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Organic Chemistry as a Second Language. 5th Ed. Klein
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Organic Chemistry as a Second Language. 5th Ed. Klein
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David R. Klein
Organic Chemistry as a Second Language. 5th Ed. Klein
ISBN: ISBN-10: 111949348X, ISBN-13: 978-1119493488
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1. "BOND-LINE DRAWINGS"
(9)
Molecular Formula
Lewis Structures
Electronegativity & Bond Polarity
Bonding Types
IHD
Constitutional Isomers
Hybridization
Bond Strength
VSEPR Theory
2. "RESONANCE"
(3)
Curved Arrows
Resonance Structures
Formal Charge
3. "ACID-BASE REACTIONS"
(7)
Magic Number 5.7
Factors to Determine Acid Strength
Factors to Determine Base Strength
Predicting the Product
pH Effects on pKa
Extraction of Organic Compounds
Radiolabeling
4. "GEOMETRY"
(3)
Molecular Orbitals
Bicyclic Molecules
Stability Trend of Rings
5. "NOMENCLATURE"
(18)
Functional Groups
Nomenclature - General Rules
Nomenclature of Alkanes
Nomenclature of Stereoisomers
Nomenclature of Alkenes
Nomenclature of Alkynes
Nomenclature of Alcohols
Nomenclature of Ethers
Nomenclature of Epoxides
Nomenclature of Dienes
Nomenclature of Aromatic Compounds
Nomenclature of Aldehydes and Ketones
Nomenclature of Carboxylic Acids
Nomenclature of Acyl Halides
Nomenclature of Amides
Nomenclature of Anhydrides
Nomenclature of Esters
Nomenclature of Amines
6. "CONFORMATIONS"
(9)
Newman Projections
Conformational Isomers
Conformations of Cyclohexane
Energy Calculations of Comformations
Torsional Strain
Energy Calculations of Chair Cyclohexane
Sawhorse Projections
Converting between Newman and Sawhorse
Staggered & Eclipse Conformations
7. "CONFIGURATIONS"
(11)
Nomenclature of Stereoisomers
Identifying Stereocenters
Diastereomers
Meso Compounds
Optical Activity
Properties of Stereoisomers
Separation Techniques
Fischer & Newman Projections
Enantiomers
Stereoisomers
Haworth Formula
8. "MECHANISMS"
(7)
Curved Arrows
Carbocations and Carbanions
Sn1 Reaction and Characteristics
Sn2 Reaction and Characteristics
Sn1 Vs Sn2 Summary Chart
Rearrangement Considerations for Sn1
Intramolecular Substitution Reactions
9. "SUBSTITUTION REACTIONS"
(17)
Equilibrium Constant and Free Energy
Enthalpy and Entropy
Kinetics and the Rate Equation
Activation Energy
Transition States
The Hammond Postulate
Interpreting Energy Diagrams
Synthesis of Alkyl Halides
Sn1 Reaction and Characteristics
Sn2 Reaction and Characteristics
Sn1 Vs Sn2 Summary Chart
Intramolecular Substitution Reactions
Rearrangement Considerations for Sn1
Hydride Shift
Methyl Shift
Ring Expansion
Ring Reduction
10. "ELIMINATION REACTIONS"
(15)
Synthesis of Alkenes
Sharpless Epoxidation
Properties of Alkenes
Nomenclature of Alkenes
Stereochemistry of Alkenes
E1 Reaction and Characteristics
E2 Reaction and Characteristics
E1 Vs E2 Summary Chart
Substitution vs Elimination Summary
Zaitsev vs Hoffman Elimination
Alkyne Formation via Elimination
Rearrangement Considerations for E1
Conversion to Alcohols
Hoffman Elimination
Zaitsev Elimination
11. "ADDITION REACTIONS"
(21)
Electrophilic Addition
Nucleophilic Addition
Hydrohalogenation
Hydration
Halogenation
Halohydrin Formation
Addition of Alcohol
Oxymercuration
Hydroboration
Dihydroxylation
Carbene Reaction
Oxidative cleavage (Ozonolysis & KMnO4)
Hydrogenation
Rearrangements Starting with Alkenes
Free Radical Addition of HBr
Stereochemistry and Regiochemistry of Alkene Reactions
Oxidation of Alkenes
Bromination of Alkenes
Diol Formation
Simmons–Smith Reaction
Conversion to Alkenes
12. "ALKYNES"
(11)
Properties of Alkynes
Acetylide Formation
Nomenclature of Alkynes
Reduction Reactions with Alkynes (Hydrogenation)
Hydration of Alkynes
Hydroboration of Alkynes
Halogenation of Alkynes
Oxymercuration of Alkynes
Addition of HX of Alkynes
Oxidative Cleavage of Alkynes
Ozonolysis (Reductive/Oxidative-workup)
13. "ALCOHOLS"
(15)
Properties of Alcohols
Nomenclature of Alcohols
Diols
Acid & Base Properties of Alcohols
Conversion to Tosylates, Mesylates, Triflates
Alcohol Conversion to Alkyl Halides
Electrophilic Substitution Reactions with Alcohols
Pinacol Rearrangement
Inversion vs Double Inversion
Oxidation of Alcohols
Oxidative Cleavage of Vicinal Diols
Alcohol Protection
Protection as Silyl Ethers
Conversions to Alcohols
Conversion to Alkenes by Dehydration
14. "ETHERS AND EPOXIDES"
(10)
Nomenclature of Ethers
Ether Cleavage with Acid
Ether Cleavage through Sn1
Nomenclature of Epoxides
Epoxide Opening Reactions
Sharpless Epoxidation of Alkenes
Epoxidation [RCOH]
Thiol Formation
Thiol Oxidation to Disulfides
Reduction of Thioacetals to Alkanes
15. "SYNTHESIS"
(34)
Functional Groups
General Forces
Boiling Point
Melting Point
Solubility
Intro to Synthesis and Retrosynthesis
General Reactions
The Electromagnetic Spectrum
IR Spectroscopy
Characteristic Absorptions in IR region
Synthesis of Alkynes
Retrosynthesis - Related to Alkenes and Alkynes
Synthesis of Alcohols
Retrosynthesis - Related to Alcohols
Synthesis of Ethers
Synthesis of Epoxides
Synthesis of Dienes
Synthesis of Aldehydes and Ketones
Synthesis of Carboxylic Acids
Synthesis of of Acyl Halides
Synthesis of Anhydrides
Synthesis of Esters
Synthesis of Nitriles
Malonic Ester Synthesis
Acetoacetic Ester Synthesis
Synthesis of Keto Esters
Synthesis - Azide Reduction
Synthesis - Gabriel Synthesis
Synthesis - Reductive Amination
Kiliani Fischer Synthesis
Terpene Synthesis
Synthesis of Fatty Acids
Peptide Synthesis
Strecker Synthesis
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