Illustrated Glossary of Organic Chemistry
A product of the Institute for Reduction of Cognitive Entropy in Organic Chemistry

"The beginning of wisdom is to call things by their proper name."  ― Confucius

Many thanks to the students and other users of this web site who have suggested additional terms for inclusion.

Statement of Purpose

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Wikipedia
Wiktionary
Reusch Virtual Textbook of Organic Chemistry
UC Davis ChemWiki
IUPAC Compendium of Chemical Terminology - the Gold Book

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The glossary currently includes 2196
terms.

Newest entries: Substitution nucleophilic bimolecular, substitution nucleophilic 2nd order, substitution nucleophilic unimolecular, substitution nucleophilic 1st order, 1st order (kinetics), first order (kinetics), 2nd order (kinetics), second order (kinetics)
 
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Numbers and Symbols
A
B
C
D
E
F
G
H
I
J
K
L
M
N
O
P
Q
R
S
T
U
V
W
X
Y
Z

Numbers and Symbols
(-)
(+)
1o
1o carbocation
1,2-H shift
1,2-shift
1,3-H shift
1,3-shift
1,5-H shift
1H
1H-NMR
1st order (kinetics)
2o
2o carbocation
[2+2]
2D-NMR
2H
2nd order (kinetics)
3o
3o carbocation
3H
[3+2]
3,3-shift
4o
[4+2]
[4+3]
12C
13C
14C
α
β
ΔE
ΔΕΝ
ΔG
ΔG++
ΔH
ΔHfo

ΔS
δ
δ-
δ+
ε
λ
λmax
π bond
π electron
π orbital
π* orbital
σ bond
σ electron
σ orbital
σ* bond
σ* orbital
μ



