Ethyl acetate salicylate

As a general guide, however, it may be noted that the following have fairly easily recognisable odours methyl and ethyl formate methyl and ethyl acetate (apples) methyl and ethyl benzoate methyl salicylate (oil of winter-green) and ethyl salicylate methyl and ethyl cinnamate. (It is however usually impracticable to distinguish by odour alone between the methyl and ethyl esters of a particular acid.) Methyl and ethyl o. alate, and methyl and ethyl phthalate are almost odourless. Succinic and tartaric esters have faint odours. 

Salicylaldehyde, 188 Salicylic acid, 190 Sa tdnieycr s reaction, 165, 167 Saponification of ethyl acetate, 82 palm oil, 104 Sthlff s azotometer, 14 reaction, 67... 

Anschutz 1 treated aceto-salicylic chloride with sodium-malonic ester, with the formation of ethyl acetate and y3-hydroxy-coumarin-alpha-car-hoxylic ethyl ester—... 

S g of ethyl glycinate hydrochloride were dissolved in 400 cc of ethanol and 33.5 g of salicylic aldehyde were added. It is refluxed for half an hour and cooled. 38 cc of triethylamlne and 25 g of Raney nickel are then added whereafter hydrogenation is carried out at room temperature and under atmospheric pressure. After hydrogen adsorption was complete, the mixture was filtered and the alcohol evaporated off. The residue was taken up with acidified water, extracted with ether to eliminate part of the by-products, consisting mainly of o-cresol, then made alkaline with ammonia and extracted with ethyl acetate. The solvent was removed in vacuo and the residue crystallized from ether/petroleum ether. 36.7 g of o-hydroxybenzyl-aminoacetlc acid ethyl ester melting at 47°C are obtained. 

Methanol, ethanol and 3-methylbutanol [1], acetaldehyde, trichloroacetaldehyde [2] and acetone [3] all ignite in contact with gaseous fluorine. Lactic acid, benzoic acid and salicylic acid ignite, while gallic acid becomes incandescent. Ethyl acetate and methyl borate ignite in fluorine [2],... 

A seemingly complex heterocycle which on close examination is in fact a latentiated derivative of a salicylic acid shows antiinflammatory activity. It might be speculated that this compound could quite easily undergo metabolic transformation to a salicylate and that this product is in fact the active drug. Condensation of acid 134 with hydroxylamine leads to the hydroxamic acid 135. Reaction of that with the ethyl acetal from 4-chlorobutyraldehyde then leads to the cyclic carbinolamine derivative 136. Treatment... 

Essential oils are obtained from fruits and dowers (61,62). Volatile esters of short- and medium-chain carboxylic acids or aromatic carboxylic acids with short- and medium-chain alcohols are primary constituents of essential oils, eg, ethyl acetate in wines, brandy, and in fruits such as pineapple benzyl acetate in jasmine and gardenia methyl salicylate in oils of wintergreen and sweet birch. Most of these naturally occurring esters in essential oils have pleasant odors, and either they or their synthetic counterparts are used in the confectionery, beverage, perfume, cosmetic, and soap industries (see Oils,... 

A mixture of 5-chloromethyl salicylate, 3-chloro-2-methylpropene, potassium carbonate, and acetone was heated at reflux overnight. After cooling, the mixture was extracted with diethyl ether and ethyl acetate. The organic extracts were combined, washed twice with a 10% sodium chloride solution and water, dried over sodium sulfate, and concentrated in vacuum. The resulting liquid was vacuumed distilled. The fraction collected and the desired 5-chloro-2-(2-methyl-2-propenyloxy)benzoic acid, methyl ester was obtained. 

Amyl, butyl, and iso-propyl acetates are all made from acetic acid and the appropriate alcohols. All are useful lacquer solvents and their slow rate of evaporation (compared to acetone or ethyl acetate) prevents the surface of the drying lacquer from falling below the dew point, which would cause condensation on the film and a mottled surface appearance (blushing). Other esters of importance are used in perfumery and in plasticizers and include methyl salicylate, methyl anthranilate, diethyl-phthalate, dibutyl-phthalate, and di-2-ethylhexyl-phthalate. 

