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Click the name of the reaction to launch the interactive portion of the site related to that particular mechanism.
This database can be sorted by selecting one of the arrows: up for descending, down for ascending order.
It can also be searched for keywords: click in the 'SEARCH' box and type your query, then click 'GO' for your results.
Search tips:
- The search will find results from a partial entry. Hence, a search for 'hyd' will give results with aldeHYDes and acid anHYDrides. For this reason, shorter searchers are more likely to turn up unwanted results.
- Searching for a compound - try searching for a part of the name eg. to find an epoxyester, try searching for 'epoxy' or 'ester'.
- Searching for a reaction - some named reactions are regularly spelt incorrectly. Check your spelling, or search for product/reactant if they are known.
- Searching for classes of reaction - most reactions will be relevent, but some may be anomalous results. For example, if one were searching for 'OH' to isolate reactions with an OH leaving group, compounds of 'alcOHols' would be found.
| Aldol - Acid Catalysed | 2 | Aldehyde | Aldol + Dehydrated Product | ||||
| Aldol - Base Catalysed | 2 | Aldehyde | Aldol + Dehydrated Product | ||||
| Baeyer-Villiger | 4 | Ketone | Ester | ||||
| Balz-Schiemann | 1 | Diazo | Aromatic Fluoride | ||||
| Beckmann | 3 | Oxime | Amide | ||||
| Bischler-Napieralski | 4 | Amide | Isoquinoline | ||||
| Cannizzaro | 2 | 2 x Aldehyde | Alcohol + Carboxylic Acid | ||||
| Chichibabin Amination | 3 | Pyridine | 2-Aminopyridine | ||||
| Claisen | 2 | 2 x Ester | b-Ketoester | ||||
| Darzens | 3 | a-Halo Ester + Aldehyde / Ketone | a-Epoxide Ester | ||||
| Dieckmann | 3 | Diester | Cyclic b-Ketoester | ||||
| Favorskii | 3 | a-Halogeno Carbonyl / Alkoxide | Ester | ||||
| Fischer | 5 | Aryl Hydrazine + Ketone | Indole | ||||
| Friedel-Crafts Acylation | 2 | Arene | Acylated Arene | ||||
| Friedel-Crafts Alkylation | 2 | Arene | Alkylated Arene | ||||
| Gabriel | 3 | Haloalkane | Amine | ||||
| Gatterman-Koch | 2 | Arene | Formylated Arene | ||||
| Hantzsch Pyridine Synthesis | 5 | 2 x Ketone + Aldehyde | Pyridine | ||||
| Hantzsch Thiazole Synthesis | 3 | a-Chloroketone | Thiazole | ||||
| Hell-Volhard-Zelinsky | 3 | Carboxylic Acid | b-Bromo Carboxylic Acid | ||||
| Hofmann | 4 | Amide | Isocyanate | ||||
| Knoevenagel | 3 | Malonic Acid | E-Alkenoic Acid | ||||
| Knorr | 4 | Ketone + a-Aminoketone | Pyrrole | ||||
| Kornblum | 2 | Alkyl Halide | Carbonyl | ||||
| Mannich | 4 | Thiophene / Pyrrole / Alkyl-Fuan | Aminomethyl Heterocycle | ||||
| Meerwein-Pondorf-Verley | 3 | Ketone | Alcohol | ||||
| Mitsunobu | 3 | Alcohol | Nu- Substituted Alkane | ||||
| Nametkin | 2 | Terpene | Rearranged Hydroxy-Terpene | ||||
| Paal-Knorr Furan Synthesis | 3 | 1, 4-Diketone | Furan | ||||
| Paal-Knorr Pyrrole Synthesis | 3 | 1, 4-Diketone | Pyrrole | ||||
| Paal-Knorr Thiophene Synthesis | 3 | 1, 4-Diketone | Thiophene | ||||
| Payne | 2 | 2, 3-Epoxy Alcohol | 1, 2-Epoxy Alcohol | ||||
| Perkin | 3 | Acid Anhydride | a, b-Unsaturated Carboxylic Acid | ||||
| Peterson - Acid Catalysed | 3 | Carbonyl | Alkene | ||||
| Peterson - Base Catalysed | 3 | Carbonyl | Alkene | ||||
| Pictet-Spengler | 4 | b-Arylethylamine + Aldehyde | Tetrahydroisoquinoline | ||||
| Pinacol | 2 | 1, 2-Diol | Carbonyl | ||||
| Pummerer | 3 | Sulphoxide | a-acyloxythioether | ||||
| Ramberg-Backlund | 2 | a-halosulphone | Alkene | ||||
| Reformatsky | 3 | a-Haloester | b-Hydroxyester | ||||
| Robinson Ring Annulation | 3 | b-Ketoalkene + a, g-Diketone | Fused Rings | ||||
| Robinson-Gabriel | 3 | a-Aminoketone + Acid Chloride | Oxazole | ||||
| Semi-Pinacol | 3 | b-Amino Alcohol | Carbonyl | ||||
| Simmons-Smith | 3 | Alkene | Cyclopropane | ||||
| Skraup | 3 | Aniline + Glycerol | Quinoline | ||||
| Stobbe | 3 | Diester | Unsaturated Ester Carboxylate | ||||
| Strecker | 3 | Aldehyde | Amino Acid | ||||
| Swern | 3 | Alcohol | Carbonyl | ||||
| Thorpe | 4 | 2 x Nitrile | Aminonitrile | ||||
| Tiffeneau-Demjanov | 4 | Ketone | Ring-Expanded Ketone | ||||
| Vilsmeier | 4 | Reactive Aromatic + Amide | Substituted Aromatic Carbonyl | ||||
| Wagner-Meerwein | 2 | Alcohol | Alkene | ||||
| Williamson | 1 | Alcohol | Ether | ||||
| Wittig | 2 | Carbonyl | Alkene | ||||
| Wolff-Kischner | 3 | Carbonyl | Alkane |
Pages and mechanisms constructed and programmed by Matthew Smith and Chloe Yu, final year MChem research students in the Department of Chemistry, University of Oxford Copyright 1996-2005