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Cyanuric chloride is employed as a reagent in organic synthesis for the conversion of alcohols into alkyl chlorides, [8] and carboxylic acids into acyl chlorides: [9]. It is also used as a dehydrating agent, e.g. in the conversion of amides to nitriles, [10] and for the activation of carboxylic acids for reduction to alcohols.
Beckmann rearrangement can be rendered catalytic using cyanuric chloride and zinc chloride as a co-catalyst. For example, cyclododecanone can be converted to the corresponding lactam, the monomer used in the production of Nylon 12. [8] [9] Beckmann reaction. The reaction mechanism for this reaction is based on a catalytic cycle with cyanuric ...
With cyanuric chloride [11] or trifluoroacetic anhydride [12] instead of oxalyl chloride, the reaction can be warmed to −30 °C without side reactions. Other methods for the activation of DMSO to initiate the formation of the key intermediate 6 are the use of carbodiimides ( Pfitzner–Moffatt oxidation ), a sulfur trioxide pyridine complex ...
With amines, one or more chloride is displaced. The remaining chlorides are reactive, and this theme is the basis of the large field of reactive dyes. Cyanuric chloride assists in the amidation of carboxylic acids. [3] The 1,2,4-triazines can react with electron-rich dienophiles in an inverse electron demand Diels-Alder reaction. This forms a ...
Simazine may be prepared from cyanuric chloride and a concentrated solution of ethyl amine (at least 50 percent by number) in water. [1] The reaction is highly exothermic and is therefore best carried out below 10 °C.
The Stieglitz rearrangement is especially reactive in the case of bridged bicyclic N-sulfonated amines as starting materials, where mild conditions are sufficient for an efficient reaction to take place. [23] For example, the rearrangement of the bicyclic N-tosylated amine proceeds readily in aqueous dioxane at room temperature. [24]
In the presence of free halogens or Lewis acids [3] they easily polymerize to cyanuric halides, for example cyanogen chloride to cyanuric chloride. They are very toxic and tear-inducing (lachrymatory). Cyanogen chloride melts at −6 °C and boils at about 150 °C. Bromine cyanide melts at 52 °C and boils at 61 °C.
Menshutkin-reaction. The reaction is the method of choice for the preparation of quaternary ammonium salts. [1] Some phase transfer catalysts (PTC) can be prepared according to the Menshutkin reaction, for instance the synthesis of triethyl benzyl ammonium chloride (TEBA) from triethylamine and benzyl chloride: Menshutkin reaction