A
1,4-Addition
α
α,β-Unsaturated
α,β Unsaturated ketone
α-Amino acid
α-Anomer
α-Carbon
α-Glycoside
α-Helix
α-Hydrogen
α-Hydroxy ketone
α-Tocopherol
Absolute configuration
Abstraction
Acetal
Acetaldehyde
Acetamide
Acetate
Acetate ion
Acetic acid
Acetic anhydride
Acetoacetic acid
Acetoacetic ester synthesis
Acetone
Acetonitrile
Acetophenone
Acetyl chloride
Acetyl-CoA
Acetyl group
Acetylcholine
Acetylene
Acetylide anion
Achiral
Acid
Acid anhydride
Acid catalyzed
Acid chloride
Acid dissociation constant
Acid ionization constant
Acid promoted
Acidity
Activation energy
Activator
Activating group
AcO-
AcOH
AcOR
Acrylate
Acrylate group
Acrylic acid
Acyclic
Acyl chloride
Acyl group
Acylation
Acylium ion
Acyloin
Adamantane
Adenine
Adenosine
Adenosine monophosphate
Adenosine triphosphate
Adenylic acid
Addition reaction
Adrenaline
Adriamycin
Aglycone
Agonist
Ala
Alanine
Alcohol
Alcohol dehydrogenase
Alcoholysis
Aldaric acid
Aldehyde
Aldohexose
Aldol
Aldol condensation
Aldol reaction
Aldonic acid
Aldoxime
Aldopentose
Aldose
Aldotetrose
Aldotriose
Aliphatic
Alkaloid
Alkane
Alkanoyl group
Alkene
Alkoxide
Alkoxy group
Alkyl group
Alkyl halide
Alkylammonium salt
Alkylate
Alkylation
Alkyne
Alkyne anion
Alkynyl anion
Allene
Allose
Allura Red AC
Allyl carbocation
Allyl group
Allylic position
Alpha
Alpha-amino acid
Alpha anomer
Alpha-carbon
Alpha-glycoside
Alpha-helix
Alpha-hydrogen
Alpha-hydroxy ketone
Alpha, beta-unsaturated
Altrose
Amalgam
Ambident nucleophile
Amide
Amido group
Amine
Amine oxide
Amino acid
Amino acid residue
Amino acid side chain
Amino group
Aminolysis
Ammonia
Ammonium cation
Ammonium salt
Amorphous
Amoxicillin
AMP
Amphiphilic
Amphiprotic
Amphoteric
Amphotericin B
Ampicillin
Amu
Amylopectin
Amylose
Anabolic steroid
Analgesic
Analyte
Anchimeric assistance
Anesthetic
Angle strain
Anhydride
Anhydrous
Aniline
Anion
Anion-cation interaction
Anion-dipole interaction
Anomer
Anomeric carbon
Anomeric effect
Antagonist
Antarafacial
Anthracene
Anti
Anti addition
Anti-inflammatory
Anti-Markovnikov addition
Anti-periplanar
Anti-staggered
Antiaromaticity
Antibiotic
Antibonding molecular orbital
Anticancer
Antidepressant
Antiemetic
Antifungal
Antimetabolite
Antioxidant
Antipsychotic
Antipyretic
Antiviral
Aprotic
Aprotic solvent
Aq.
Aqueous
Ar
Arabinose
Arachidic acid
Arachidonic acid
Arbuzov reaction
Arene
Arenium ion
Arg
Arginine
Arndt-Eistert reaction
Aromatic-aromatic interaction
Aromatic overtones
Aromatic stacking
Aromaticity
Arrhenius equation
Arrows
Aryl
Aryl group
Aryl halide
Aryl hydrogen
Ascorbate
Ascorbic acid
Asn
Asp
Asparagine
Aspartic acid
Aspirin
Asymmetric stretching
Atom economy
Atomic mass unit
Atomic orbital
Atomic radius
ATP
Autoionization
Autoxidation
Axatorial
Axial
Azetidine
Aziridine
Azo compound
Azo coupling
Azo dye
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B
β
β-Anomer
β-Branching
β-Carbon
β-Diketone
β-Elimination
β-Glycoside
β-Hydrogen
β-Hydroxy acid
β-Hydroxy aldehyde
β-Hydroxy ester
β-Hydroxy ketone
β-Keto acid
β-Keto ester
β-Lactam
β-Pleated sheet
β-Sheet
1,3-Butadiene
9-BBN
B0
Backside attack
Baeyer-Villiger oxidation
Barrier to rotation
Base
Base catalyzed
Base pair
Base peak
Base promoted
Basicity
Bathochromic shift
BDE
Beckmann rearrangement
Beer-Lambert law
Beer's law
Bending mode
Benedict's test
Benzaldehyde
Benzene
Benzene ring
Benzo[a]pyrene
Benzoate
Benzoate group
Benzoic acid
Benzophenone
Benzoquinone
Benzoyl group
Benzoyl peroxide
Benzyl carbocation
Benzyl group
Benzylic position
Benzyne
Bergman cyclization
Beta
Beta-anomer
Beta branching
Beta-carbon
Beta-diketone
Beta-elimination
Beta-glycoside
Beta-hydrogen
Beta-hydroxy acid
Beta-hydroxy aldehyde
Beta-hydroxy ester
Beta-hydroxy ketone
Beta-keto acid
Beta-keto ester
Betaine
Beta-lactam
Beta-sheet
BH3.S(CH3)2
BH3.THF
Bicyclic
Bile acid
Bimolecular
Biodiesel
Biopolymer
Biosynthesis
Birch reduction
Bisphenol A
Bisulfate
Blood sugar
Blue shift
Boat conformation
Boiling point
Bond angle
Bond angle strain
Bond change inventory
Bond dipole
Bond dipole moment
Bond dissociation energy
Bond length
Bond order
Bond rotation
Bond stretch
Bond vibration
Bond-line structure
Bonding molecular orbital
Bonding orbital
Borane
Bp (BP)
Branched
Bredt's rule
Bridged
Bridgehead
Broadband decoupling
Bromination
Bronsted acid
Bronsted base
Bronsted-Lowry acid
Bronsted-Lowry base
BuLi
Butadiene
Butane
Butanol
Butene
Butyl group
Butyllithium
Butyne
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C
1,3-Cyclobutadiene
1,3,5,7-Cyclooctatetraene
12C
13C
13C-NMR
14C
