User:Y-S.Ko/Wikipedia course/Chemistry

Chemistry

Physical chemistry

Compounds

Organic chemistry

Organic functional groups and compounds

reactions

Functional group	Preparation	Reactions
Acid anhydride	preparation	reactions
Acyl halides	preparation	reactions
Acyloins	preparation	reactions
Alcohols	preparation	reactions
Aldehydes	preparation	reactions
Alkanes	preparation	reactions
Alkenes	preparation	reactions
Alkyl halides	preparation	reactions
Alkyl nitrites	preparation	reactions
Alkynes	preparation	reactions
Amides	preparation	reactions
Amine oxide	preparation	reactions
Amines	preparation	reactions
Arene compounds	preparation	reactions
Azides	preparation	reactions
Aziridines	preparation	reactions
Carboxylic acids	preparation	reactions
Cyclopropanes	preparation	reactions
Diazo compounds	preparation	reactions
Diols	preparation	reactions
Esters	preparation	reactions
Ethers	preparation	reactions
Epoxide	preparation	reactions
Haloketones	preparation	reactions
Imines	preparation	reactions
Isocyanates	preparation	reactions
Ketones	preparation	reactions
Lactams	preparation	reactions
Lactones	preparation	reactions
Nitriles	preparation	reactions
Nitro compounds	preparation	reactions
Phenols	preparation	reactions
Thiols	preparation	reactions

