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Organic Chemistry
Undergraduate 3
04/10/2013

Additional Organic Chemistry Flashcards

 


 

Cards

Term
alkene --(HX, ether)
Definition

Alkyl Halides- Hydrohalogenation

 

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Term
alkene --H3O+
Definition
alcohols- Hydration
Term

alkene --Br2/CH2Cl2 or CCl4

 

Definition

Halogenation trans- 1,2 dibromides

 

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Term
alkene --Br2/water
Definition
Bromohydrin Formation- Trans 1,2-bromohydrins
Term
alkene --H2 and Pd/C
Definition
Catalytic Hydrogenation
Alkanes
Term
alkene -- KMnO4, NaOH, or OsO4
Definition
Cis Hydroxylation
cis 1,2 diols
Term
alkene --KMnO4 & H3O+
Definition
Oxidative Cleavage
ketones or acids
Term
alkene-- mcpba
Definition
epoxide formation
epoxides
Term
alkyne-- H2 & lindlar catalyst
Definition
catalytic hydrogenation
cis alkenes
Term
alkyne -- H2 & Pd/C
Definition
catalytic hydrogenation
alkanes
Term
alkyne-- NaNH2
Definition
deprotenation of terminal alkyne
acetylide anion
Term
aromatics-- X2, FeX3, or AlX3
Definition
Halogenation
halogenated aromatic
Term
aromatics-- HNO3/H2SO4
Definition
Nitration
Nitrated Aromatic
Term
aromatics-- H2SO4/SO3
Definition
Sulfonation
sulfonated aromatic
Term
aromatics-- tertiary alkyl halide, FeX3
Definition
Alkylation
alkylated aromatic
Term
aromatics-- R-CO-CL, FeCl3, or AlCl3
Definition
Acylation
acylated aromatic
Term
Aromatic w/one benzylic hydrogen --KMnO4
Definition
Side chain oxidation
Benzoic Acid
Term
Nitroaromatics-- H2 & Pd/C or iron and tin reagents
Definition
reduction of Nitroaromatics
Anilines
Term
2nd or 3rd alkyl halide -- weak Nu (solvent)
Definition
SN1
Racemic mixture
Term
methyl, primary or secondary alkyl halide-- good Nu
Definition
SN2
inversion of configuaration
Term
secondary or tertiary alcohol-- weak base
Definition
E1
alkene at most substituted carbon
Term
alkyl halide- strong/bulky base
Definition
E2
alkene/alkyne at most substituted carbon
Term
aldehyde -- NaBH4/MeOH or LAH/H30+
Definition
Reduction of Aldehydes
primary alcohol
Term
ketone -- NaBH4/MeOH or LAH/H30+
Definition
Reduction of Ketones
secondary alcohol
Term
Carboxylic acids/derivatives-- LAH H3O+
Definition
Reduction of Carboxylic acids/derivatives
primary alcohol
Term
primary alcohol-- PCC
Definition
Oxidation
aldehyde
Term
secondary alcohol -- PCC or CrO3
Definition
Oxidation
Ketone
Term
primary alcohol-- KMnO4 or CrO3
Definition
Oxidation
Carboxylic acid
Term
2nd-3rd alkyl halide or alcohol
-- H2SO4 or H3PO4
Definition
E1 Dehydration
alkene
Term
primary or 2nd alcohol -- isobutylene gas&acid catalyst
Definition
t-butyl ether synthesis
t-butyl ether
Term
ether-- HBr or HI (conc)
Definition
ether cleavage
alkyl bromide or iodide/alcohol
Term
t-butyl ether-- CF3CO2H
Definition
ether cleavage?
alcohols
Term
alcohols-- PBr3
Definition
Synthesis of Alkyl Bromides
Alkyl bromides
Term
alcohols- SOCl2
Definition
Synthesis of Alkyl
Alkyl Chlorides
Term
alcohols-- tosyl chloride
Definition
synthesis of tosylates
tosylates
Term
Aldehyde or Ketone-- Alcohol, H+
Definition
Hemiacetal/Acetal Formation
Hemiacetal/Acetal
Term
Aldehyde or Ketone-- primary amine, H+
Definition
imine formation
imine
Term
Imines-- H2 and Pd/C or NaBH4
Definition
Synthesis of Amines
Amine
Term
Ethylene Oxide-- a.)RMgBr/ether b.) H3O+
Definition
Alcohol Synthesis- Grignard
primary alcohol w/2C's
Term
Aldehydes-- a.)RMgBr/ether b.) H3O+
Definition
Alcohol Synthesis- Grignard
Secondary alcohol
Term
Formaldehyde-- a.)RMgBr/ether b.) H3O+
Definition
Alcohol Synthesis- Grignard
primary alcohol w/1C's
Term
Ketones-- a.)RMgBr/ether b.) H3O+
Definition
Alcohol Synthesis- Grignard
tertiary alcohol
Term
CO2-- a.)RMgBr/ether b.) H3O+
Definition
Alcohol Synthesis- Grignard
Carboxylic acid
Term
Carboxylic Acid-- SOCl2
Definition
Formation of Acid Chloride
Term
Acid Chloride-- Carboxylate anion
Definition
Formation of Anhydride
Term
Carboxylic acid and alcohol -- acid catalyst
Definition
Esterification
ester
Term
amide -- hydrolysis?
Definition
Hydrolysis
Carboxylic Avid/Amine
Term
ester-- acid or base
Definition
Hydrolysis
carboxylic acid and alcohol
Term
ester-- LAH & H3O+
Definition
syn. of alcohols
primary alcohol
Term
ester-- RMGBr/ether and H3O+
Definition
syn. of alcohols
tertiary alcohol
Term
acid chloride-- H2O
Definition
hydrolysis
carboxylic acid
Term
anyhydride-- H2O
Definition
hydrolysis
carboxylic acid
Term
acid chloride-- Alcohol
Definition
esterification
ester
Term
acid chloride-- Amine
Definition
formation of amide
amide
Term
Amide-- acid or base
Definition
Hydrolysis
carboxylic acid and amine
Term
Amide-- LAH & H3O+
Definition
Reduction
amine
Term
methyl, primary or secondary alkyl halide-- NaCN
Definition
SN2
Nitrile
Term
nitrile-- acid or base
Definition
Hydrolysis
carboxylic acid
Term
nitrile-- LAH, H3O+
Definition
Reduction
Amines
Term
Ketone or Aldehyde-- X2/HX
Definition
Alpha Halogenation
alpha halogenated aldehyde or ketone
Term
methly ketone-- I2, NaOH
Definition
syn. of carboxylic acids, Haloform
Carboxylate Anion
Term
aldehdes or ketones--NaOH & EtOH H3O+
Definition
Aldol
alpha,beta unsaturated compound (enone or enal)
Term
esters-- RO-, H3O+
Definition
Claisen
B-Keto ester
Term
B-Keto ester -- a.) NaOEt, EtOH; b.) R-X H3O+ &heat
Definition
Acetoacetic Ester Synth.
substituted ketones
Term
Beta-di ester-- a.) NaOEt, EtOH; b.) R-X H3O+ &heat
Definition
Malonic Ester Synth.
substituted acids
Term
a,b-unsaturated compound and nucleophile --??
Definition
Michael RXN
new bond at Beta carbon
Term
carbonyl compound with a-hyrdogen--base
Definition
formation of enolate
enolate
Term
carbonyl compound with a-hyrdogen-- acid
Definition
formation of enols
enols
Term
alkene-- a.) mcpba b.) acid or base (aq)
Definition
formation of trans diols (epoxide ring opening)
trans diol
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