C-NMR
C-terminus
Caffeine
Cahn-Ingold-Prelog rules
Cal
Calicheamicin
Calorie
Calotte model
Camphor
Canonical form
Canonical structure
Carbamate
Carbamate ester
Carbamic acid
Carbamide
Carbanion
Carbene
Carbenoid
Carbocation
Carbocation fates
Carbocation rearrangement
Carbohydrate
Carbon dioxide
Carbon monoxide
Carbon NMR
Carbon suboxide
Carbon tet
Carbon tetrachloride
Carbon-12
Carbon-13
Carbon-14
Carbonate
Carbonic acid
Carbonium ion
Carbonyl
Carbonyl addition reaction
Carbonyl fates
Carbonyl group
Carbonyl oxide
Carbonyl substitution reaction
Carboxyl group
Carboxylate
Carboxylate ester
Carboxylate ion
Carboxylic acid
Carboxylic acid derivative
Carcinogen
Carvone
Catalyst
Cat.
Catalytic (catalytic amount)
Catalytic hydrogenation
Cation
Cation-anion interaction
Cation-dipole interaction
Cation-pi interaction
CDCl3
Cefaclor
Cellobiose
Cellulose
Cephalosporin
CCl4
CFC
Chain initiation
Chain propagation
Chain reaction
Chain termination
Chair conformation
Chair flip
Chalcone
Chatelier's principle
ChemDraw
Chemical formula
Chemical ionization
Chemical library
Chemical shift
Chemoselective
Chichibabin reaction
Chiral
Chiral center
Chlorination
Chlormethine
Chlorofluorocarbon
Chloroform
Chloroform-d
Chloroformate
Chlorophyll
Chloroprene
CHO
Cholesterol
Cholic acid
Choline
Chromatography
Chromium trioxide
Chromophore
Chymotrypsin
CI
CI-MS
Cis
Claisen condensation
Claisen reaction
Claisen rearrangement
Claisen-Schmidt condensation
Clemmensen reduction
Clinical trial
Cm-1
Coal
Cocaine
Codeine
Coenzyme
Cofactor
Coil
Column chromatography
Combinatorial synthesis
Combustion
Common name
Competitive inhibitor
Complex carbohydrate
Complex sugar
Concerted reaction
Condensation point
Condensation reaction
Configuration
Configurational isomer
Conformation
Conformational isomer
Conformer
Conjugate acid
Conjugate addition
Conjugate base
Conjugation
Constitutional isomer
Constructive interference
Cope elimination
Cope reaction
Cope rearrangement
Coplanar
Copolymer
Corey-Fuchs reaction
Coronene
Corticoid
COSY
COT
Coupling
Coupling constant
Covalent bond
COX
CPK model
Cram's rule
Creatine
CrO3
Crossed aldol condensation
Crossed Claisen condensation
Crown ether
Crude oil
Crystal
Cubane
Cumene
Cumulene
Cuprate
Curved arrow
Cyanide
Cyanohydrin
Cyclic
Cycloaddition reaction
Cycloalkane
Cyclobutadiene
Cyclobutane
Cyclobutene
Cyclohexane
Cyclohexanol
Cyclohexanone
Cyclohexene
Cyclooctatetraene
Cyclooxygenase 
Cyclopentadiene
Cyclopentadienyl anion
Cyclopentadienyl cation
Cyclopentane
Cyclopropane
Cyclopropenyl cation
Cys
Cysteine
Cytidine
Cytosine
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D
δ
δ-
δ+
ΔE
ΔΕΝ
ΔG
ΔG++
ΔH
ΔHfo
ΔS
1,3-Diaxial interaction
d
D
D-amino acid
D-carbohydrate
Dalton
Darzens condensation
Darzens reaction
DBE
DCM
DDT
Deactivating group
Deactivator
Decalin
Decane
Decantation
Decarboxylation
Decouple
Degenerate
Dehydrate
Dehydration
Dehydrohalogenation
Deliquescent
Delocalization
Deoxy
Deoxyadenosine
Deoxyribonucleic acid
Deoxyribose
Deprotection
Deprotonate
Deprotonization
DEPT
Deshielded
Desiccation
Desolvation
Destructive interference
Detergent
Deuterium
Deuterochloroform
Dewar benzene
Dextrorotatory
Dextrose
Diacid
Diamorphine
Diastereomer
Diastereoselective
Diastereotopic
Diatomic
Diaxial
Diaxial interaction
Diazo compound
Diazo coupling
Diazo dye
Diazomethane
Diazonium cation
Diazonium salt
Diazotization
DIBAH
DIBAL
DIBAL-H
Diborane
Dichloromethane
Dieckmann condensation
Dielectric constant
Diels-Alder reaction
Diene
Dienophile
Diequatorial
Diesel fuel
Diethyl ether
Diffraction
Diffraction pattern
Diffractometer
Dihedral angle
Dihydropyran
Diisobutylaluminum hydride
Dimer
Dimethylallyl pyrophosphate
Dimethylformamide
Dimethyl sulfide
Dimethyl sulfoxide
Diol
Dione
Dipeptide
Diphosphate
Dipole
Dipole moment
Dipole-anion interaction
Dipole-cation interaction
Dipole-dipole interaction
Dipole-ion interaction
Diradical
Directing group
Director
Disaccharide
Disiamylborane
Dispersion force
Disproportionation reaction
Dissolving metal reduction
Distillation
Distribution coefficient
Disubstituted
Disulfide
Disulfide bridge
Diterpene
Divalent
Diversity oriented synthesis
Diyne
DMAPP
DMF
DMSO
DNA
DNA alkylator
DNA cutter
Dodecane
Double blind trial
Double bond
Double bond equivalent
Double headed arrow
Double helix
Doublet
Doublet of doublets
Doublet of triplets
Downfield
Doxorubicin
Drug
Dye
Dry ice
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E
ε
E
E1 mechanism
E1 reaction
E1cb mechanism
E2 mechanism
E2 reaction
Ea
Eact