Name reactions
- Alder ene reaction
- Aldol condensation
- Algar–Flynn–Oyamada reaction
- Allan–Robinson reaction
- Arndt–Eistert homologation
- Baeyer–Villiger oxidation
- Baker–Venkataraman rearrangement
- Bamford–Stevens reaction
- Baran reagents
- Barbier reaction
- Bargellini reaction
- Bartoli indole synthesis
- Barton radical decarboxylation
- Barton–McCombie deoxygenation
- Barton nitrite photolysis
- Barton–Zard reaction
- Batcho–Leimgruber indole synthesis
- Baylis–Hillman reaction
- Beckmann rearrangement
- Abnormal Beckmann rearrangement
- Beirut reaction
- Benzilic acid rearrangement
- Benzoin condensation
- Bergman cyclization
- Biginelli reaction
- Birch reduction
- Bischler–Möhlau indole synthesis
- Bischler–Napieralski reaction
- Blaise reaction
- Blum–Ittah aziridine synthesis
- Boekelheide reaction
- Boger pyridine synthesis
- Borch reductive amination
- Borsche–Drechsel cyclization
- Boulton–Katritzky rearrangement
- Bouveault aldehyde synthesis
- Bouveault–Blanc reduction
- Boyland–Sims oxidation
- Elbs oxidation
- Bradsher reaction
- Brook rearrangement
- Brown hydroboration
- Bucherer carbazole synthesis
- Bucherer reaction
- Bucherer–Bergs reaction
- Büchner ring expansion
- Buchwald–Hartwig amination
- Burgess reagent
- Burke boronates
- Cadiot–Chodkiewicz coupling
- Cadogan–Sundberg indole synthesis
- Camps quinoline synthesis
- Cannizzaro reaction
- Carroll rearrangement
- Castro–Stephens coupling
- CíH activation
- Catellani reaction
- Sanford reaction
- White catalyst
- Yu CíH activation
- Chan alkyne reduction
- Chan–Lam C–X coupling reaction
- Chapman rearrangement
- Chichibabin pyridine synthesis
- Ciamician–Dennsted rearrangement
- Claisen condensation
- Claisen isoxazole synthesis
- Claisen rearrangements
- para-Claisen rearrangement
- Abnormal Claisen rearrangement
- Chugaev elimination
- Eschenmoser–Claisen amide acetal rearrangement
- Ireland–Claisen (silyl ketene acetal) rearrangement
- Johnson–Claisen (orthoester) rearrangement
- Clemmensen reduction
- Combes quinoline synthesis
- Conrad–Limpach reaction
- Cope elimination reaction
- Cope rearrangement
- Anionic oxy-Cope rearrangement
- Oxy-Cope rearrangement
- Siloxy-Cope rearrangement
- Corey–Bakshi–Shibata (CBS) reagent
- Corey Chaykovsky reaction
- Corey–Fuchs reaction
- Corey–Kim oxidation
- Corey–Nicolaou macrolactonization
- Corey–Seebach reaction
- Corey–Winter olefin synthesis
- Criegee glycol cleavage
- Criegee mechanism of ozonolysis
- Curtius rearrangement
- Dakin oxidation
- Dakin–West reaction
- Danheiser annulation
- Darzens condensation
- Delépine amine synthesis
- de Mayo reaction
- Demjanov rearrangement
- Tiffeneau–Demjanov rearrangement
- Dess–Martin periodinane oxidation
- Dieckmann condensation
- Diels–Alder reaction
- Inverse electronic demand Diels–Alder reaction
- Hetero-Diels–Alder reaction
- Dienone–phenol rearrangement
- Doebner quinoline synthesis
- Doebner–von Miller reaction
- Dötz reaction
- Dowd–Beckwith ring expansion
- Dudley reagent
- Erlenmeyer–Plöchl azlactone synthesis
- Eschenmoser’s salt
- Eschenmoser–Tanabe fragmentation
- Eschweiler–Clarke reductive alkylation of amines
- Evans aldol reaction
- Favorskii rearrangement
- Quasi-Favorskii rearrangement
- Feist–Bénary furan synthesis
- Ferrier carbocyclization
- Ferrier glycal allylic rearrangement
- Fiesselmann thiophene synthesis
- Fischer–Speier esterification
- Fischer indole synthesis
- Fischer oxazole synthesis
- Fleming–Kumada oxidation
- Tamao–Kumada oxidation
- Friedel–Crafts reaction
- Friedel–Crafts acylation reaction
- Friedel–Crafts alkylation reaction
- Friedländer quinoline synthesis
- Fries rearrangement
- Fukuyama amine synthesis
- Fukuyama reduction
- Gabriel synthesis
- Ing–Manske procedure
- Gabriel–Colman rearrangement
- Gassman indole synthesis
- Gattermann–Koch reaction
- Gewald aminothiophene synthesis
- Glaser coupling
- Eglinton coupling
- Gomberg–Bachmann reaction
- Gould–Jacobs reaction
- Grignard reaction
- Grob fragmentation
- Guareschi–Thorpe condensation
- Hajos–Wiechert reaction
- Haller–Bauer reaction
- Hantzsch dihydropyridine synthesis
- Hantzsch pyrrole synthesis
- Heck reaction
- Heteroaryl Heck reaction
- Hegedus indole synthesis
- Hell–Volhard–Zelinsky reaction
- Henry nitroaldol reaction
- Hinsberg synthesis of thiophenes
- Hiyama cross-coupling reaction
- Hofmann elimination
- Hofmann rearrangement
- Hofmann–Löffler–Freytag reaction
- Horner–Wadsworth–Emmons reaction
- Houben–Hoesch reaction
- Hunsdiecker–Borodin reaction
- Jacobsen–Katsuki epoxidation
- Japp–Klingemann hydrazone synthesis
- Jones oxidation
- Collins oxidation
- PCC oxidation
- PDC oxidation
- Julia–Kocienski olefination
- Julia–Lythgoe olefination
- Kahne glycosidation
- Knoevenagel condensation
- Knorr pyrazole synthesis
- Koch–Haaf carbonylation
- Koenig–Knorr glycosidation
- Kostanecki reaction
- Kröhnke pyridine synthesis
- Krapcho reaction
- Kumada cross-coupling reaction
- Lawesson’s reagent
- Leuckart–Wallach reaction
- Li A3 reaction
- Lossen rearrangement
- McFadyen–Stevens reduction
- McMurry coupling
- MacMillan catalyst
- Mannich reaction
- Markovnikov’s rule
- Anti-Markovnikov
- Martin’s sulfurane dehydrating reagent
- Masamune–Roush conditions for the Horner–Emmons reaction
- Meerwein’s salt
- Meerwein–Ponndorf–Verley reduction
- Meisenheimer complex
- 1,2-Meisenheimer rearrangement
- 2,3-Meisenheimer rearrangement
- Meyers oxazoline method
- Meyer–Schuster rearrangement
- Michael addition
- Michaelis–Arbuzov phosphonate synthesis
- Midland reduction
- Minisci reaction
- Mislow–Evans rearrangement
- Mitsunobu reaction
- Miyaura borylation
- Moffatt oxidation
- Morgan–Walls reaction
- Pictet–Hubert reaction
- Mori–Ban indole synthesis
- Mukaiyama aldol reaction
- Mukaiyama Michael addition
- Mukaiyama reagent
- Myers–Saito cyclization
- Nazarov cyclization
- Neber rearrangement
- Nef reaction
- Negishi cross-coupling reaction
- Nenitzescu indole synthesis
- Newman–Kwart rearrangement
- Nicholas reaction
- Nicolaou IBX dehydrogenation
- Noyori asymmetric hydrogenation
- Nozaki–Hiyama–Kishi reaction
- Nysted reagent
- Oppenauer oxidation
- Overman rearrangement
- Paal thiophene synthesis
- Paal–Knorr furan synthesis
- Paal–Knorr pyrrole synthesis
- Parham cyclization
- Passerini reaction
- Paternó–Büchi reaction
- Pauson–Khand reaction
- Payne rearrangement
- Pechmann coumarin synthesis
- Perkin reaction
- Perkow vinyl phosphate synthesis
- Petasis reaction
- Petasis reagent
- Peterson olefination
- Pictet–Gams isoquinoline synthesis
- Pictet–Spengler tetrahydroisoquinoline synthesis
- Pinacol rearrangement
- Pinner reaction
- Polonovski reaction
- Polonovski–Potier reaction
- Pomeranz–Fritsch reaction
- Schlittler–Müller modification
- Pavorov reaction
- Prévost trans-dihydroxylation
- Prins reaction
- Pschorr cyclization
- Pummerer rearrangement
- Ramberg–Bäcklund reaction
- Reformatsky reaction
- Regitz diazo synthesis
- Reimer–Tiemann reaction
- Reissert reaction
- Reissert indole synthesis
- Ring-closing metathesis (RCM)
- Ritter reaction
- Robinson annulation
- Robinson–Gabriel synthesis
- Robinson–Schöpf reaction
- Rosenmund reduction
- Rubottom oxidation
- Rupe rearrangement
- Saegusa oxidation
- Sakurai allylation reaction
- Sandmeyer reaction
- Schiemann reaction
- Schmidt rearrangement
- Schmidt’s trichloroacetimidate glycosidation
- Scholl reaction
- Shapiro reaction
- Sharpless asymmetric amino hydroxylation
- Sharpless asymmetric dihydroxylation
- Sharpless asymmetric epoxidation
- Sharpless olefin synthesis
- Shi asymmetric epoxidation
- Simmons–Smith reaction
- Skraup quinoline synthesis
- Smiles rearrangement
- Truce–Smile rearrangement
- Sommelet reaction
- Sommelet–Hauser rearrangement
- Sonogashira reaction
- Staudinger ketene cycloaddition
- Staudinger reduction
- Stetter reaction
- Stevens rearrangement
- Still–Gennari phosphonate reaction
- Stille coupling
- Stille–Kelly reaction
- Stobbe condensation
- Stork–Danheiser transposition
- Strecker amino acid synthesis
- Suzuki–Miyaura coupling
- Swern oxidation
- Takai reaction
- Tebbe reagent
- TEMPO oxidation
- Thorpe Ziegler reaction
- Tsuji–Trost reaction
- Ugi reaction
- Ullmann coupling
- van Leusen oxazole synthesis
- Vilsmeier–Haack reaction
- Vinylcyclopropane cyclopentene rearrangement
- von Braun reaction
- Wacker oxidation
- Wagner–Meerwein rearrangement
- Weiss–Cook condensation
- Wharton reaction
- Williamson ether synthesis
- Willgerodt–Kindler reaction
- Wittig reaction
- Schlosser modification of the Wittig reaction
- 1,2-Wittig rearrangement
- 2,3-Wittig rearrangement
- Wohl–Ziegler reaction
- Wolff rearrangement
- Wolff–Kishner reduction
- Woodward cis-dihydroxylation
- Yamaguchi esterification
- Zaitsev’s elimination rule
- Zhang enyne cycloisomerization
- Zimmerman rearrangement
- Zincke reaction
- Zinin benzidine (semidne) rearrangement

