Benzoyl benzoate chloride

Benzoates. The selective debenzoylation of sucrose octabenzoate [2425-84-5] using isopropylamine in the absence of solvents caused deacylation in the furanose ring to give 2,3,4,6,1/3/6 -hepta- and 2,3,4,6,1/6 -hexa-O-benzoyl-sucroses in 24.1 and 25.4% after 21 and 80 hours, respectively (54). The unambiguous assignment of partially benzoylated sucrose derivatives was accompHshed by specific isotopic labeling techniques (54). Identification of any benzoylated sucrose derivative can thus be achieved by comparison of its C-nmr carbonyl carbon resonances with those of the assigned octabenzoate derivative after benzoylation with 10 atom % benzoyl—carbonyl chloride in pyridine. 

Benzoic acid o-Methyl benzoyl benzoate antiseptic, fungal infections Tea tree (Melaleuca altemifolia) oil antiseptic, hair balms Aluminum PCA antiseptic, hand scrubs Didecyidimonium chloride antiseptic, hemorrhoidal prods. 

A crystalline derivative of benzyl alcohol cannot be obtained by using benzoyl chloride, because the benzyl benzoate, C HiCOOCHiCaHj, so obtained has m.p. 18°, and is thus usually liquid the present preparation illustrates therefore the use of a substituted benzoyl chloride (p-nitrobenzoyl chloride, m.p. 75°) in order to obtain a crystalline derivative of suitably high m.p. 

Heat together under very efficient water reflux 1 g. of freshly fused dry powdered ZnClg, 2 ml. of diethyl ether and 0 5 g. of 3,5 -dinitrobenzoyl chloride for 2 hours. Shake the product with 5 ml. of water and ther add 10% NaOH solution until all the ZnCl, and excess of 3,5-dinitro> benzoyl chloride and 3,5-dinitrobenzoic acid have gone into solution. Filter at the pump and recrystallise from petroleum (b.p. 40-60°) to obtain ethyl 3,5-dinitrobenzoate, m.p. 93°. (M ps. of other 3,5 dinitro-benzoates, p. 536.)... 

Benzoates. Alcohols react with benzoyl chloride in the presence of pyridine or of sodium hydroxide solution to produce esters of benzoic acid ... 

Benzoates. Dissolve 0-5 g. of the amino acid in 10 ml. of 10 per cent, sodium bicarbonate solution and add 1 g. of benzoyl chloride. Shake the mixture vigorously in a stoppered test-tube remove the stopper from time to time since carbon dioxide is evolved. When the odour of benzoyl chloride has disappeared, acidify with dilute hydrochloric acid to Congo red and filter. Extract the solid with a little cold ether to remove any benzoic acid which may be present. RecrystaUise the benzoyl derivative which remains from hot water or from dilute alcohol. 

Benzoates. Benzoyl chloride has a very limited application as a reagent in the sugar series, but it is useful for the preparation of a crystal line derivative of glucose and of fructose. 

In general, benzoylation of aromatic amines finds less application than acetylation in preparative work, but the process is often employed for the identification and characterisation of aromatic amines (and also of hydroxy compounds). Benzoyl chloride (Section IV, 185) is the reagent commonly used. This reagent is so slowly hydrolysed by water that benzoylation can be carried out in an aqueous medium. In the Schotten-Baumann method of benzoylation the amino compound or its salt is dissolved or suspended in a slight excess of 8-15 per cent, sodium hydroxide solution, a small excess (about 10-15 per cent, more than the theoretical quantity) of benzoyl chloride is then added and the mixture vigorously shaken in a stoppered vessel (or else the mixture is stirred mechanically). Benzoylation proceeds smoothly and the sparingly soluble benzoyl derivative usually separates as a solid. The sodium hydroxide hydrolyses the excess of benzoyl chloride, yielding sodium benzoate and sodium chloride, which remain in solution ... 

Dissolve 5 g. of phenol in 75 ml. of 10 per cent, sodium hydroxide solution contained in a wide-mouthed reagent bottle or conical flask of about 200 ml. capacity. Add 11 g. (9 ml.) of redistilled benzoyl chloride, cork the vessel securely, and shake the mixture vigorously for 15-20 minutes. At the end of this period the reaction is usually practically complete and a sohd product is obtained. Filter oflf the soUd ester with suction, break up any lumps on the filter, wash thoroughly with water and drain well. RecrystaUise the crude ester from rectified (or methylated) spirit use a quantity of hot solvent approximately twice the minimum volume required for complete solution in order to ensure that the ester does not separate until the temperature of the solution has fallen below the melting point of phenyl benzoate. Filter the hot solution, if necessary, through a hot water funnel or through a Buchner funnel preheated by the filtration of some boiling solvent. Colourless crystals of phenyl benzoate, m.p. 69°, are thus obtained. The yield is 8 g. 

Bemoyl chloride may replace acetyl chloride as a class reagent it possesses the advantage that it is only very slowly decomposed by cold water and consequently may be employed for detecting alcohols even in aqueous solution. The reaction is usually carried out in aqueous solution containing sufficient caustic alkali to decompose any excess of benzoyl chloride into the water-soluble alkali benzoate (Schotten - Baumann reaction compare Section IV,52). The benzoyl esters formed are insoluble in water ... 