Early transition state
EAS
Eclipsed
Eclipsed conformation
EDG
ee
EI
EI-MS
Elec
Electron cloud
Electron configuration
Electron delocalization
Electron density
Electron density map
Electron donating group
Electron impact ionization
Electron releasing group
Electron withdrawing group
Electronegative
Electronegativity
Electroneutral
Electrophile
Electrophilic aromatic substitution
Electrophilic addition reaction
Electrophilic substitution
Electropositive
Electrostatic interaction
Electrostatic potential map
Elimination reaction
Empirical
Emulsification
Emulsify
Emulsion
EN
Enal 
Enamine
Enantiomeric excess
Enantiomer
Enantioselective
Enantiotopic
Endergonic
Endothermic
Enediyne
Energy of activation
Energy profile
Enol
Enol ether
Enol form
Enolate
Enolization
Enone
Enthalpy
Enthalpy of combustion
Enthalpy of formation
Enthalpy of hydrogenation
Enzyme
Ephedrine
Epibatidine
Epichlorohydrin
Epimer
Epinephrine
Epoxidation
Epoxide
Epoxy
Epoxy resin
Equatorial
Equial
Equilibrium
Equilibrium constant
Equivalent
ERG
Erythromycin
Erythrose
Ester
Esterification
Estrone
Et
Et2O
Ethane
Ethanoic acid
Ethanol
Ethene
Ether
EtO-
EtOAc
EtOH
Ethoxide
Ethyl acetate
Ethyl alcohol
Ethyl ether
Ethyl group
Ethylene
Ethylene glycol
Ethylene oxide
Ethyne
Evaporate
Evaporation
EWG
Exact mass
Excitation
Excited state
Exergonic
Exhaustive methylation
Exothermic
Expanded octet
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F
1st order (kinetics)
Family
Fat
Fatty acid
FDA
Fehling's test
Ferrocene
FID
Fingerprint region
Finkelstein reaction
First order (kinetics)
First order coupling
First order splitting
Fischer esterification
Fischer projection
Five zone analysis
Flame ionization detector
Fluorescence
Fluorination
Folic acid
Food and Drug Administration
Formal charge
Formaldehyde
Formalin
Formamide
Formate
Formic acid
Formyl group
Fourier-transform IR
Fourier-transform NMR
Fractional distillation
Fragment ion
Fragmentation
Free radical
Free radical halogenation