v t e Branches of chemistry
Glossary of chemical formulae List of biomolecules List of inorganic compounds Periodic table
Analytical	Instrumental chemistry Electroanalytical methods Spectroscopy IR Raman UV-Vis NMR Mass spectrometry EI ICP MALDI Separation process Chromatography GC HPLC Crystallography Characterization Titration Wet chemistry Calorimetry Elemental analysis
Theoretical	Quantum chemistry Computational chemistry Mathematical chemistry Molecular modelling Molecular mechanics Molecular dynamics Molecular geometry VSEPR theory
Physical	Electrochemistry Spectroelectrochemistry Photoelectrochemistry Thermochemistry Chemical thermodynamics Surface science Interface and colloid science Micromeritics Cryochemistry Sonochemistry Structural chemistry Chemical physics Molecular physics Femtochemistry Chemical kinetics Spectroscopy Photochemistry Spin chemistry Microwave chemistry Equilibrium chemistry Mechanochemistry
Inorganic	Coordination chemistry Magnetochemistry Organometallic chemistry Organolanthanide chemistry Cluster chemistry Solid-state chemistry Ceramic chemistry
Organic	Stereochemistry Alkane stereochemistry Physical organic chemistry Organic reactions Organic synthesis Retrosynthetic analysis Enantioselective synthesis Total synthesis / Semisynthesis Fullerene chemistry Polymer chemistry Petrochemistry Dynamic covalent chemistry
Biological	Biochemistry Molecular biology Cell biology Chemical biology Bioorthogonal chemistry Medicinal chemistry Pharmacology Clinical chemistry Neurochemistry Bioorganic chemistry Bioorganometallic chemistry Bioinorganic chemistry Biophysical chemistry
Interdisciplinarity	Nuclear chemistry Radiochemistry Radiation chemistry Actinide chemistry Cosmochemistry / Astrochemistry / Stellar chemistry Geochemistry Biogeochemistry Photogeochemistry Environmental chemistry Atmospheric chemistry Ocean chemistry Clay chemistry Carbochemistry Food chemistry Carbohydrate chemistry Food physical chemistry Agricultural chemistry Soil chemistry Chemistry education Amateur chemistry General chemistry Clandestine chemistry Forensic chemistry Forensic toxicology Post-mortem chemistry Nanochemistry Supramolecular chemistry Chemical synthesis Green chemistry Click chemistry Combinatorial chemistry Biosynthesis Chemical engineering Stoichiometry Materials science Metallurgy Ceramic engineering Polymer science
See also	History of chemistry Nobel Prize in Chemistry Timeline of chemistry of element discoveries "The central science" Chemical reaction Catalysis Chemical element Chemical compound Atom Molecule Ion Chemical substance Chemical bond Alchemy Quantum mechanics
Category Commons Portal WikiProject

v t e Chemical equilibria
Concepts	Chemical stability Chelation Dynamic equilibrium Equilibrium chemistry Equilibrium stage Free energy Gibbs Helmholtz Le Chatelier's principle Phase separation Reversible reaction Thermodynamic equilibrium
Models	Equilibrium constant determination Phase diagram Predominance diagram Phase rule Reaction quotient Thermodynamic activity
Applications	Buffer solution Equilibrium unfolding Liquid–liquid extraction
Specific equilibria	Acid dissociation Hammett acidity function Binding constant Binding selectivity Coordination complexes Macrocyclic effect Dissociation constant Hydrolysis Self-ionization of water Partition Distribution coefficient Solubility Common-ion effect Vapor–liquid Henry's law

