All Mendel Sets

MS 1324 - Grignard Submitted by catherinecarroll on October 19, 2011.

Description: Introductory Grignard problems

Total Problems: 4

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MS 1317 - Practice 1 Submitted by rpongdee on October 17, 2011.

Description: Practice 1

Total Problems: 10

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MS 937 - Amine Practice Submitted by Matt on August 7, 2011.

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 21

Keywords: amine bases, amines

Description: Amine topics:
-amine basicity
-Hoffman elimination
-Reductive amination
-Nitrile reduction

Total Problems: 7

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MS 936 - Carey and Giuliano 8th Ed. CH 20 Submitted by Matt on August 7, 2011.

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 20

Keywords: aldol condensation, Claisen condensation

Description: Enolate formation and carbonyl alpha position pKa.
Aldol and Claisen condensations.

Total Problems: 8

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MS 935 - Enols and Enolates Submitted by Matt on August 7, 2011.

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 20

Keyword: carbonyl alpha substitution

Description: Goes over how to form enols/enolates under acidic and basic conditions, and how enols/enolates react.

Total Problems: 6

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MS 934 - Carey and Giuliano 8th Ed. CH 19 Submitted by Matt on August 7, 2011.

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 19

Keyword: nucleophilic acyl substitution

Description: Goes over carboxylic acid derivatives and the nucleophilic acyl substitution mechanism. Includes synthesis problems.

Total Problems: 6

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MS 922 - Carboxylic Acids Submitted by Matt on August 7, 2011.

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 18

Keywords: acid strength, carboxylic acids

Description: Goes over topics related to carboxylic acids:

  • Factors that influence acidity
  • Dicarboxylic acids, pK1 and pK2
  • Buffer solutions, pH and pKa
  • Synthesis problems involving carboxylic acids
  • Fischer esterification

Total Problems: 7

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MS 920 - Aldehydes and Ketones Submitted by Matt on August 7, 2011.

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 17

Keywords: aldehydes, ketones

Description: Problems related to aldehydes and ketones: Wittig, imines, acetals, and protecting groups.

Total Problems: 6

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MS 919 - Nucleophilic Acyl Substitution and Addition Submitted by Matt on August 6, 2011.

Textbook and Chapters: Carey and Giuliano 8th Ed. (2010), Chapters 17, 18, 19

Keywords: carbonyl hydrates, nucleophilic acyl addition, nucleophilic acyl substitution

Description: The most important mechanism in second semester organic chemistry. Goes over carbonyl addition/substitution mechanisms under both acidic and basic conditions.

Total Problems: 6

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MS 918 - Epoxide and Ether Practice Submitted by Matt on August 6, 2011.

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 16

Keywords: epoxides, Williamson ether synthesis

Description: Covers the major topics dealing with ethers and epoxides:

  • Boiling points and water solubilities of alcohols, ethers, and carbonyls
  • Crown ethers
  • Synthesis problems involving the Williamson ether synthesis and epoxides
  • Acidic and basic ring opening of epoxides
  • Acid catalized hydrolysis of ethers

    • Total Problems: 7

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    MS 917 - Alcohol and Carbonyl Redox Submitted by Matt on August 6, 2011.

    Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 15

    Keywords: alcohols, hydride reduction, oxidation

    Description: Goes over how alcohols can be oxidized to form aldehydes/ketones and carboxylic acids, which can be transformed further using Grignard reagents, hydride reagents such as NaBH4, and by performing Fischer esterification. Includes several synthesis problems involving carbonyls and epoxides. Also includes an NMR based problem.

    Total Problems: 5

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    MS 916 - Grignard Practice Submitted by Matt on August 6, 2011.

    Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 14

    Keywords: Grignard, nucleophilic acyl addition

    Description: Grignard reagent problems: addition to carbonyls (aldehydes, ketones, esters), synthesis, and an NMR problem.

    Total Problems: 5

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    MS 915 - NMR Practice Submitted by Matt on August 6, 2011.

    Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 13

    Keywords: carbon NMR, proton NMR

    Description: Several NMR problems. Two are conceptual and the rest are structure determination.

    Total Problems: 7

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    MS 914 - Mass Spec Practice Submitted by Matt on August 6, 2011.

    Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 13

    Keywords: alpha cleavage, heterolytic cleavage, homolytic cleavage, mass spec

    Description: Goes over alpha-cleavage and the McLafferty rearrangement in mass spectrometry.
    (Alpha cleavage is more important to know than the McLafferty rearrangement)

    Total Problems: 3

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    MS 913 - Benzene EAS Reactions, EDG/EWG, and ortho/meta/para Directors Submitted by Matt on August 6, 2011.

    Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 12

    Keywords: EAS mechanism, EDG and EWG, Friedel-Crafts

    Description: Covers electrophilic aromatic substitution (EAS) reactions in detail.

    It includes many, many resonance exercises that show why:

    • Electron donating groups (EDG) are ortho-para directors
    • Electron withdrawing groups (EWG) are meta-directors
    • Pyrrole undergoes EAS at C-2 and not C-3
    • Pyridine undergoes EAS at C-3 and not C-2 or C-4
    • Naphthalene undergoes EAS at C-1 and not C-2

    Total Problems: 11

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    MS 912 - Benzyl Position and Aromaticity Submitted by Matt on August 6, 2011.

    Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 11

    Keywords: aromaticity, benzylic position, heteroaromatic compounds

    Description: Goes over benzene, aromaticity, and the benzyl position (1 carbon away from benzene).
    Lots of aromatic resonance practice.

    Total Problems: 5

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    MS 911 - Diels-Alder Practice Submitted by Matt on August 6, 2011.

    Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 10

    Keyword: Diels-Alder

    Description: Diels Alder stuff- predict the products, retrosynthesis, and dienophile reactivity.

    Total Problems: 5

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    MS 909 - Conjugated Dienes and the Allyl Position Submitted by Matt on August 6, 2011.

    Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 10

    Keywords: allylic position, conjugate addition

    Description: Covers topics related to the allyl position and conjugated dienes:

    • Allyl cation, anion, and radical resonance forms
    • What conjugated dienes can or can't undergo Diels-Alder reactions
    • Allylic brominations using N-bromosuccinimide (NBS)
    • 1,2 and 1,4 additions (thermodynamic vs kinetic conditions)

    Total Problems: 4

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    MS 908 - SN1-SN2-E1-E2 Review Submitted by Matt on August 6, 2011.

    Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 8

    Keywords: leaving groups, nucleophilicity, SN1/SN2/E1/E2

    Description: Goes through substitution and elimination competition reactions:

    • Nucleophile strength trends
    • Leaving group trends
    • Steric effects
    • How to tell the difference between SN1, SN2, E1, and E2 reaction conditions

    Total Problems: 10

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    MS 907 - Alkene Addition and Elimination Mechanisms Submitted by Matt on August 6, 2011.

    Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 6

    Keywords: alkene addition, carbocation, dehydration, E1 mechanism

    Description: This mendel set is a complement to Carbocation Drills. It is meant to prepare students on how to approach longer and more complicated mechanisms. Reaction mechanisms covered:

    • Acid-catalyzed elimination (dehydration, E1)
    • Acid-catalyzed addition to an alkene
    • Halohydrin formation (halonium ions, which result in anti-additions.)

    Total Problems: 4

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