Acetaldehyde sulfonate

Most of the publications in the field, however, have dealt with reactions in solution or with partially purified sulfonates. Only very recently have pure sulfonates been prepared and their properties investigated. The characteristics of two typical compounds, the acetaldehyde sulfonic acid and the glucose sulfonic acid, are discussed briefly below. The literature on the sugar sulfonates is reviewed in more detail by Gehman and Osman (1954). 

K = dissociation constant for the acetaldehyde sulfonate, which according to Kerp is 2.8 X 10 ... 

The degree of dissociation, expressed as percentage of bisulfite or acetaldehyde sulfonate at various pH values, as calculated by Tomoda is shown in Fig. 2. Tomoda (1928) later pointed out that the pH during... 

Fig. 2. Dissociation ot acetaldehyde sulfonate at various pH values. After Tomoda (1927).

With the best preparation of acetaldehyde-sulfonate available, which according to analysis was 70% pure, the effect of pH on dissociation was determined. The results obtained, rhown as curve 3 in Fig. 3, indicate the... 

Condensation of 2-aminothiophenol with the /3-chlorocinnamaldehyde in the presence ofp-toluene sulfonic acid (PISA) gave good yield of benzothia-zole (Scheme 14). The mechanism suggested in this work is beUeved to proceed via a nucleophilic attack of the sulfur atom in an addition-ehmination sequence followed by a spontaneous cyclization and ejection of acetaldehyde [15]. These investigations were performed in a domestic microwave reactor and need 1.5 min for completion (65% yield). Here again, oil bath heating seems to be inferior, providing a maximum conversion of 53% after... 

Polyvinyl alcohols may be applied as such or in crosslinked form [90]. Crosslinkers can be aldehydes (e.g., formaldehyde, acetaldehyde, glyoxal, glutaraldehyde), to form acetals, maleic acid or oxalic acid to form cross-linked ester bridges, or others (e.g., dimethylurea, polyacrolein, diisocyanate, divinyl sulfonate) [89,91]. 

Taurine is generally prepared from ox bile1 or the large muscle of the abalone.2 It has been synthesized from isethionic add through chloroethanesulfonic acid followed by the action of aqueous ammonia 3 from ethyleneimine and sulfur dioxide 4 from 2-mercaptothiazoline by oxidation with bromine water 5 from bromoethylamine and ammonium sulfite 6 and from acetaldehyde by a complex set of reactions involving sulfonation, formation of the aldehyde ammonia and the imido sulfonic add and finally reduction.7 The method given in the procedure has recently appeared in the literature.8 9... 

Hoye and Richardson have published an ingeneous synthesis of the tricyclic iridoid sarracenin (170) which relied on the Paterno-Buchi cycloaddition between acetaldehyde and cyclopentadiene as the intial step (Scheme 38)79. This reaction provided a 5 1 mixture of adducts 166a and 166b. The major adduct was opened with camphor-10-sulfonic acid (CSA) in methanol and the alcohol was tosylated to give 167. Displacement with malonate 168 and decarboalkoxylation/demethylation steps gave 169. Ozonolysis, reductive workup and acid-catalyzed acetalization then furnished 170. 

In contrast to the other large cats, the urine of the cheetah, A. jubatus, is practically odorless to the human nose. An analysis of the organic material from cheetah urine showed that diglycerides, triglycerides, and free sterols are possibly present in the urine and that it contains some of the C2-C8 fatty acids [95], while aldehydes and ketones that are prominent in tiger and leopard urine [96] are absent from cheetah urine. A recent study [97] of the chemical composition of the urine of cheetah in their natural habitat and in captivity has shown that volatile hydrocarbons, aldehydes, saturated and unsaturated cyclic and acyclic ketones, carboxylic acids and short-chain ethers are compound classes represented in minute quantities by more than one member in the urine of this animal. Traces of 2-acetylfuran, acetaldehyde diethyl acetal, ethyl acetate, dimethyl sulfone, formanilide, and larger quantities of urea and elemental sulfur were also present in the urine of this animal. Sulfur was found in all the urine samples collected from male cheetah in captivity in South Africa and from wild cheetah in Namibia. Only one organosulfur compound, dimethyl disulfide, is present in the urine at such a low concentration that it is not detectable by humans [97]. 