Freon
Friedel-Crafts acylation
Friedel-Crafts alkylation
Front side attack
Fructofuranose
Fructose
Fruit sugar
FT-IR
FT-NMR
Fulvene
Fumaric acid
Fuming nitric acid
Fuming sulfuric acid
Functional group
Furan
Furanose
Fused
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G
Galactopyranose
Galactose
Gas chromatograph
Gas chromatography
Gas chromatography-mass spectrometry
Gas phase
Gasoline
Gated community rule
Gauche
GC
GC-MS
Gem
Geminal
Geminal diol
Geometric isomer
Gilman reagent
Gln
Glu
Glucocorticoid
Gluconeogenesis
Glucopyranose
Glucose
Glutamic acid
Glutamine
Gly
Glyceraldehyde
Glycerin
Glycerol
Glycidic ester condensation
Glycine
Glycogen
Glycol
Glycolysis
Glycoside
Glycosylceramide
Goniometer
Grain alcohol
Grape sugar
Graphene
Green chemistry
Grignard reaction
Grignard reagent
Grob fragmentation
Ground state
Group
Guanidine
Guanine
Guanosine
Gulose
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H
1,2-H shift
1,3-H shift
1,5-H shift
1H
1H-NMR
2H
3H
H2O2
H3O+

H-bond
H-NMR
H-rule
H+ ('H+')
Halide
Haloalkane
Haloarene
Halogenoarene

Halocarbon
Halogen
Halogen-metal exchange
Halogenation
Halomethane
Hammond postulate
Hammond-Leffler postulate
Hard
Hard water
Haworth projection
HBr
HCl
HCFC
Heat capacity
Heat of combustion
Heat of formation
Heat of hydrogenation
Heck reaction
Hell-Volhard-Zelinsky reaction
Hemiacetal
Hemiketal
Hemiterpene
Heptane
Heroin
HETCOR
Heteroarene
Heteroaromatic
Heteroaryl
Heteroatom
Heterocycle
Heterolysis
Heterolytic bond cleavage
Heterolytic cleavage
Hexane
Hexose
HF
HI
High fructose corn syrup
High-performance liquid chromatography
High-pressure liquid chromatography
High-resolution mass spectrometry
Highest occupied molecular orbital
Hill system
His
Histidine
HMQC
HO-
HOAc
Hofmann degradation
Hofmann elimination
Hofmann rearrangement
Hofmann's rule
HOMO
HOMO-LUMO gap
Homochiral
Homolog
Homologous series
Homolysis
Homolytic bond cleavage
Homolytic cleavage
Homotopic
HOOH
Hooke's Law
HPLC
Huckel's Rule
Hunsdiecker reaction
Hybrid orbital
Hydrate
Hydration
Hydrazine
Hydrazone
Hydride
Hydride ion
Hydroboration
Hydroboration-oxidation reaction
Hydrocarbon
Hydrobromic acid
Hydrochloric acid
Hydrochloride
Hydrochloride salt
Hydrofluoric acid
Hydrofluorochlorocarbon
Hydrogen and halogen rule
Hydrogen bond
Hydrogen bond acceptor
Hydrogen bond donor
Hydrogen bromide
Hydrogen chloride
Hydrogen fluoride
Hydrogen iodide
Hydrogen peroxide
Hydrogen rule
Hydroiodic acid
Hydrolysis
Hydronium ion
Hydroperoxide
Hydroperoxyl radical
Hydrophilic
Hydrophobic
Hydrophobic effect
Hydrophobic vitamin
Hydroquinone
Hydroxide ion
Hydroxyl group
Hydroxyl radical
Hygroscopic
Hyperconjugation
Hypervalent
Hypochromic shift
Hypsochromic shift
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I
I
Ibuprofen
Ice
Idose
Ile
Imidazole
Imide
Imine
Immiscible
In silico
In vitro
In vivo
INADEQUATE
Incipient carbocation
IND
Indole
Inductive effect
Infrared spectrophotometer
Infrared spectroscopy
Infrared spectrum
Inhibitor
Initiation
Initiator
Insoluble
Integral
Integration
Intercalator
Intermediate
Intermolecular
Internal alkene
Internal alkyne
Intramolecular
Inversion of configuration
Investigational New Drug
Iodination
Iodoform reaction
Ion
Ion channel
Ion-dipole interaction
Ionic bond
Ionic substitution reaction
Ionization
Ionophore
IPP
iPr
Ipso hydrogen
Ipso substitution
IR
IR spectrophotometer
IR spectroscopy
IR spectrum
Iso
Isobutylene
Isobutyl group
Isocyanate
Isoelectronic
Isoleucine
Isomer
Isomerization
Isooctane
Isopentenyl pyrophosphate
Isophthalic acid
Isoprene
Isoprenoid
Isopropanol
Isopropyl alcohol
Isopropyl group
Isotope
Isoxazole
Isoxazoline
IUPAC
Return to top