Esters.— The simplest class of compounds present in essential oils are the esters or ethereal salts (p. 140). In our early discussion of these compounds in the aliphatic series it was stated that the odor and flavor of common fruits is probably due to ester compounds and that certain empirical mixtures of esters are used as artificial fruit essences. Artificial apple essence, for example, may be prepared by mixing certain proportions of ethyl nitrite, ethyl acetate and amyl valerate with chloroform, aldehyde and alcohol. An example of an essential oil which consists of a single ester is oil of wintergreen. vAdxh is the methyl ester of salicylic acid, ortho-hydroxy benzoic acid (p. 714). 

Acetoxymercuri-salicylic methyl ester — Fifteen grams of mercuric acetate, an equal weight of the ester, and 2 5 grams of acetic acid are boiled under reflux for about forty minutes, until the reaction is complete. On cooling, needles separate, and after standing overnight these are filtered off. Yield 9 grams, 52 per cent. It melts at 202° C. (corr.) and is readily soluble in warm alcohols, ethyl acetate, acetone, or chloroform, but with difficulty in water or petroleum ether. In alkali it is soluble, but the ester is saponified,... 

Mercuri-bis-salicylic methyl ester, Hg(CeH3.0H.C02Me)2.— Ten grams of the above sulphide are heated for six hours at 110° C., and the mass powdered and extracted with 120 c.c. of ethyl acetate, 0 8 gram, 12 per cent., of the ester being isolated It is soluble in the usual solvents and melts at 170° to 180° C. (corr.). 

Similarly, the intramolecular carboxylate-catalyzed hydrolysis of aspirin, when carried out in H20 , yields salicylate containing 6 % of the labeled oxygen, indicating the formation of acetic salicylic anhydride (Bender et ad., 1958b). From the relative rates of hydrolysis of ethyl acetate and ethyl salicylate, 2-5 % O label would be expected to appear... 

Figure 25 Comparison of predicted liquid mole fraction X3 of different solid solutes for ternary S-L equilibrium with CO2 dissolution from PMVF of solvent in binary mixtures by Eq. (50) with experimental mole fractions of (a) naphthalene in toluene solution at 298 K (56), (b) phenanthrene in toluene solution at 298 K (56), (c) p-carotene in ethyl acetate solution at 298 K (52), (d) p-carotene in toluene solution at 298 K (50), (e) cholesterol in acetone at 308 K (53), (f) cholesterol in acetone solution at 318K (53), (g) acetaminophen in n-butanol solution at 298 K (50), (h) salicylic acid in 1-propanol solution at 303 K ( sA = 0.132), experimental (58), (i) salicylic acid in 1-propanol solution at 288 K (XsA = 0.132) (58), (j) salicylic acid in 1 -propanol solution with at 288 K (XsA = 0.144) (58).

Hexagonal prisms by sublimation, mp 238. Sublimes 178°. Fast sublimation is obtained at 160-165° under 1 mm press, at 5 mm distance, dj 1.23. pH of 1% soln 6.9. Aq solns of caffeine salts dissociate quickly. Absorption spectrum Hartley, J. Chem. Soc. 87, 802 (1905). One gram dissolves in 46 ml water, S.5 ml water at 80°, 1.5 ml boihag water, 66 ml alcohol, 22 ml alcohol at 60 . 50 ml acetone, 5.5 ml chloroform, 530 ml ether, 100 ml benzene, 22 ml boiling benzene. Freely sol in pyrrole in tetrahydrofuran contg about 4% water also sol in ethyl acetate slightly in petr ether. Soly in water is increased by alkali benzoates, cinna-mates, citrates or salicylates. LDM orally in mice, hamsters, rats, rabbits (mg/kg) 127. 230, 355, 246 (males) 137, 249, 247, 224 (females) (Palm). 

The classical Pechmann approach for synthesis of coumarins via the microwave-promoted reaction [75] has been extended to a solvent-free system in which salicyl-aldehydes undergo Knoevenagel condensation with a variety of ethyl acetate derivatives in the presence of piperidine to afford coumarins (Scheme 8.23) [76]. 