Aldicarb nitrile, see Aldicarb Aldicarb nitrile sulfone, see Aldicarb Aldicarb nitrile sulfoxide, see Aldicarb Aldicarb oxime, see Aldicarb Aldicarb oxime sulfone, see Aldicarb Aldicarb oxime sulfoxide, see Aldicarb Aldicarb sulfone, see Aldicarb Aldicarb sulfone acid, see Aldicarb Aldicarb sulfone alcohol, see Aldicarb Aldicarb sulfone aldehyde, see Aldicarb Aldicarb sulfone amide, see Aldicarb Aldicarb sulfone oxime, see Aldicarb Aldicarb sulfoxide, see Aldicarb Aldicarb sulfoxide acid, see Aldicarb Aldicarb sulfoxide alcohol, see Aldicarb Aldicarb sulfoxide aldehyde, see Aldicarb Aldicarb sulfoxide amide, see Aldicarb Aldicarb sulfoxide nitrile, see Aldicarb Aldicarb sulfoxide oxime, see Aldicarb Aldrin, see Dieldrin Aldrin diol, see Aldrin Alkyl hydroperoxides, see Acetaldehyde Allyl alcohol, see Allyl chloride, l,2-Dibromo-3-chloropropane, 1,2-Dichloropropane Allylbenzene, see Isopropylbenzene p-(2-Atnino-3-nitrophenyl)glucopyranoside, see 2-Nitroaniline Allyl chloride, see Allyl alcohol, l,2-Dibromo-3-chloropropane, 1,2-Dichloropropane 2-Aminobenzimidazole, see Benomvl... 

Optimization of the previously reported Mannich-type reaction of trimethyl (pent-2-en-3-yloxy)silane with the sulfone Is derived from phenyl acetaldehyde (Table 5, entry 11) led to the corresponding (3-amino ketone in a good yield with moderate diastereoselectivity (2 mol% Bi(0Tf)3-4H20, yield = 84%, 24v/24v syn/anti = 72 28) (Scheme 8). Reduction of the major diastereoisomer 24v with lithium tri-ferf-butoxyaluminohydride afforded 25 as the only one diastereoisomer. Further cyclization of the latter with NaH afforded 4-benzyl-6-ethyl-5-methyl-l,3-oxazinan-2-one 26. The relative configuration of the six-membered carbamate was established as cis-cis by NMR analysis. 

Alternatively, acetaldehyde and acetic anhydride are fed directly to the cracking reactor where the same sulfonic acid can catalyze the condensation of the aldehvde-anhydride mixture to EDA and the subsequent thermal elimination forming vinyl acetate. The best results are obtained when acetic anhydride is present as solvent to inhibit the competitive elimination to acetaldehyde and anhydride (see reverse of equation 2). Aldehyde degradation reactions are minimal under these conditions. 

The acetaldehyde-sulfurous acid compound has the properties of a sulfonic acid with C-S linkage rather than an ester structure as once assumed. It is properly 1-hydroxyethane sulfonic acid (23, 24) and is highly acidic (25). Samples of concentrated heads from commercial aldehyde columns having aldehyde contents of 5-13% gave pH values of 0.7-0.9 and contained high levels of copper (25). 

Whitmore (26) and Deibner and Benard (27) claim that sulfonic acids are capable of distilling intact. However, it would seem more likely that at the temperature of the distilling process, 1-hydroxyethane sulfonic acid in the wine would dissociate into the very volatile free acetaldehyde and therefore rapidly distill along with free sulfur dioxide and recombine at the top level of the fractionating column. 

Acetic anhydride is produced by three major processes (I) dehydration of acetic acid, t2) decomposition of acetone, and t.3) oxidation of acetaldehyde The formates und ucct3tes are prepared hy reacting the appropriate alcohol and organic acid in the presence of p-toluene-sulfonic acid... 

Additional semipermeable membrane—forming polymers are selected from the group consisting of acetaldehyde dimethyl cellulose acetate, cellulose acetate ethyl carbamate, cellulose dimethylamino acetate, semipermeable polyamides, semipermeable polyurethanes, or semipermeable sulfonated polystyrenes. Semipermeable cross-linked selectively permeable polymers formed by coprecipitation of a polyanion and a polycation also can be used for this purpose.22 23 Other polymer materials such as lightly cross-linked polystyrene derivatives, semipermeable cross-linked poly(sodium styrene sulfonate), and semipermeable poly (vinylbenzyltrimethyl ammonium chloride) may be considered.24,25... 

The photochemical and thermolytic breakdown of cyclic sulfones offers a route to cyclopropanes, as shown in equation (4). The utility of the reactions is limited in that an aromatic group (57 R = Ar) is required for good yields to be obtained. Flash thermolysis of (57 R = Me) at 750 °C gives considerable quantities of acetaldehyde and 2-butene together with methylcyclopropane (79JCS(Pl)950). 

Quinolyl)pyrazoIo[3,4-i7]pyridazincs were prepared by cyclocondensation reactions of an anilino-pyrazole acid with acetaldehyde <02JHC869>. Cyclopentadienyl-derived y-diketones and arylhydrazines condensed to 4-(l,4-diaryl-2//-cyclopent[d]pyridazin-2-yl)-benzenesulfonamides <02H(57)2383>. Sulfonated polyfphthalazinone ether sulfone)s 37 were prepared by polycondensation of 4-(4-hydroxyphenyl)phthalazinone 36 with various ratios of disodium 5,5 -sulfonylbis(2-fluorobenzenesulfonate) and bis(4-fluorophenyl)sulfone <02P5335>. 

Liquid-phase processes such as oxidation, hydrogenation, sulfonation, nitration, halogenation, hydrohalogenation, alkylation, sulfonation, polycondensation, polymerization, etc. Examples oxidation of acetaldehyde to acetic acid... 

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