J
J (or J)
J value
Jones reagent Joule
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K
Ka
kcal
Kekule structure
Keq
Ketal
Ketene
Keto form
Ketohexose
Ketone
Ketopentose
Ketose
Ketotetrose
Ketotriose
Ketoxime
Kevlar
KIE
Kilocalorie
Kilojoule
Kinase
Kinetic control
Kinetic isotope effect
kJ
Kolbe process
Kolbe-Schmitt reaction
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L
λ
λmax
l
L
L-amino acid
L-carbohydrate
Lactam
Lactate
Lactate dehydrogenase
Lactic acid
Lactone
Lactose
Ladenburg benzene
Laevulose
LAH
Lanosterol
Large calorie
Late transition state
Lauric acid
LDA
Le Chatelier's principle
Lead compound
Leaving group
Leu
Leucine
Levorotatory
Lewis acid
Lewis acid-base adduct
Lewis acid-base complex
Lewis base
Lewis dot structure
Lewis structure
LG
Library
LiAlH4
Limonene
LiN(iPr)2
Lindlar catalyst
Line-angle formula
Linear
Linoleic acid
Linolenic acid
Lipid
Lipophilic
Lipophilic vitamin
Lipophobic
Lithium aluminum hydride
Lithium diisopropylamide
Lobe
LogP
London dispersion force
London force
Lone pair
Long range coupling
Lowest unoccupied molecular orbital
LSD
LUMO
Lycopene 
Lys
Lyseric acid diethylamide
Lysine
Lyxose
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M
μ
M
M+1
M+2
m/z
Macrolactone
Macrolactonization
Macrolide
Magnetic induction
Magnetic resonance imaging
Major groove
Major product
MALDI
Maleic acid
Malonic acid
Malonic ester synthesis
Maltodextrin
Maltose
Mannich reaction
Mannose
Markovnikov addition
Markovnikov's rule
Marsh gas
Mass spectrum
Mass spectrometer
Mass spectrometry
Mass-to-charge ratio
McLafferty rearrangement
mCPBA
Me
Measles
Mechanism
Mechlorethamine
Melting point
Menthol
MeOH
Mercaptan
Meso
Meso compound
Mesotartaric acid
Mesylate
Met
Meta
Meta director
Meta-chloroperoxybenzoic acid
Metabolism
Metalorganic compound
Meth
Methacrylate
Methacrylate group
Methacrylic acid
Methamphetamine
Methanal
Methane
Methanesulfonate
Methanesulfonic acid
Methanoic acid
Methanol
Methine group
Methionine
Methoxide
Methoxy group
Methyl
Methyl alcohol
Methyl alkyl halide
Methyl carbocation
Methyl carbon
Methyl group
Methyl hydrogen
Methyl sulfide
Methyl sulfoxide
Methylation
Methylbenzene
Methylene chloride
Methylene group
Methyllithium
Micelle
Michael acceptor
Michael addition
Michael donor
Michael reaction
Michaelis-Arbuzov reaction
Microscopic reversibility
Mineral acid
Mineralocorticoid
Minor groove
Minor product
Miscible
Mixed anhydride
Mixed Claisen condensation
Mobile phase
Moiety
Mol
Molar absorptivity
Molar attenuation coefficient
Molar extinction coefficient
Molar mass
Mole
Molecular formula
Molecular ion
Molecular model kit
Molecular orbital
Molecular recognition
Molecular structure
Molecular weight
Molecule
Molozonide
Monatomic
Monoatomic
Monohydrate
Monomer
Monosaccharide
Monosubstituted
Monoterpene
Monounsaturated fat
Monounsaturated fatty acid
Monovalent
Montreal Protocol
Morphine
Motif
Mp
MRI
MS
MsO
MsOH
MTBE
Multiplet
Muriatic acid
Mutagen
Mutarotation
MW
Myoglobin
Myristic acid
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N
N
N-bromosuccinimide
N-chlorosuccinimide
N-oxide
N-terminus
N,N-dimethylformamide
n
n-BuLi
n+1 Rule
4n+2 Rule
NaBH4
NAD+
NADH
NaH
NAS
Naked proton
Name reaction
Naphthalene
Natta projection
Natural abundance
Natural gas
Natural product
NBS
NCS
NDA
Neat
Neighbor
Neighboring group participation
Neo
Neopentyl group
Neoprene
Nepetalactone
New Drug Application
Newman projection
Nicotine
Nitranion
Nitration
Nitrene
Nitric acid
Nitric oxide
Nitrile
Nitro group
Nitrogen inversion
Nitrogen rule
Nitronium cation
Nitrosonium cation
NMR
NMR spectrometer
NMR spectroscopy
NMR spectrum
No reaction
Node
NOESY
Nomenclature
Nominal mass
Non-first order coupling
Non-first order splitting
Nonacidic amino acid
Nonane
Nonaromatic
Nonbonded electron pair
Nonbonded pair
Nonbonding molecular orbital
Noncovalent molecular force
Noncovalent molecular interaction
Nondecoupled
Nonequivalent
Nonpolar
Nonpolar covalent bond
Nonpolar solvent
Nonreducing sugar
Nonsuperimposable
Nonsuperposable
Nor
Norepinephrine
Normal
NR
NSAID
Nuc
Nuclear magnetic resonance
Nuclear spin flip
Nuclear spin state
Nucleic acid
Nucleobase
Nucleofuge
Nucleophile
Nucleophilic acyl substitution
Nucleophilic addition
Nucleophilic aromatic substitution
Nucleophilic carbonyl substitution
Nucleophilic substitution
Nucleophilicity
Nucleoside
Nucleotide
Nylon
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O
1-Octanol
O-chem
-OAc
Ochem
Octane
Octane number
Octane rating
Octet rule
Oil
Oleic acid
Olefin
Oleum
Oligosaccharide
OMs
One equivalent
One molecule rule
Open octet
Open valence electron count
Open valence shell
Opsin
Optical activity
Optical isomer
Optical purity
Optically active
Optically inactive
Orbital
Orbital electronegativity
Orbital lobe
Orbital node
Organic chemistry
Organic synthesis
Organoborane
Organocopper reagent
Organohalide
Organolithium reagent
Organometallic compound
Organophosphate
Organophosphorus compound
Organophosphorus reagent
Orgo
ORTEP
Ortho
Ortho/para director
Orthoester
Orthogonal
OTf
OTs
Oxalic acid