v t e Electron configuration
Electron shell Atomic orbital Quantum mechanics Introduction to quantum mechanics
Quantum numbers	Principal quantum number ( $n$ ) Azimuthal quantum number ( $ℓ$ ) Magnetic quantum number ( $m$ ) Spin quantum number ( $s$ )
Ground-state configurations	Periodic table (electron configurations) Electron configurations of the elements (data page)
Electron filling	Pauli exclusion principle Hund's rule Aufbau principle
Electron pairing	Electron pair Unpaired electron
Bonding participation	Valence electron Core electron
Electron counting rules	Octet rule 18-electron rule

v t e Inorganic compounds of carbon and related ions
Compounds	CF CO CO₂ CO₃ CO₄ CO₅ CO₆ COS CS C₂S₂ CS₂ CSe₂ C₃O₂ C₃S₂ SiC
Carbon ions	Carbides [:C≡C:]²⁻, [::C::]⁴⁻, [:C=C=C:]⁴⁻ Cyanide [:C≡N:]⁻ Cyanate [:O−C≡N:]⁻ Thiocyanate [:S−C≡N:]⁻ Fulminate [:C≡N−O:]⁻ Thiofulminate [:C≡N−S:]⁻
Nanostructures	Graphite intercalation compounds Fullerides
Oxides and related	Oxides Nitrides Metal carbonyls Carbonic acid Bicarbonates Carbonates

v t e Boron compounds
Boron pnictogenides	BAs BN BP
Boron halides	BBr₃ BCl₃ BF BFO BF₃ BI₃ B₂F₄ B₂Cl₄
Acids	B(NO₃)₃ B(OH)₃ BPO₄
Boranes	BH₃ B₂H₄ B₂H₆ BH₃NH₃ B₄H₁₀ B₅H₉ B₅H₁₁ B₆H₁₀ B₆H₁₂ B₁₀H₁₄ B₁₈H₂₂
Boron oxides and sulfides	B₂O B₂O₃ B₂S₃ B₆O
Carbides	B₄C
Organoboron compounds	(BH₂Me)₂ BMe₃ BEt₃ Ac₄(BO₃)₂ COBH₃

User:Y-S.Ko/Wikipedia course/Chemistry

Chemistry

Physical chemistry

Compounds

Organic chemistry

Organic functional groups and compounds

reactions

See also

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v t e Bromine compounds
Br(−I)	Br⁻ CH₃Br CH₂Br₂ CHBr₃ CBr₄ HBr C₃H₅Br
Br(−I,I)	Br₃⁻
Br(I)	BrCl BrF BrN₃ BrNO₃ Br₂O BrO⁻ NBr₃
Br(II)	BrO
Br(I,V)	Br₂O₃
Br(III)	BrF₃ BrO₂⁻
Br(IV)	BrO₂
Br(V)	BrF₅ Br₂O₅ BrO₃⁻ BrOF₃ BrO₂F
Br(VII)	BrO₄⁻ BrO₃F

v t e Calcium compounds
Hydrogen & halogens	CaH₂ CaF₂ CaCl₂ Ca(ClO)₂ Ca(ClO₃)₂ Ca(ClO₄)₂ CaBr₂ Ca(BrO₃)₂ CaI₂ Ca(IO₃)₂ Ca^ICl
Chalcogens	CaO CaO₂ Ca(OH)₂ CaS CaSO₃ CaH₂S₂O₆ CaSO₄ CaSe
Pnictogens	Ca₃N₂ CaN₆ Ca(NO₂)₂ Ca(NO₃)₂ Ca₃P₂ CaP Ca₄(PO₄)₂O Ca₃(PO₄)₂ CaHPO₄ Ca(H₂PO₄)₂ Ca₂P₂O₇ CaAs Ca₃(AsO₄)₂
Group 13 & 14	CaC₂ Ca(CN)₂ CaCN₂ CaCO₃ Ca(HCO₃)₂ CaSi CaSi₂ Ca₂SiO₄ Ca₃(BO₃)₂ CaAl₂O₄ Ca₃Al₂O₆
Trans metals	Ca(MnO₄)₂ CaCrO₄ CaTiO₃
Organics	CaC₂O₄ Ca(HCO₂)₂ Ca(CH₃CO₂)₂ Ca(C₃H₅O₂)₂ CaC₄H₂O₄ Ca₃(C₆H₅O₇)₂ C₃H₇CaO₆P Ca(C₆H₅O₅S)₂ Ca(C₆H₇O₆)₂ C₁₀H₁₁CaN₄O₈P CaC₁₀H₁₂O₄N₅PO₄ C₁₀H₁₆CaN₂O₈ C₁₂H₂₂CaO₁₄ C₁₄H₂₆CaO₁₆ C₁₈H₃₂CaO₁₉ C₃₆H₇₀CaO₄ C₂₄H₄₀B₂CaO₂₄

