs. Hofmann). transition state for E2; E2 and

Organic chemistry: “R and S naming”

Organic chemistry: “ synthesis and reactions”. of carbons; acidity of alkynes; use of anions as for SN2 reactions and for attack on (). synthesis from by double elimination; synthesis from alkenes by -double . reactions. Hydrogenation of alkynes; hydrogenation of with catalyst to form alkenes; sequential one-electron reduction of alkynes with sodium metal to form trans alkenes. addition of HX to alkynes; addition of X2 to alkynes (). ; ; mercuric ion-catalyzed hydration of alkynes to form

Organic chemistry: “R and S naming problems”.

Organic chemistry: “ of alkenes”. addition reactions. Addition of OsO4 (osmium ) to achieve . Using to achieve anti . A synthesis problem. The synthetic toolbox. When does hindrance block one face of a planar intermediate?

Organic chemistry: “ aromatic substitution”. aromatic substitution (EAS) of benzene—, nitration, , -Crafts and . Electron-withdrawing and electron-donating groups—activators deactivators, -directors vs. meta-directors.

Organic chemistry: “Stereochemistry and molecules”

Organic chemistry: “Hydrogenation and ”. addition reactions. Problems involving degrees of and hydrogenation (addition of H2). E/Z naming of alkenes. Problems involving addition of X2 (). Forming alkenes from alcohols via E1 (dehydration with H2SO4) or E2.

Organic chemistry: “ aromatic substitution”. aromatic substitution of benzene. Substitution through intermediates. Summary of methods for synthesis of phenols. oxidation to carboxylic acids; synthesis problems involving oxidation. Radical

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  • Organic chemistry: SN2 and SN1 reactions

    Organic chemistry: “Stereochemistry”. Stereochemistry. carbons ("") vs. molecules. molecules. and . R and S naming

  • Organic chemistry: Three types of SN2 reaction

    Organic chemistry: “SN2, SN1, E2, and E1 reactions”

  • Organic chemistry: “More on SN2, SN1, E2, and E1 reactions”

    Organic chemistry: “Alcohol nomenclature”

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Organic chemistry: “Infrared spectroscopy problems”

Organic chemistry: “Alkenes: addition of , BH3, X2”. addition reactions. Addition of H2 (hydrogenation). Addition of , with or without peroxides. Addition of BH3 to get alcohols (-oxidation). Addition of X2.

Organic chemistry: “Radical reactions”.

Organic chemistry: “Addition of halogens (HX or X2) to alkenes”. Addition to alkenes. addition of HX (). Addition of H2 (hydrogenation). Addition of with ROOR (radical addition). Addition of Br2 or Cl2 ().

Organic chemistry: “Organic chemistry tips”

Organic chemistry: “More on and ”. attack on and ; the three main categories of attack. Two category 1 reactions: attack by a Grignard to form an alcohol; attack by LAH to form an alcohol. A category 2 reaction: attack by alcohol in acidic conditions to form an or . A category 2 “reverse” reaction: reaction of an or with aqueous acid to form an or

Organic chemistry: “Retro Diels-Alder reaction”.

Organic chemistry: “Michael addition. Robinson ”. Michael addition (conjugate addition of ions). Robinson (Michael addition followed by condensation).

Organic chemistry: “ reactions”.

Organic chemistry: “Addition to alkenes: H2, HX, H2O”. addition reactions. Addition of H2 (hydrogenation). additions: addition of HX (); addition of H2SO4, H2O (hydration); addition of H2SO4, ROH. Addition of HX in presence of ROOR (radical addition using peroxide initiator). : vs. anti-

Organic chemistry: “ aromatic substitution problems”

Organic chemistry: “Carboxylic acids and acid derivatives”. Acidity of carboxylic acids; ranking compounds in order of acidity. How to synthesize carboxylic acids: oxidation; carbonation; hydrolysis. The types of carboxylic acid derivative. The general pattern for attack on carboxylic acids and acid derivatives (addition-elimination). . Ranking carboxylic acids derivatives in order of reactivity

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