Oxaphosphetane
Oxazole
Oxazoline
Oxetane
Oxidant
Oxidation
Oxidation number
Oxidation reaction
Oxidation state
Oxidative cleavage
Oxidizing agent
Oxime
Oxirane
Oxo
Oxonium ion
Oxonium ion fates
Oxyanion
OxyCope rearrangement
Oxymercuration-demercuration
Ozone
Ozone depletion
Ozone hole
Ozone layer
Ozonolysis
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P
π bond
π electron
π orbital
π* orbital
p orbital
P
PABA
Paclitaxel
PAH
Palmitic acid
Para
Paraffin
Parafilm
Partial pi bond
Partition coefficient
PBoR
PCC
Penicillin
Pentane
Pentapeptide
Pentavalent carbon
Pentene
Pentet
Pentose
Peptide
Peptide bond
Peptidoglycan
Per
Peracetic acid
Peracid
Pericyclic reaction
Period
Periplanar
Peroxide
Peroxide effect
Peroxyacetic acid
Peroxyacid
PET
Pet ether
PETE
Petrol
Petroleum
Petroleum ether
pH
Ph
Ph3PO
Pharmaceutical
Pharmacology
Phase I trial
Phase II trial
Phase III trial
Phase IV trial
Phe
Phenanthrene
Phenol
Phenolate
Phenoxide
Phenyl (phenyl group)
Phenylalanine
Pheromone
Phosgene
Phosphate
Phosphate ester
Phosphate group
Phosphatidic acid
Phosphatidyl choline
Phosphine
Phosphine oxide
Phosphodiester
Phospholipid
Phospholipid bilayer
Phosphonium salt
Phosphonium ylide
Phosphoric acid
Phosphorylation
Photochemistry
Photolysis
Photon
Phthalic acid
Pi antibonding orbital
Pi bond
Pi-cation interaction
Pi electron
Pi orbital
Pi stacking
Pinacol rearrangement
Pinacol-pinacolone rearrangement
Pinner reaction
Piperidine
Pitzer strain
pKa
pKa1
pKa2
pKa3
Placebo
Planar
Plane polarized light
Plexiglas
Poisoned catalyst
Polar
Polar covalent bond
Polar solvent
Polarimeter
Polarimetry
Polarizability
Polarization
Polychloroprene
Polycyclic
Polycyclic aromatic hydrocarbon
Polyester
Polyethylene terephthalate
Polymer
Polymerization
Poly(methyl methacrylate)
Polypeptide
Polysaccharide
Polystyrene
Polyterpene
Polyunsaturated fat
Polyunsaturated fatty acid
Polyvinyl chloride
ppm
Pr
Precipitate
Primary
Primary alcohol
Primary alkyl halide
Primary amide
Primary amine
Primary ammonium salt
Primary carbocation
Primary carbon
Primary hydrogen
Primary structure
Prismane
Pro
Prodrug
Product
Proline
Prontosil
Propagation
Propane
Propanoic acid
Propargyl group
Propargylic position
Propene
Propionic acid
Propyl group
Propylene
Propylene glycol
Propyne
Prostaglandin
Prostanoic acid
Protease
Protecting group
Protection
Protein
Protein Data Bank
Protic
Protic solvent
Proticity
Proton
Proton bus
Proton NMR
Proton shuttle
Proton transfer
Protonate
p-Toluenesulfonate
p-Toluenesulfonic acid
PTFE
pTsOH
Pulmonary surfactant
Purine
PVC
px orbital
py orbital
Pyran
Pyranose
Pyridine
Pyridinium
Pyridinium chlorochromate
Pyrimidine
Pyrophosphate
Pyrrole
Pyrrolidine
Pyruvate
Pyruvic acid
pz orbital
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Q
QSAR
Quantitative structure-activity relationship
Quantized
Quantum mechanics
Quartet
Quaternary
Quaternary ammonium salt
Quaternary carbon
Quaternary structure
Quinine
Quinoline
Quinone
Quintet
Quinuclidine
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R
R
R group
R2CuLi
Racemate
Racemic
Racemic acid
Racemic mixture
Racemization
Racemize
Radical
Radical anion
Radical cation
Radical chain reaction
Radical fates
Radical halogenation
Radiocarbon
Random coil
Random screening
Rate-determining step
Rate-limiting step
Rate equation
Rate expression
Rate law
Rayon
RCHO
RCO2H
RCO2R
RCO3H
RCOOH
RCOOR
rds
Reactant
Reaction coordinate
Reaction mechanism
Reaction product
Reaction rate
Reaction yield
Reactive intermediate
Reactivity-selectivity principle
Rearrangement
Receptor
Red shift
Redox reaction
Reducing agent
Reducing sugar
Reductant
Reduction
Reduction reaction
Reductive amination
Reflection
Regiochemistry
Regioselective
Relative abundance
Relative configuration
Relative intensity
Relaxation
Relaxation time
Residue
Resolution
Resonance
Resonance contributor
Resonance contributor preference rules
Resonance energy
Resonance hybrid
Resonance structure
Retention of configuration
Retinal
Retinaldehyde
Retinol
Retinol binding protein
Retro-aldol reaction
Retro-Claisen condensation
Retrosynthetic analysis
Retrosynthesis
Rhodopsin
Ribofuranose
Ribonucleic acid
Ribose
Ring flip
Ring strain
Ritter reaction
RLi
RNA
RO-
ROAc
Robinson annelation
Robinson annulation
ROH
Rosenmund reduction
Rubbing alcohol
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S
1,2-shift
1,3-shift
2nd order (kinetics)
3,3-shift
σ bond
σ electron
σ orbital
σ* orbital
S
s orbital
S-adenosylmethionine
s-cis
s-BuLi
s-trans
Saccharide
Salicylic acid
Salt
SAM
Sandmeyer reaction
Sanger's reagent
Saponification
SAR
Saturated
Saturated fat
Saturated fatty acid
Sawhorse projection
Saytsev's rule
Saytzeff's rule
Schiemann reaction
Schiff base
Sec
Sec-butyl group
Seco acid
Second order (kinetics)
Second order coupling
Second order splitting
Secondary
Secondary alcohol
Secondary alkyl halide
Secondary amide
Secondary amine
Secondary ammonium salt
Secondary carbocation
Secondary carbon
Secondary hydrogen
Secondary structure
Selenocysteine
Self condensation
Semicarbazone
Septet
Ser
Serine
Serine protease
Sesquarterpene
Sesquiterpene
Sesterterpene
Sextet
Shielded
Side chain
Sigma bond
Sigma electron
Sigma orbital
Sigma* orbital
Sigmatropic reaction
Signal
Signal molecule