v t e Chlorine compounds
Chlorides and acids	HCl HClO HClO₂ HClO₃ HClO₄ HSO₃Cl BaClF BCl₃ CCl₄ SiCl₄ TiCl₄ C₃H₅Cl
Chlorine fluorides	ClF ClF₃ ClF₅
Chlorine oxides	ClO ClO₂ Cl₂O Cl₂O₂ Cl₂O₃ Cl₂O₄ Cl₂O₅ Cl₂O₆ Cl₂O₇ ClO₄
Chlorine oxyfluorides	ClOF ClOF₃ ClO₂F ClOF₅ (predicted) ClO₂F₃ ClO₃F
Chlorine(I) derivatives	ClNO₃ ClSO₃F ClN₃ Cl₃N

v t e Copper compounds
Cu(0,I)	Cu₅Si
Cu(I)	CuBr CuCN CuCl CuF CuH CuI Cu₂C₂ Cu₂Cr₂O₅ Cu₂O CuOH CuNO₃ Cu₃P Cu₂S CuSCN C₆H₅Cu
Cu(I,II)	Cu₄O₃ Cu₃H₄O₈S₂
Cu(II)	Cu(BF₄)₂ CuBr₂ CuC₂ Cu(CH₃COO)₂ Cu(CF₃COO)₂ Cu(C₃H₅O₃)₂ CuCO₃ Cu₂CO₃(OH)₂ Cu(CN)₂ CuCl₂ / KCuCl₃ / K₂CuCl₄ Cu(ClO₃)₂ Cu(ClO₄)₂ CuF₂ Cu(NO₃)₂ Cu₃(PO₄)₂ Cu₃(BO₃)₂ Cu(N₃)₂ CuC₂O₄ CuO CuO₂ Cu(OH)₂ CuS Cu(SCN)₂ CuSO₄ Cu₃(AsO₄)₂ Cu(C ₁₁H ₂₃COO) ₂ Cu(C₁₇H₃₅COO)₂ CuTe CuTe₂
Cu(III)	K₃CuF₆
Cu(IV)	CuO₂ Cs₂CuF₆

v t e Iodine compounds
Iodine(-I)	HI NiI2−4 AtI other
Iodine(I)	I₂O HIO IN₃ ICN ICl IF NI₃ IBr INO₃ C₃H₅I
Iodine(II)	IO
Iodine(III)	HIO₂ ICl₃ IF₃ IBr₃
Iodine(IV)	IO ₂
Iodine(V)	HIO₃ IF₅ I₂O₅ IO₂F IOF₃
Iodine(VII)	HIO₄ H₅IO₆ IF₇ IO₃F IO₂F₃ IOF₅

v t e Lithium compounds
Inorganic (list)	Li₂ LiAlCl₄ Li_1+xAl_xGe_2−x(PO₄)₃ LiAlH₄ LiAlO₂ LiAl_1+xTi_2−x(PO₄)₃ LiAs LiAsF₆ Li₃AsO₄ LiAt Li[AuCl₄] LiB(C₂O₄)₂ LiB(C₆F₅)₄ LiWF₆ LiBF₄ LiBH₄ LiBO₂ LiB₃O₅ Li₂B₄O₇ LiAsF₆ Li₂SnF₆ Li₂TiF₆ Li₂ZrF₆ Li₂B₄O₇·5H₂O LiBSi₂ LiBr LiBr·2H₂O LiBrO LiBrO₂ LiBrO₃ LiBrO₄ Li₂C₂ LiCF₃SO₃ CH₃CH(OH)COOLi LiC₂H₂ClO₂ LiC₂H₃IO₂ Li(CH₃)₂N LiCHO₂ LiCH₃O LiC₂H₅O LiCN Li₂CN₂ LiCNO Li₂CO₃ Li₂C₂O₄ LiCl LiCl·H₂O LiClO LiFO LiClO₂ LiClO₃ LiClO₄ LiCoO₂ Li₂CrO₄ Li₂CrO₄·2H₂O Li₂Cr₂O₇ CsLiB₆O₁₀ LiD LiF Li₂F LiF₄Al Li₃F₆Al FLiBe LiFePO₄ FLiNaK LiGaH₄ Li₂GeF₆ Li₂GeO₃ LiGe₂(PO₄)₃ LiH LiH₂AsO₄ Li₂HAsO₄ LiHCO₃ Li₃H(CO₃)₂ LiH₂PO₃ LiH₂PO₄ LiHSO₃ LiHSO₄ LiHe LiI LiIO LiIO₂ LiIO₃ LiIO₄ Li₂IrO₃ Li₇La₃Zr₂O₁₂ LiMn₂O₄ Li₂MoO₄ Li_0.9Mo₆O₁₇ LiN₃ Li₃N LiNH₂ Li₂NH LiNO₂ LiNO₃ LiNO₃·H₂O Li₂N₂O₂ LiNa Li₂NaPO₃ LiNaNO₂ LiNbO₃ Li₂NbO₃ LiO⁻ LiO₂ LiO₃ Li₂O Li₂O₂ LiOH Li₃P LiPF₆ Li₃PO₄ Li₂HPO₃ Li₂HPO₄ Li₃PO₃ Li₃PO₄ Li₂Po Li₂PtO₃ Li₂RuO₃ Li₂S LiSCN LiSH LiSO₃F Li₂SO₃ Li₂SO₄ Li[SbF₆] Li₂Se Li₂SeO₃ Li₂SeO₄ LiSi Li₂SiF₆ Li₄SiO₄ Li₂SiO₃ Li₂Si₂O₅ LiTaO₃ Li₂Te LiTe₃ Li₂TeO₃ Li₂TeO₄ Li₂TiO₃ Li₄Ti₅O₁₂ LiTi₂(PO₄)₃ LiVO₃·2H₂O Li₃V₂(PO₄)₃ Li₂WO₄ LiYF₄ Neodymium-doped LiZr₂(PO₄)₃ Li₂ZrO₃
Organic (soaps)	Hemolithin (extraterrestrial protein) Organolithium reagents Gilman reagent CH₃COOLi C₄H₆LiNO₄ LiC₂F₆NO₄S₂ LiN(SiMe₃)₂ Li₃C₆H₅O₇ C₅H₅Li LiN(C₃H₇)₂ (C₆H₅)₂PLi C₁₈H₃₅LiO₃ C₆H₁₃Li C₄H₉Li CH₃CHLiCH₂CH₃ (CH₃)₃CLi C₁₂H₂₈BLi CH₃Li Li⁺C₁₀H₈⁻ C₅H₁₁Li C₅H₃LiN₂O₄ C₆H₅Li LiC₂CH₃ LiO₂C(CH₂)₁₆CH₃ C₄H₅LiO₄ LiEt₃BH LiOC(CH₃)₃ C₉H₁₈LiN LiC₂H₃ Vinyllithium LiC ₁₁H ₂₃COO
Minerals	Amblygonite Berezanskite Brannockite Cryolithionite Darapiosite Darrellhenryite Elbaite Fluorine Elbaite Fluor-liddicoatite Emeleusite Eucryptite LiAlSiO₄ Faizievite Hectorite Hsianghualite Jadarite LiNaSiB₃O₇OH Keatite Li(AlSi₂O₆) Kunzite Lavinskyite Lepidolite Lithiophilite LiMnPO₄ Lithiophosphate Li₃PO₄ Manandonite Manganoneptunite Nambulite Neptunite Olympite Petalite LiAlSi₄0₁₀ Pezzottaite Cs(Be₂Li)Al₂Si₆O₁₈ Rossmanite Saliotite Sogdianite Spodumene LiAl(SiO₃)₂ Sugilite Tiptopite Tourmaline Triphylite LiFePO₄ Zabuyelite Li₂CO₃ Zektzerite Zinnwaldite
Hypothetical	Li_xBe_y HLiHe⁺ LiFHeO LiHe₂ (HeO)(LiF)₂ La_2/3-xLi_3xTiO₃He
Other Li-related	Aluminium–lithium alloys Heteroatom-promoted lateral lithiation LB buffer Lithium atom Lithium medication LiNi_xCo_yAl_zO₂ LiNi_xMn_yCo_zO₂ Lithium soap Lithium Triangle Lucifer yellow Magnesium–lithium alloys NASICON Environmentally friendly red light flare