Benzoic Acid. Ben2oic acid is manufactured from toluene by oxidation in the liquid phase using air and a cobalt catalyst. Typical conditions are 308—790 kPa (30—100 psi) and 130—160°C. The cmde product is purified by distillation, crystallization, or both. Yields are generally >90 mol%, and product purity is generally >99%. Kalama Chemical Company, the largest producer, converts about half of its production to phenol, but most producers consider the most economic process for phenol to be peroxidation of cumene. Other uses of benzoic acid are for the manufacture of benzoyl chloride, of plasticizers such as butyl benzoate, and of sodium benzoate for use in preservatives. In Italy, Snia Viscosa uses benzoic acid as raw material for the production of caprolactam, and subsequendy nylon-6, by the sequence shown below. 

Production of cellulose esters from aromatic acids has not been commercialized because of unfavorable economics. These esters are usually prepared from highly reactive regenerated cellulose, and their physical properties do not differ markedly from cellulose esters prepared from the more readily available aHphatic acids. Benzoate esters have been prepared from regenerated cellulose with benzoyl chloride in pyridine—nitrobenzene (27) or benzene (28). These benzoate esters are soluble in common organic solvents such as acetone or chloroform. Benzoate esters, as well as the nitrochloro-, and methoxy-substituted benzoates, have been prepared from cellulose with the appropriate aromatic acid and chloroacetic anhydride as the impelling agent and magnesium perchlorate as the catalyst (29). 

BzCl or BZ2O, Pyr, 0°. Benzoyl chloride is the most common reagent for the introduction of the benzoate group. Reaction conditions vaiy depending on the nature of the alcohol to be protected. Cosolvents such as CH2CI2 are often used with pyridine. Benzoylation in a polyhydroxylated system is much more selective than acetylation. A primary alcohol is selectively... 

Monoesterification of a symmetrical dihydroxy aromatic compound can be effected by reaction with polymer-bound benzoyl chloride (Pyr, benzene, reflux, 15 h) to give a polymer-bound benzoate, which can be alkylated with diazomethane to form, after basic hydrolysis (0.5 M NaOH, dioxane, H2O, 25°, 20 h, or 60°, 3 h), a monomethyl ether. ... 

On catalytic hydrogenation it furnishes mainly dihydroquinidine. Benzoyl chloride converts it into the enol benzoate, m.p. 114-5°, and on interaction with magnesium alkyl halides it forms alkylquinidines, e.g., methylquinidine, 2H2O, m.p, 105-12°, [a] ° -(- 168° (EtOH),... 

This material in pyridine (120 ml) is benzoylated by addition of benzoyl chloride (12 ml). After 2 hr, water (20 ml) is added to destroy excess reagent, and the product is precipitated after a further 2 hr by addition of more water (200 ml). Addition of boiling methanol (135 ml) to a solution of the substance in boiling chloroform (45 ml) gives 11-ketotigogenin benzoate as lances (11.5g), mp 228-232° [aJo, —32°. A further 1.05 g is obtained from the mother liquors by evaporation and repeated crystallization. The total yield is 12.6 g, 83%. 

Add 2 c.c. ethyl alcohol to i c.c. benzoyl chloride and caustic soda solution until alkaline, and warm gently. After a time the smell of benzoyl chloride disappears, and ethyl benzoate... 

It is prepared artificially by the distillation of calcium benzoate, or by the condensation of benzene and benzoyl chloride in the presence of aluminium chloride. 

The crystallized solid residue was washed with anhydrous ether to remove any unreacted benzoyl chloride. The 1-cyclohexylamino-2-propyl benzoate hydrochloride obtained was purified by two recrystallizations from absolute alcohol. It melted at 177° to 178.5°C. 

Singer and co-workers have shown that benzoyl chloride reacts with ethers to give alkyl benzoates [33] in chloroaluminate(III) ionic liquids. This reaction results in... 

Benzophenone has been prepared by the distillation of calcium benzoate,1 by the action of benzoyl chloride on benzene in the presence of aluminium chloride,2 by the action of phosgene on benzene in the presence of aluminium chloride,3 by the action of carbon tetrachloride on benzene in the presence of aluminium chloride followed by hydrolysis.4... 

Ethyl benzoylacetate has been prepared by the condensation (by means of sodium ethylate) of ethyl acetate with ethyl benzoate,1 acetophenone with ethyl carbonate,2 and acetophenone with ethyl oxalate, with subsequent heating 3 by treatment of ethyl phenylpropiolate4 or a-bromocinnamic acid 5 with concentrated sulfuric acid, and of ethyl diazoacetate with benzalde-hyde 6 by the condensation of benzene with the monoethyl ester of malonyl monoacid chloride and aluminum chloride,7 of benzoyl chloride with the product of the reaction of magnesium and ethyl chloroacetate in ether,8 of alcohol on benzoylacetimino ethyl... 

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