Glycerol substitutes

Grade Technical, USP (solution with pH 6.0-7.3). Use Hygroscopic agent, glycerol substitute, plasticizer for casein, corrosion inhibitor in alcohol antifreeze. 

Uses Hygroscopic agent glycerol substitute plasticizer for casein corrosion inhibitor in alcoholic antifreeze electrolyte replenishes antimicrobial in meat and poul-... 

By substituting paraldehyde for glycerol, 2-methylquinoline [27601-00-9] may be synthesized. The Skraup synthesis is regarded as an example of the broader Doebner-von Miller synthesis. In the case of the Skraup synthesis, the glycerol undergoes an acid-catalyzed dehydration to provide a small concentration of acrolein that is the reactive species. If acrolein itself is used as a reactant, it would polymerize. Crotonaldehyde is the reactive intermediate in the Doebner-von Miller synthesis (28). 

Dijbner-von Miller Synthesis. A much less violent synthetic pathway, the Dn bner-von Miller, uses hydrochloric acid or 2inc chloride as the catalyst (43). As in the modified Skraup, a,P-unsaturated aldehydes and ketones make the dehydration of glycerol uimecessary, and allow a wider variety of substitution patterns. No added oxidant is required. With excess aniline the reaction proceeds as follows ... 

Addition to the Double Bond. Chlorine, bromine, and iodine react with aHyl chloride at temperatures below the inception of the substitution reaction to produce the 1,2,3-trihaLides. High temperature halogenation by a free-radical mechanism leads to unsaturated dihalides CH2=CHCHC1X. Hypochlorous and hypobromous acids add to form glycerol dihalohydrins, principally the 2,3-dihalo isomer. Dehydrohalogenation with alkah to epicbl orobydrin [106-89-8] is ofgreat industrial importance. 

Cocoa butter substitutes and equivalents differ greatly with respect to their method of manufacture, source of fats, and functionaHty they are produced by several physical and chemical processes (17,18). Cocoa butter substitutes are produced from lauric acid fats such as coconut, palm, and palm kernel oils by fractionation and hydrogenation from domestic fats such as soy, com, and cotton seed oils by selective hydrogenation or from palm kernel stearines by fractionation. Cocoa butter equivalents can be produced from palm kernel oil and other specialty fats such as shea and ilHpe by fractional crystallization from glycerol and selected fatty acids by direct chemical synthesis or from edible beef tallow by acetone crystallization. 

The last group of substituted hydrocarbons produced by adding hydroxyl radicals to the hydrocarbon backbone are the compounds made when three hydroxyl radicals are substituted these are known as glycerols. The name of the simplest of this type of compound is just glycerol. Its molecular formula is 3115(011)3. Glycerol is a colorless, thick, syrupy liquid with a sweet taste, and has a flash point of 320°F, and is used to make such diverse products as candy and explosives, plus many more. Other glycerols are made, but most of them are not classified as hazardous materials. 

We have noted above (Sect. 8.3) that certain substituted benzoic acids have been used in the synthesis of endolipophilic cryptands but it is the glycerol and penta-erythritol units which have been used most commonly in this application. These are discussed separately, below. 

Quinolines substituted at the pyridine ring may be obtained by using a substituted a ,/3-unsaturated aldehyde or ketone instead of the glycerol as starting material. However often a large amount of the carbonyl component polymerizes under the reaction conditions. 

The key intermediate for the preparation of the 8-aminoquin-oline antimalarial agents is obtained by condensation of the substituted aniline, 90, with "dynamite-grade" glycerol in concentrated sulfuric acid. (The reaction may well follow some scheme such as that depicted below.) Ihe nitroquinoline obtained from... 

These intermediates are too small to be used alone, but need to be enlarged and modified to obtain compatibility with other resins. In the case of the phenol formaldehyde resins this is achieved by either using para-substituted phenols where the substituent contains at least four carbon atoms or by reacting the intermediate with the natural resin, rosin, and then esterifying with glycerol or pentaerythritol. These resins have a limited use in stoved epoxy finishes where colour is not an important factor. 

The metabolic breakdown of triacylglycerols begins with their hydrolysis to yield glycerol plus fatty acids. The reaction is catalyzed by a lipase, whose mechanism of action is shown in Figure 29.2. The active site of the enzyme contains a catalytic triad of aspartic acid, histidine, and serine residues, which act cooperatively to provide the necessary acid and base catalysis for the individual steps. Hydrolysis is accomplished by two sequential nucleophilic acyl substitution reactions, one that covalently binds an acyl group to the side chain -OH of a serine residue on the enzyme and a second that frees the fatty acid from the enzyme. 

Polyethercyclicpolyols possess enhanced molecular properties and characteristics and permit the preparation of enhanced drilling fluids that inhibit the formation of gas hydrates prevent shale dispersion and reduce the swelling of the formation to enhance wellbore stability, reduce fluid loss, and reduce filter-cake thickness. Drilling muds incorporating the polyethercyclicpolyols are substitutes for oil-based muds in many applications [195-197,1906,1907]. Polyethercyclicpolyols are prepared by thermally condensing a polyol, for example, glycerol to oligomers and cyclic ethers. 

In stimulation fluids containing concentrated HCl, the partial substitution of water by alcohols such as methanol, ethanol, and glycerol increases the corrosivity of the acid fluids and reduces the efficiency of the corrosion inhibitors [1148]. This effect is especially important for fatty amine-based inhibitors. For products containing acetylenic-type inhibitors the detrimental effect is less important and a weight loss may be maintained within acceptable limits using slightly higher, but still reasonable, levels of inhibitor. 

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