v t e Lead compounds
Pb(II)	Pb(BiO₃)₂ PbBr₂ Pb(C₅H₅)₂ Pb(C₂H₃O₂)₂ PbC₂O₄ PbC₃₂H₁₆N₈ PbCl₂ Pb(ClO₄)₂ PbCO₃ PbCrO₄ PbF₂ PbHAsO₄ PbI₂ Pb(C ₁₁H ₂₃COO) ₂ Pb(NO₃)₂ Pb(N₃)₂ PbO Pb(OH)₂ PbPo PbP₇ Pb₃(PO₄)₂ PbS Pb(SCN)₂ PbSe PbSO₄ PbSeO₄ PbTe PbTiO₃ PbGeO₃ C ₃₆H ₇₀PbO ₄ plumbite PbC₂ (hypothetical)
Pb(II,IV)	Pb₃O₄
Pb(IV)	Pb(C₂H₃O₂)₄ PbCl₄ PbF₄ PbH₄ PbO₂ PbS₂ plumbate Pb(OH)₄ (hypothetical)

v t e Nitrogen species
Hydrides	NH₃ NH₄⁺ NH₂⁻ N³⁻ NH₂OH N₂H₄ HN₃ N₃⁻ NH₅ (?)
Organic	NR₃ >C=NR -CONR₂ -CN HCN CN⁻ (CN)₂ H₂NCN HOCN HNCO HNCS CH₂N₂ -NO -NO₂
Oxides	NO / (NO)₂ N₂O₃ HNO₂ / NO⁻ ₂ / NO⁺ NO₂ / (NO₂)₂ N₂O₅ HNO₃ / NO⁻ ₃ / NO⁺ ₂ NO₃ HNO / (HON)₂ / N₂O²⁻ ₂ / N₂O H₂NNO₂ HO₂NO / ONOO⁻ HO₂NO₂ / O₂NOO⁻ NO³⁻ ₄ H₄N₂O₄ / N₂O²⁻ ₃
Halides	NF NF₂ NF₃ NF₅ (?) NCl₃ NBr₃ NI₃ FN₃ ClN₃ BrN₃ IN₃ NH₂F N₂F₂ NH₂Cl NHF₂ NHCl₂ NHBr₂ NHI₂
Oxidation states	−3, −2, −1, 0, +1, +2, +3, +4, +5 (a strongly acidic oxide)

