Alcohols with cyanuric chloride

Even polyalkoxy-s-triazines are quite prone to nucleophilic substitution. For example, 2,4,6-trimethoxy-s-triazine (320) is rapidly hydrolyzed (20°, dilute aqueous alkali) to the anion of 4,6-dimethoxy-s-triazin-2(l )-one (331). This reaction is undoubtedly an /S jvr-4r2 reaction and not an aliphatic dealkylation. The latter type occurs with anilines at much higher temperatures (150-200°) and with chloride ion in the reaction of non-basified alcohols with cyanuric chloride at reflux temperatures. The reported dealkylation with methoxide has been shown to be hydrolysis by traces of water present. Several analogous dealkylations by alkoxide ion, reported without evidence for the formation of the dialkyl ether, are all associated with the high reactivity of the alkoxy compounds which ai e, in fact, hydrolyzed by usually tolerable traces of water. Brown ... 

By suitable choice of reaction conditions the chloro substituents of cyanuric chloride (11.10) can be replaced in a stepwise fashion. In the first step DAS reacts with cyanuric chloride at a temperature in the 0-20 °C range, ideally at pH 5-6. In the second step an amine or alcohol (R, 11) reacts within the range 20-50 °C under neutral or slightly alkaline... 

Another sequence of reactions starting with DAS is needed for weakly basic amines, such as aniline sulfonic acids, and also for alcohols. These are initially treated with cyanuric chloride, then with DAS in an aqueous medium at 40-50 °C. In this way the number of side reactions is substantially reduced. 

A significant number of works are concerned with the development of new membranes for the separation of mixtures of aromatic/alicyclic hydrocarbons [10,11,77-109]. For example, the following works can be mentioned. A mixture of cellulose ester and polyphosphonate ester (50 wt%) was used for benzene/cyclohexane separation [113]. High values of the separation factor and flux were achieved (up to 2 kg/m h). In order to achieve better fluxes and separation factors the attention was shifted to the modification of polymers by grafting technique. Grafted membranes were made of polyvinylidene fluoride with 4-vinyl pyridine or acrylic acid by irradiation [83]. 2-Hydroxy-3-(diethyl-amino) propyl methacrylate-styrene copolymer membranes with cyanuric chloride were prepared, which exhibited a superior separation factor /3p= 190 for a feed aromatic component concentration of 20 wt%. Graft copolymer membranes based on 2-hydroxyethyl methylacrylate-methylacrylate with thickness 10 pm were prepared [85]. The membranes yielded a flux of 0.7 kg/m h (for feed with 50 wt% of benzene) and excellent selectivity. Benzene concentration in permeate was about 100 wt%. A membrane based on polyvinyl alcohol and polyallyl amine was prepared [87]. For a feed containing 10 wt% of benzene the blend membrane yielded a flux of 1-3 kg/m h and a separation factor of 62. 

The synthetic scheme adopted for the preparation of the chainbreaking phenolic antioxidants involves the oxidation of a phenyl-substituted phenol (I) to the corresponding p-benzoquinone (II) followed by reduction to the hydroquinone (III). The hydroquinone is allowed to react then with cyanuric chloride and its derivatives or with alcohols as shown in Scheme 1. 

Procedures. The first step in indicator immobilization is to react poly(vinyl alcohol) (PVOH) with cyanuric chloride in acetone/water as described earlier (1). The PVOH/cyanuric chloride conjugate is then reacted with 10 mLs of a solution of indicator in acetone. For pH sensing, the indicator solution contained 100 mg of fluoresceinamine. For Mg(II) sensing, the indicator solution typically contained 100 mg... 

This monomer is prepared by reacting cyanuric chloride with excess allyl alcohol in the presence of sodium hydroxide at 15-20°C. Laminates based on polyester resins containing triallyl cyanurate are claimed to be able to withstand a temperaure of 250°C for short periods. 

Goi. As noted previously, an a-chlorine atom renders a ring-nitrogen atom very weakly basic. Cyanuric chloride (5) is a very weak base both because s-triazines are of low basicity and because each of the ring-nitrogen atoms is alpha to two chlorine atoms. Hence, this compound should be insensitive to acid catalysis or acid autocatalysis and this has been observed for the displacement of the first chlorine atom with alcohols in alcohol-acetone solution and with water (see, however. Section II,D,2,6). 

It has been reported102 that cyanuric chloride (2,4,6-trichloro-l,3,5-triazine, 53) reacts with anhydrous alcohols to produce the corre-... 

Cyanuric chloride has been used for the preparation of acyl chlorides, amides, and peptides. Conversion of cyanuric chloride into 2-chloro-4,6-dimethoxy-l,3,5-triazine (CDMT, 6) leads to a reagent that upon reaction with carboxylic acids produces the highly reactive 2-acyloxy-4,6-dimethoxy-l,3,5-triazines.P l The resulting active ester is a powerful acylating agent for alcohols and amines. The activation is performed in presence of a base, preferentially NMM, which leads to intermediate formation of 4-(4,6-dimethoxy-l,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM, 7)P l (Scheme 5). This addition product is readily prepared from the commercially available CDMT (6) and NMM in THF and can be stored as solid compound in the cold.P P l It offers the advantage that it can be used in a one-... 

It is possible to make the chlorine atoms in cyanuric chloride combine with one, two, or three compounds containing hydroxyl or amino groups attached to coloured dye molecules. The reactions with water, alcohols, and amines are summarized below (Coffey, Chem. Ind., 1960, 136). 

Hydrochlorination of alcohols.1 Primary, secondary, and tertiary alcohols are converted into alkyl chlorides when heated somewhat below the boiling point with an excess of cyanuric chloride under anhydrous conditions. 

The use of cyanuric chloride to modify carbon surfaces occurs in two steps. First the surface is reacted with the cyanuric chloride to produce an activated surface. Then this activated surface is further reacted to attach the group of interest (see figure 6.5). The immobilized cyanuric group is reactive towards alcohols and amines [18] and has been used to attach enzymes [19], as well as... 

CHLORCYAN (506-77-4) CNCl C-N-CL Noncombustible gas. Violent polymerization can be caused by chlorine or moisture. Violent reaction with alcohols, alkenes, and alkynes (violent exothermic reaction) acids, acid salts, amines, strong alkalis, olefins, strong oxidizers. Contact with acid forms toxic hydrogen cyanide gas. Mixtures with benzene or cyanogen halides yield hydrogen chloride. In cmde form, this chemical trimerizes violently if catalyzed by traces of hydrogen chloride or ammonium chloride, forming cyanuric chloride. Alkaline conditions will convert this chemical to... 

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