Methane carboxylic acids

Synonyms Acetasol Acetic acid (aqueous solution) AcOH AI3-02394 BRN 0506007 CCRIS 5952 EINECS 200-580-7 Ethanoic acid Ethylic acid FEMA No. 2006 Glacial acetic acid HAc Methane-carboxylic acid NSC 132593 Pyroligneous acid UN 2789 UN 2790 Vinegar acid Vosol. 

Synonyms Ethanoic acid ethylic acid methane carboxylic acid vinegar (4-6% solution in water)... 

E260 ethanoic acid ethylic acid methane carboxylic acid vinegar acid. 

METHANE CARBOXYLIC ACID (64-19-7) Vapor forms explosive mixture with air (above 103°F/39°C). Reacts violently with bases such as carbonates and hydroxides, giving... 

SYNONYMS ethanoic acid, methane carboxylic acid, vinegar acid... 

The photo-Kolbe reaction is the decarboxylation of carboxylic acids at tow voltage under irradiation at semiconductor anodes (TiO ), that are partially doped with metals, e.g. platinum [343, 344]. On semiconductor powders the dominant product is a hydrocarbon by substitution of the carboxylate group for hydrogen (Eq. 41), whereas on an n-TiOj single crystal in the oxidation of acetic acid the formation of ethane besides methane could be observed [345, 346]. Dependent on the kind of semiconductor, the adsorbed metal, and the pH of the solution the extent of alkyl coupling versus reduction to the hydrocarbon can be controlled to some extent [346]. The intermediacy of alkyl radicals has been demonstrated by ESR-spectroscopy [347], that of the alkyl anion by deuterium incorporation [344]. With vicinal diacids the mono- or bisdecarboxylation can be controlled by the light flux [348]. Adipic acid yielded butane [349] with levulinic acid the products of decarboxylation, methyl ethyl-... 

Figure 15. Disproved isokinetic relationship for the proton transfer from nitro-methane to various carboxylic acid anions (156). Symbols as in Figure 13.

An extremely pure product results, when difluorochloro methane or difluoro-dichloro methane are used as solvents (79). Dichlorophosphoric acid is a fluid, colourless, very hygroscopic liquid, which is easily soluble in CHCI3, CCI4, Ethanol and Ether (6). In the liquid phase it is stable for some time at room temperature, whereas at 12 Torr there is no sign of decomposition up to 250 °C (6). According to the Raman spectra in the liquid it is dimeric in analogy to the carboxylic acids (20) ... 

Synthesis of isomeric chiral protected (63 )-6-amino-hexahydro-2,7-dioxopyrazolo[l,2- ]pyrazole-l-carboxylic acid 280 is shown in Scheme 36. Crude vinyl phosphonate 275, obtained by treatment of diethyl allyloxycarbonylmethyl-phosphonate with acetic anhydride and tetramethyl diaminomethane as a formaldehyde equivalent, was used in the Michael addition to chiral 4-(f-butoxycarbonylamino)pyrazolidin-3-one 272. The Michael addition is run in dichloro-methane followed by addition of f-butyl oxalyl chloride and 2 equiv of Huning s base in the same pot to provide 276 in 58% yield. The allyl ester is deprotected using palladium catalysis to give the corresponding acid 277, which is... 

Cyclobutyl-cis-4-trans-5-dimethyl- 1,3-dioxolane, by reaction of erythro-3-methane-sulfonyloxy-2-butyl cyclo-butanecarboxylate with sodium borohydride, 51, 12 hydrolysis to cyclobutane-carboxaldehyde, 51, 13 3,5—CYCLOHEXADIENE—1, 2-DI CARBOXYLIC ACID, 50, 50 A1 a-Cyclohexaneacetaldehyde, 53, 104... 

An interesting preparation of alkyl carboxylates in high yield (Table 3.14) from the sodium salt of the carboxylic acids under mild phase-transfer catalytic conditions involves their reaction with alkyl chlorosulphate [50] and has been used with success in the preparation of alkyl esters derived from p-lactam antibiotics. The procedure is also excellent for the production of chloromethyl esters, particularly where the carboxylic acids will not withstand the classical Lewis acid-catalysed procedure using an acid chloride and formaldehyde, or where the use of iodochloromethane [51] results in the formation of the bis(acyloxy)methane. The procedure has been applied with some success to the synthesis of chloromethyl A-protected a-amino carboxylates [52],... 

A one-pot conversion of carboxylic acids into esters and amide derivatives from alcohols, amines or hydrazines has been reported [53], which involves the initial reaction of the acid with methane- or toluenesulphonyl chloride to yield a mixed anhydride. 

The reactivity of the methyl complexes 14a and 15 with carboxylic acid was examined to provide carboxylato complexes as useful precursors for enzyme models. For example, a slight excess of acetic acid does cleave the Zn-CHa bond by elimination of methane and yields [Zn(bd bpza)02CCH3] (17) (Scheme 16) and [Zn(bpa ) O2CCH3] (18). 

Current interest in synthetic fuels production by Fischer-Tropsch (FT) reactions have created a need for removal of byproduct oxygenates, formed by the FT reaction. The oxygenates consist of primary and internal alcohols, aldehydes, ketones, esters and carboxylic acids. The hydrocarbon products derived from the FT reaction range from methane to high molecular weight paraffin waxes containing more than 50 carbon atoms. 

The simplest carboxylic acid is formic acid (more systematically methanoic acid) HCOOH. Formic acid contains a single carbon atom and can be thought of as a derivative of methane or methanol obtained by oxidation ... 

In addition, iodine snccessfnlly catalyzed the electrophilic snbstitntion reaction of indoles with aldehydes and ketones to bis(indonyl)methanes [225], the deprotection of aromatic acetates [226], esterifications [227], transesterifications [227], the chemoselective thioacetalization of carbon functions [228], the addition of mercaptans to a,P-nnsatnrated carboxylic acids [229], the imino-Diels-Alder reaction [230], the synthesis of iV-Boc protected amines [231], the preparation of alkynyl sngars from D-glycals [232], the preparation of methyl bisnlfate [233], and the synthesis of P-acetamido ketones from aromatic aldehydes, enolizable ketones or ketoesters and acetonitrile [234],... 

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