v t e Phosphorus compounds
Phosphides	AlP AsP BP BiP Cs₂P₅ Ca₃P₂ Cd₃P₂ Cu₃P DyP ErP EuP GdP AuP FeP Fe₃P HfP HoP InP LaP Li₃P LuP MoP MoP₂ Mo₃P NbP NdP NpP Np₃P₄ OsP₂ Ru₂P PtP₂ PrP PrP₅ PuP ScP SmP SmP₅ Sr₃P₂ TbP SnP₃ ThP₇ TmP YP YbP ZnP₂ Zn₃P₂ ZrP ZrP₂
Other compounds	PBr₃ PBr₅ PBr₇ PCl₃ PCl₅ P₂Cl₄ PF₃ PF₅ PI₃ PH₃ PN P₃N₅ PO P₂O₃ P₂O₄ P₂O₅ P₄S₃ P₄S_x P₄S₁₀

v t e Silicon compounds
Si(II)	SiO SiS
Si(III)	Si₂H₆ Si₂Cl₆
Si(IV)	SiBr₄ SiC SiCl₄ SiF₄ SiH₄ SiI₄ SiAu₄ SiO₂ SiS₂ Si₃N₄ Si(N₃)₄ Si₂N₂O Si₂Cl₆O SiF₃Cl

v t e Alkenes
Alkenes	Ethene (C₂H₄) Propene (C₃H₆) Butene (C₄H₈) Pentene (C₅H₁₀) Hexene (C₆H₁₂) Heptene (C₇H₁₄) Octene (C₈H₁₆) Nonene (C₉H₁₈) Decene (C₁₀H₂₀)
Preparations	Dehydrohalogenation from haloalkane Dehydration reaction from alcohol Semihydrogenation from alkyne Bamford–Stevens reaction Barton–Kellogg reaction Boord olefin synthesis Chugaev elimination Cope reaction Corey–Winter olefin synthesis Grieco elimination Hofmann elimination Horner–Wadsworth–Emmons reaction Hydrazone iodination Julia olefination Kauffmann olefination McMurry reaction Peterson olefination Ramberg–Bäcklund reaction Shapiro reaction Takai olefination Wittig reaction Olefin metathesis Ene reaction Cope rearrangement
Reactions	Hydrogenation Halogenation Hydration Electrophilic addition Oxymercuration reaction Hydroboration Cyclopropanation Epoxidation Dihydroxylation Ozonolysis Hydrohalogenation Polymerization Diels–Alder reaction Wacker process Dehydrogenation Ene reaction Friedel-Crafts Alkylation

v t e Alkynes
Ethyne (C₂H₂) Propyne (C₃H₄) Butyne (C₄H₆) 1 2 Pentyne (C₅H₈) 1 2 Hexyne (C₆H₁₀) 1 2 3 Heptyne (C₇H₁₂) Octyne (C₈H₁₄) 2 4 Nonyne (C₉H₁₆) Decyne (C₁₀H₁₈) 1 5
Preparations	Cracking Dehydrogenation of alkane, alkene Alkylation of alkynyl anion Dehydrohalogenation of dihaloalkane Fritsch–Buttenberg–Wiechell rearrangement Corey–Fuchs reaction Seyferth–Gilbert homologation
Reactions	Deprotonation Hydrogenation Halogenation Hydration Hydroboration Hydrohalogenation Alkynylation Thiol-yne reaction Alkyne trimerisation Diels–Alder reaction Pauson–Khand reaction Azide-alkyne Huisgen cycloaddition Sonogashira coupling Cadiot–Chodkiewicz coupling Glaser coupling Favorskii reaction

v t e Annulenes
Even–numbered	Cyclobutadiene Benzene Cyclooctatetraene Cyclodecapentaene Cyclododecahexaene Cyclotetradecaheptaene Cyclohexadecaoctaene Cyclooctadecanonaene
Odd–numbered	Cyclopropene Cyclopentadiene Cycloheptatriene Cyclononatetraene
Compounds in italics are aromatic

v t e Types of natural anthraquinones
Dihydroxyanthraquinones	Alizarin Aloe emodin Damnacanthal 1,3-Dihydroxyanthraquinone 1,4-Dihydroxyanthraquinone 1,8-Dihydroxyanthraquinone Rhein
Trihydroxyanthraquinones	Parietin Emodin 1,2,4-Trihydroxyanthraquinone 1,3,8-Trihydroxyanthraquinone
Misc:	Carminic acid Senna glycosides

v t e Cycloalkenes
Alkenes	Cyclopropene Cyclobutene Cyclopentene Cyclohexene Cycloheptene Cyclooctene Cyclononene Cyclodecene
Dienes	Cyclobutadiene Cyclopentadiene Cyclohexadiene 1,3-Cyclohexadiene 1,4-Cyclohexadiene Cycloheptadiene 1,3-Cycloheptadiene 1,4-Cycloheptadiene Cyclooctadiene 1,5-Cyclooctadiene
Trienes	Benzene Cycloheptatriene
Tetraenes	Cyclooctatetraene Cyclononatetraene

v t e Types of natural diarylheptanoids
Linear	Curcuminoids
Cyclic	Acerogenin M Galeon Jugcathayenoside Juglanin A, B and C Myricanone Ostryopsitrienol Ostryopsitriol

v t e Dihydrostilbenoids and their glycosides
Dihydrostilbenoids	Batatasin-III (3,3′-dihydroxy-5-methoxybibenzyl) Combretastatin and combretastatin B-1 Dihydro-resveratrol Isonotholaenic acid Lunularic acid Lunularin Notholaenic acid Tyrolobibenzyl A, B and C
Oligomeric forms	Bis(bibenzyls): 13,13'-O-Isoproylidenericcardin D Marchantin B and E Neomarchantin A Plagiochin E Riccardin H Macrocyclic bis(benzyls): Marchantin A and C Riccardin B and C Cyclic bibenzyl-dihydrophenanthrene derivative: Cavicularin

