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Organic Chemistry, 1st Ed. McMahon - Survival Guide to Organic Chemistry: Bridging the Gap from Gene
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Organic Chemistry, 1st Ed. McMahon - Survival Guide to Organic Chemistry: Bridging the Gap from Gene
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Patrick E. McMahon, Bohdan B. Khomtchouk, Claes Wahlestedt
Organic Chemistry, 1st Ed. McMahon - Survival Guide to Organic Chemistry: Bridging the Gap from Gene
ISBN: ISBN-13: 978-1498777070, ISBN-10: 9781498777070
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1: "General Concepts for Covalent Bonding and Lewis Structures for Organic Molecules"
(10)
Molecular Formula
Lewis Structures
Electronegativity & Bond Polarity
Formal Charge
Bonding Types
Carbocations and Carbanions
Molecular Orbitals
IHD
Bond Strength
VSEPR Theory
2: "Guideline for Writing Organic Molecule Isomers and Determining Number of Rings Plus Pi-Bonds"
(5)
Nomenclature of Stereoisomers
Meso Compounds
Fischer & Newman Projections
Enantiomers
Haworth Formula
3: "Guideline for Complete Analysis for Central Atoms and Molecules Bonding/Hybridization/Geometry/P
(2)
Resonance Structures
Hybridization
4: "Notation in Organic Chemistry: Guide to Writing and Using Condensed Formulas and Line Drawings"
(7)
Newman Projections
Sawhorse Projections
Converting between Newman and Sawhorse
Staggered & Eclipse Conformations
Energy Calculations of Comformations
Conformational Isomers
Torsional Strain
5: "Summary Guidelines for Organic Nonmenclature"
(5)
Nomenclature - General Rules
Nomenclature of Alkanes
Functional Groups
Nomenclature of Esters
Nomenclature of Amides
6: "Guideline for Analysis of Intermolecular Forces for Organic Molecules"
(9)
Functional Groups
General Forces
Boiling Point
Melting Point
Solubility
Intro to Synthesis and Retrosynthesis
The Electromagnetic Spectrum
IR Spectroscopy
Characteristic Absorptions in IR region
7: "Alkane and Cycloalkane Conformations"
(4)
Stability Trend of Rings
Conformations of Cyclohexane
Energy Calculations of Chair Cyclohexane
Bicyclic Molecules
8: "Summary Guide to Thermodynamic Concepts for Organic Chemistry"
(4)
Equilibrium Constant and Free Energy
Enthalpy and Entropy
The Hammond Postulate
Interpreting Energy Diagrams
9: "Guide to Kinetics and Reaction Mechanisms"
(13)
Kinetics and the Rate Equation
Activation Energy
Transition States
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: "Review of Acid/Base Concepts for Organic Chemistry"
(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
11: "Electrophiles and Nucleophiles in Organic Reaction Mechanisms"
(4)
Electrophilic Addition
Nucleophilic Addition
E1 Reaction and Characteristics
E2 Reaction and Characteristics
12: "Conceptual Guide to Mechanisms in Organic Chemistry"
(15)
Synthesis of Alkenes
Sharpless Epoxidation
Ozonolysis (Reductive/Oxidative-workup)
Properties of Alkenes
Nomenclature of Alkenes
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
Rearrangements Starting with Alkenes
Stereochemistry and Regiochemistry of Alkene Reactions
13: "Guide to Stereochemistry Concepts and Analysis of Reaction"
(8)
Stereochemistry of Alkenes
Constitutional Isomers
Identifying Stereocenters
Optical Activity
Properties of Stereoisomers
Diastereomers
Stereoisomers
Separation Techniques
14: "A Process for Calculation of Product Distribution through Relative Rate Analysis: Examples for Free Radical Halogenation"
(8)
Conversion to Alkanes
Bond Dissociation Energy
Free Radical Halogenation
Free Radical Reactions
Reactivity-Selectivity Principle
Determining the Stereochemsitry of Radical Halogenation
Allylic Bromination [NBS]
Miscellaneous Radical Reactions
15: "Process to Identify and Solve the Reactions for Organic 1"
(21)
General Reactions
Curved Arrows
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
16: "Electrophilic Addition and Addition/Elimination to Conjugated Double Bond and Aromatic Systems"
(19)
Principles
1,2 and 1,4 Addition
Thermodynamic/Kinetic Product
Properties of Dienes
Nomenclature of Dienes
Synthesis of Dienes
Conjugate Addition
Conjugate Substitution
Diels Alder Reaction
Polymerization of Dienes
Diels Alder
UV Theory
Absorption Trends
UV Analysis in Medicine
Properties of Aromatic Systems
Nomenclature of Aromatic Compounds
Aromaticity
Antiaromatic and Nonaromatic
Heterocyclic Compounds
17: "Oxidation/Reduction Relationships for Carbonyl Carbon"
(46)
Retrosynthesis - Related to Alcohols
Properties of Alcohols
Nomenclature of Alcohols
Synthesis 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
Nomenclature of Ethers
Synthesis of Ethers
Ether Cleavage with Acid
Ether Cleavage through Sn1
Nomenclature of Epoxides
Synthesis of Epoxides
Epoxide Opening Reactions
Sharpless Epoxidation of Alkenes
Epoxidation [RCOH]
Thiol Formation
Thiol Oxidation to Disulfides
Reduction of Thioacetals to Alkanes
General Characteristics of Aldehydes and Ketones
Nomenclature of Aldehydes and Ketones
Synthesis of Aldehydes and Ketones
Hydrate Formation (Gem-diols)
Reduction of Aldehydes & Ketones
Grignard Addition to Aldehydes & Ketones
Oxidation to Carboxylic Acid
Reductive Amination
Reductive Deoxygenation
Oxidation of Aldehydes and Ketones
General Reactions of Aldehyde and Ketones
Properties of Carboxylic Acids
Nomenclature of Carboxylic Acids
Synthesis of Carboxylic Acids
Reduction of Carboxylic Acids
General Reactions of Carboxylic Acid Derivates
General Reactions of Carboxylic Acids
18: "A Complete System for Organizing, Identifying, and Solving Carbonyl Reactions: Nucleophilic Addition and Addition/Elimination"
(16)
Enolate Formation
Enolate Ions
Keto-Enol Tautomerism
Alkylation of Enolates
Hell-Vollhard-Zolinsky Reaction
Decarboxylation
Alpha Alkylation Reactions
Alpha Reactions
Malonic Ester Synthesis
Acetoacetic Ester Synthesis
Synthesis of Keto Esters
Darzens Reaction
Alpha Reactions with Amides
Alpha Halogenation
Alpha Reactions
Haloform Reaction
19: "A Brief Guide for Applying Fundamental Concepts in NMR Spectroscopy"
(7)
NMR Theory
Magnetic Shielding
Chemical Shifts
The Number of Signals
Areas of the Peak
Spin-Spin Coupling
Chart Interpretation Trends
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