Nitro compounds, ar. Nitrobenzene, m-Dinitrobenzene o-Nitrophenol N-Nitramines Oxonium fluoroborate Trialky loxonium salt Trialky loxonium fluoroborate Pyrylium fluoroborate Carboxylic acid esters HCOOC Hs, p-Nitro-phenyl formate Isopropenyl acetate Salicylic acid esters Ethyl cyanoacetate Chloroformic acid esters Ethyl chloroformate, ClCOOC Hg-i Methyl trichloroacetate Diethyl oxalate Ethyl malonate... 

Ethyl acetate Ethylacetoacetate Ethylene brassylate 2-Ethyl fenchol Ethyl 3-hexenoate 2-Ethylhexyl salicylate Ethyl 3-(methylthio) propionate Ethyl pelargonate Ethyl pivalate Ethyl senecioate... 

Dimethyl phthalate 1,4-Dioxane Dipropylene glycol dimethyl ether Dipropylene glycol ethyl ether Erucamide Ethoxydiglycol Ethoxyethanol acetate Ethyl acetate 2-Ethyl-1-butanol Ethyl chloride Ethylene carbonate Ethylene chlorohydrin Ethylene glycol diacetate Ethylene glycol isopropyl ether Ethylene glycol propyl ether 2-Ethyl hexanol 2-Ethyl hexyl acetate Ethyl morpholine Furan Furfuryl alcohol Heptane 4-Heptanone 2-Hexanone Isoamyl acetate Isoamyl alcohol Isobutyl acetate Isocetyl salicylate Isooctyl alcohol Isophorone 2-lsopropoxy-1-propanol Isopropyl alcohol Isopropyl ether ... 

Spell and Stewart (1994) used HPTLC to determine p-aminosalicylic acid and its major impurity, m-aminophenol, in bulk and pharmaceuticals with chloroform-ethyl acetate-acetic acid-methanol (46 29 21 4) mobile phase. Agababa et al. (1995) developed an HPTLC method for the determination of acetylsalicylic acid and the impurity salicylic acid in tablets. Argekar and Kunjir (1996) described a method for simultaneous determination of aspirin and dipyridamole in tablets by HPTLC. McLaughlin and Sherma (1996) described a method for determining salicylic acid in anti-acne pharmaceuticals involving separation on a preadsorbent HPTLC-silica gel plate with fluorescent phosphor compound detection was by fluorescence quenching and quantification was by densitometric scanning. Salicylic acid was detected and quantified on the plate at levels as low as 1 pg. 

Figure 11.2 Co-crystal solubility of carbamazepine-glutaric acid (CBZ-GTA), car-bamazepine-nicotinamide (CBZ NCT), carbamazepine salicylic acid (CBZ-SLC), carbamazepine oxalic add (CBZ-OXA), carbamazepine-saccharin (CBZ-SAC) and carbamazepine succinic acid (CBZ-SUC) as a function of melting temperature in isopropyl alcohol (X), ethanol (open square), ethyl acetate (open triangle) and water (filled circle). Adapted with permission from Good and N. Rodriguez-Homedo, ref. 20. Copyright 2009 American Chemical Sodety.

Several organic acids known as plant growth regulators—cinnamic, naphtaleneacetic, P-naph-toxy acetic, phenoxyacetic, salicylic, tartaric acids, and lAA—were separated on barium sulfate-calcium sulfate coatings. Several solvents were applied in order to investigate their separation potential, and the sequence chloroform > ethyl acetate > distilled water > propanol > carbon tetrachloride was observed. 

Since free and conjugated dihydroxy cholanic acids cannot be separated completely by paper and thin-layer chromatography they must be differentiated by specific reactions. The following procedures are suitable for quantitative determination of free bile acids reaction with concentrated sulfuric acid for determination of cholic acid (Hammarsten 1925), reaction with salicylic aldehyde and sulfuric acid for determination of deoxycholic acid (Szalkowski and Mader 1952), reaction with ethyl acetate, concentrated sulfuric acid and acetic acid anhydride for chenodeoxycholic acid (Isaksson 1954). 

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