Significant resonance contributor
Silyl enol ether
Silyl ether
Simmons-Smith reaction
Simple carbohydrate
Simple distillation
Simple sugar
Single bond
Singlet
Singly occupied molecular orbital
Skeletal formula
Skeletal isomer
Skeletal structure
Small calorie
SN1 mechanism
SN2 mechanism
SNAr mechanism
Soap
Sodamide
Sodium amide
Sodium borohydride
Sodium hydride
Soft
Solubility
Solute
Solvation
Solvent
Solvent shell
Solvolysis
SOMO
sp orbital
sp2 orbital
sp3 orbital
Space filling model
Specific rotation
Spectrometer
Spectrometry
Spectrophotometer
Spectroscopy
Spectrum
Sphingolipid
Sphingosine
Spin quantum number
Spin-spin coupling
Spiro
Splitting
Spontaneous resolution
Squalene
Squalene oxide
Squiggly line
Staggered
Staggered conformation
Standard amino acid
Starch
Starting material
Stationery phase
Steam
Stearic acid
Stepwise reaction
Stereocenter
Stereochemistry
Stereoelectronic effect
Stereoisomer
Stereoselective
Stereospecific
Steric effect
Steric hindrance
Steric number
Steric strain
Steroid
Sterol
Stille coupling
Stille reaction
Stobbe condensation
Stoichiometry
Stork acylation reaction
Stork enamine reaction
Strain
Stretching frequency
Structure-activity relationship
Structural isomer
Styrene
Styrofoam
Sublimation
Substituent
Substituted
Substitution nucleophilic 1st order
Substitution nucleophilic 2nd order
Substitution nucleophilic bimolecular
Substitution nucleophilic unimolecular
Substitution reaction
Substrate
Substrate mimic
Succinic acid
Sucralose
Sucrose
Sugar
Suicide inhibitor
Sulfa drug
Sulfanilamide
Sulfate
Sulfhydryl group
Sulfide
Sulfonamide
Sulfonate
Sulfonate anion
Sulfonate ester
Sulfonate ion
Sulfonation
Sulfone
Sulfonic acid
Sulfonium ion
Sulfonium salt 
Sulfonyl chloride
Sulfoxide
Sulfur dioxide
Sulfur trioxide
Sulfuric acid
Superacid
Supercoil
Supercoiling
Superimposable
Superoxide
Superposable
Suprafacial
Surfactant
Symmetric stretching
Syn
Syn addition
Syn-periplanar
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T
[TS]++
t-BuLi
Talose
Tartaric acid
Tautomer
Tautomerization
Taxol
TBAF
tBDMS group
tBDPS group
tBu
tBuO-
tBuOH
TCD
Teflon
Teratogen
Terephthalic acid
Terminal alkene
Terminal alkyne
Termination
Termolecular
Terpene
Terpenoid
Tert
Tert-butanol
Tert-BuOH
Tert-butoxide
Tert-butyl carbocation
Tert-butyl group
Tertiary
Tertiary alcohol
Tertiary alkyl halide
Tertiary amide
Tertiary amine
Tertiary ammonium salt 
Tertiary carbocation
Tertiary carbon
Tertiary hydrogen
Tertiary structure
Tetra-n-butylammonium fluoride
Tetrachloromethane
Tetracyclic
Tetracycline
Tetrahedral adduct
Tetrahedral carbon
Tetrahedral intermediate
Tetrahydrofuran
Tetrahydropyran
Tetramer
Tetramethylsilane
Tetrapeptide
Tetrasubstituted
Tetraterpene
Tetravalent
Tetrose
Texas carbon
TfO
TfOH
Thalidomide
Thermal conductivity detector
Thermodynamic control
Thermodynamically spontaneous
THF
Thiazole
Thioacetal
Thioester
Thioether
Thiol
Thiolate
Thiolester
Thionyl chloride
Thiophene
Thiophenol
THP
Thr
Threonine
Threose
Thymidine
Thymine
TMS
TMS group
Tollen's reagent
Tollens' test
Toluene
Toluenesulfonate
Toluenesulfonic acid
Torsional strain
Tosylate
Total synthesis
Trans
Trans fat
Transamidation
Transamination
Transesterification
Transition state
Transition state analog
Transmetalation
Transmute
Transpeptidase
Trehalose
Triacylglyceride
Triacylglycerol
Tricyclic
Triflate
Triflic acid
Trifluoroethanol
Trifluoroethoxide ion
Trifluoromethanesulfonate
Trifluoromethanesulfonic acid
Trifluoromethyl group
Triglyceride
Trimolecular
Trimer
Triol
Triose
Trioxolane
Tripeptide
Triphosphate
Triple bond
Triplet
Triplet of doublets
Trisubstituted
Triterpene
Tritium
Trivalent
Tropylium cation
Trp
Tryptophan
TS
TsO
TsOH
Two-dimensional NMR
Tyr
Tyrosine
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U
Ultraviolet spectroscopy
Ultraviolet-visible spectroscopy
Unbranched
Undecane
Unimolecular
Unsaturated
UN
Unionized
Upfield
Uracil
Urea
Urethane
Uridine
Uronic acid
UV
UV-vis
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V
Vacuum distillation
Val
Valence
Valence electron
Valence shell
Valine
Van der Waals force
Van der Waals repulsion
van der Waals strain
Vapor pressure
Vaporization
Vaporize
Vic
Vicinal
Vicinal diol
Vinegar
Vinyl chloride
Vinyl group
Vinylic carbocation
Vinylic hydrogen
Vinylic position
Vitalism
Vitamin
Vitamin A
Vitamin C
Vitamin E
Volatile
VSEPR theory
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W
Wagner-Meerwein shift
Walden inversion
Water
Water vapor
Watson-Crick base pair
Wavelength

Wavenumber
Wavy line
Wax
Wedge
Wieland-Miescher ketone
Williamson ether synthesis
Wittig reaction
Wolff-Kishner reduction
Wood alcohol
Woodward-Hoffmann rules
Wurtz coupling
Wurtz reaction
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X
X-ray crystallography
X-ray diffraction
X-ray diffractometer
Xanthine
Xylose
Xylene
Xylulose
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Y
Yield
Ylide Return to top

Z
Z
Zaitsev's Rule
Zigzag structure
Zwitterion
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Copyright 2010-2017 Steven A. Hardinger, Department of Chemistry & Biochemistry, UCLA. All rights reserved. For images with permission, click the image to review the permission. All other images property of the author or are in the public domain.