v t e Esters
Methyl esters	Methyl formate Methyl acetate Methyl propionate Methyl butyrate Methyl pentanoate Methyl hexanoate Methyl benzoate
Ethyl esters	Ethyl formate Ethyl acetate Ethyl propionate Ethyl butyrate Ethyl pentanoate Ethyl hexanoate Ethyl heptanoate Ethyl octanoate Ethyl decanoate Ethyl palmitate Ethyl benzoate
Propyl esters	Propyl acetate Propyl propanoate Propyl benzoate Isopropyl acetate Isopropyl palmitate
Butyl esters	Butyl acetate Butyl butyrate Isobutyl acetate
Amyl esters	Amyl acetate Pentyl propanoate Pentyl butyrate Pentyl pentanoate Pentyl hexanoate Isoamyl formate Isoamyl acetate Sec-Amyl acetate
Hexyl esters	Hexyl acetate
Phenyl esters	Phenyl acetate
Heptyl esters	Heptyl acetate
Benzyl esters	Benzyl acetate Benzyl benzoate

v t e Flavan-3-ols and their glycosides
Flavan-3-ols	Afzelechin Catechin (Epicatechin) Epicatechin gallate Epigallocatechin Fisetinidol Gallocatechin Guibourtinidol Mesquitol Oritin Robinetinidol
O-methylated flavan-3ols	Meciadanol (3-O-methylcatechin) Ourateacatechin (4′-O-methyl-(−)-epigallocatechin)
Glycosides	Arthromerin A (Afzelechin-3-O-β-D-xylopyranoside) Arthromerin B (Afzelechin-3-O-β-D-glucopyranoside) Catechin-3-O-glucoside Catechin-3'-O-glucoside Catechin-4'-O-glucoside Catechin-5-O-glucoside Catechin-7-O-glucoside (+)-Catechin 7-O-β-D-xylopyranoside Epicatechin-3′-O-glucoside Glochiflavanoside A, B, C D Polydine ((+)-catechin 7-O-α-L-arabinoside) Symplocoside (3’-O-methyl-(-)-epicatechin 7-O-β-D-glucopyranoside)
Acetylated	Phylloflavan
Gallate esters	Epigallocatechin gallate Gallocatechin gallate
Misc.	Thearubigins

v t e Organometallic chemistry
Principles	Crystal field theory Ligand field theory 18-electron rule d electron count Polyhedral skeletal electron pair theory Isolobal principle π backbonding Dewar–Chatt–Duncanson model Hapticity spin states Agostic interaction Metal–ligand multiple bond
Reactions	Oxidative addition / reductive elimination Migratory insertion β-hydride elimination Transmetalation Carbometalation
Types of compounds	Gilman reagents Grignard reagents Cyclopentadienyl complexes Transition metal indenyl complexes Transition metal fullerene complexes Metallocenes Metal tetranorbornyls Sandwich compounds Half sandwich compounds Transition metal acyl complexes Transition metal carbene complexes Transition metal carbyne complexes Transition metal alkene complexes Transition metal alkyne complexes Transition-metal allyl complexes Transition metal carbides Arene complexes of univalent gallium, indium, and thallium
Applications	Carbonylation Cativa process Grignard reaction Monsanto process Olefin metathesis Shell higher olefin process Ziegler–Natta process
Related branches of chemistry	Organic chemistry Inorganic chemistry Bioinorganic chemistry

v t e Polycyclic aromatic hydrocarbons
2 rings	Butalene Azulene Naphthalene
3 rings	Acenaphthene Acenaphthylene Anthracene Fluorene Phenalene Phenanthrene
4 rings	Benz[a]anthracene Benzo[a]fluorene Benzo[c]fluorene Benzo[c]phenanthrene Chrysene Fluoranthene Pyrene Tetracene Triphenylene Tricyclobutabenzene
5 rings	Benz[e]acephenanthrylene Benzopyrene Benzo[a]pyrene Benzo[e]pyrene 6H-Benzo[cd]pyrene(Olympicene) Benzo[a]fluoranthene Benzo[b]fluoranthene Benzo[j]fluoranthene Benzo[k]fluoranthene trans-Bicalicene Dibenz[a,h]anthracene Dibenz[a,j]anthracene Pentacene Perylene Picene Tetraphenylene
6 rings	Anthanthrene Benzo[ghi]perylene Corannulene Dibenzopyrenes Hexacene Triangulene Zethrene
7+ rings	Coronene Dicoronylene Diindenoperylene Heptacene Hexabenzocoronene (Hexa-cata-) Kekulene Ovalene Rubicene Rubrene Sumanene Superphenalene Trinaphthylene Truxene
General classes	Acene Circulene Cyclacene Helicene Phenacene

v t e Types of phenylpropanoids
Classes of phenylpropanoids	Hydroxycinnamic acids Chromones (Furanochromones) Cinnamaldehydes Monolignols Coumarins Chalcones Flavonoids Allylbenzenes Stilbenoids Lignans Lignins Suberins
Examples	Rhododendrin