2-Butanone solvent

Derivatives of clofibric acid were used in earlier times as hyperlipidemia-controlling drugs. Currently more interest is shown in the synthesis of 2-methyl-2-aryloxypropanoic acids because these classes of compounds are being considered as possible remedies for type II diabetes. The earlier GSK process involves reacting 2-bromo-2-methylpropanoic acid with a phenolic compound at 50°C, where both compounds are suspended in 2-butanone solvent. The acid is expensive, and large volumes of the organic solvent are also required. 

Compositional determinations for the methyl methacrylate-MA-methyl acrylate terpolymers, prepared with BPO in 2-butanone solvent at 60°C, showed the reactivity of the methacrylate monomer toward the anhydride macroradical is approximately four times greater than that of the acrylate. " " Even though evidence for charge-transfer complexes between the anhydride-acrylate and anhydride-methacrylate pairs exist (see Chapter 10), there is no evidence that the kinetics of the polymerization is affected by these complexes. 

Butane-Naphtha Catalytic Liquid-Phase Oxidation. Direct Hquid-phase oxidation ofbutane and/or naphtha [8030-30-6] was once the most favored worldwide route to acetic acid because of the low cost of these hydrocarbons. Butane [106-97-8] in the presence of metallic ions, eg, cobalt, chromium, or manganese, undergoes simple air oxidation in acetic acid solvent (48). The peroxidic intermediates are decomposed by high temperature, by mechanical agitation, and by action of the metallic catalysts, to form acetic acid and a comparatively small suite of other compounds (49). Ethyl acetate and butanone are produced, and the process can be altered to provide larger quantities of these valuable materials. Ethanol is thought to be an important intermediate (50) acetone forms through a minor pathway from isobutane present in the hydrocarbon feed. Formic acid, propionic acid, and minor quantities of butyric acid are also formed. 

Methyl Isopropyl Ketone. Methyl isopropyl ketone [563-80-4] (3-methyl-2-butanone) is a colorless Hquid with a characteristic odor of lower ketones. It can be produced by hydrating isoprene over an acidic catalyst at 200—300°C (150,151) or by acid-catalyzed condensation of methyl ethyl ketone and formaldehyde to 2-methyl-l-buten-3-one, foUowed by hydrogenation to the product (152). Other patented preparations are known (155,156). Methyl isopropyl ketone is used as an intermediate in the production of pharmaceuticals and fragrances (see Perfumes), and as a solvent (157). It is domestically available from Eastman (Longview, Texas) (47). 

Acetaldehyde can be used as an oxidation-promoter in place of bromine. The absence of bromine means that titanium metallurgy is not required. Eastman Chemical Co. has used such a process, with cobalt as the only catalyst metal. In that process, acetaldehyde is converted to acetic acid at the rate of 0.55—1.1 kg/kg of terephthahc acid produced. The acetic acid is recycled as the solvent and can be isolated as a by-product. Reaction temperatures can be low, 120—140°C, and residence times tend to be high, with values of two hours or more (55). Recovery of dry terephthahc acid follows steps similar to those in the Amoco process. Eastman has abandoned this process in favor of a bromine promoter (56). Another oxidation promoter which has been used is paraldehyde (57), employed by Toray Industries. This leads to the coproduction of acetic acid. 2-Butanone has been used by Mobil Chemical Co. (58). 

Solubility. One of PVP s more outstanding attributes is its solubility in both water and a variety of organic solvents. PVP is soluble in alcohols, acids, ethyl lactate, chlorinated hydrocarbons, amines, glycols, lactams, and nitroparaffins. SolubiUty means a minimum of 10 wt % PVP dissolves at room temperature (moisture content of PVP can influence solubiUty). PVP is insoluble in hydrocarbons, ethers, ethyl acetate, j -butyl-4-acetate, 2-butanone, acetone, cyclohexanone, and chlorobenzene. Both solvent polarity and H-bonding strongly influence solubiUty (77). 

The general purification methods listed for xylene are applicable. p-Xylene can readily be separated from its isomers by crystn from such solvents as MeOH, EtOH, isopropanol, acetone, butanone, toluene, pentane or pentene. It can be further purified by fractional crystn by partial freezing, and stored over sodium wire or molecular sieves Linde type 4A. [Stokes and French J Chem Soc, Faraday Trans 1 76 537 1980.]... 

The idea of kinetic versus thermodynamic control can be illustrated by discussing briefly the case of formation of enolate anions from unsymmetrical ketones. This is a very important matter for synthesis and will be discussed more fully in Chapter 1 of Part B. Most ketones, highly symmetric ones being the exception, can give rise to more than one enolate. Many studies have shown tiiat the ratio among the possible enolates that are formed depends on the reaction conditions. This can be illustrated for the case of 3-methyl-2-butanone. If the base chosen is a strong, sterically hindered one and the solvent is aptotic, the major enolate formed is 3. If a protic solvent is used or if a weaker base (one comparable in basicity to the ketone enolate) is used, the dominant enolate is 2. Enolate 3 is the kinetic enolate whereas 2 is the thermodynamically favored enolate. 

The methylethylcarbene which is formed thermally from methyl-ethyldiazirine at 160°C gives the same products as that from butanone p-toluenesulfonylhydrazone and bases in aprotic solvents." However, photolysis of the same diazirine gives a different mixture of C4H8 hydrocarbons. Considerable amounts of 1-butene are formed, the trans-butene content is reduced by half, and the amount of methyl cyclopropane increased fivefold. ... 

Guo et al. [70,71,73] recently attempted to hydrogenate NBR in emulsion form using Ru-PCy complexes. However, successful hydrogenation can only be obtained when the emulsion is dissolved in a ketone solvent (2-butanone). A variety of Ru-phosphine complexes have been studied. Crosslinking of the polymer could not be avoided during the reaction. The use of carboxylic acids or first row transition metal salts as additives minimized the gel formation. The reactions under these conditions require a very high catalyst concentration for a desirable rate of hydrogenation. 

Mechanisms for chain transfer depend on the particular solvent or reagent. Many solvents have abstraetable hydrogens (e.g. acetone, butanone, toluene) and may react by loss of those hydrogens (Scheme 6.11). 

To the solution is added 900 ml. of water, and the resulting mixture is washed with four 500-ml. portions of ether. The ether layers are combined and washed with 200 ml. of aqueous 10% potassium carbonate and then twice with 200-ml. portions of water (Note 9). The ether layer is dried for 1 hour over 200 g. of anhydrous calcium chloride (Note 10) and the solvent is removed on a rotary evaporator at room temperature to give 145-158 g. of crude product (Note 11). Distillation under reduced pressure through a Vigreux column gives 115-128 g. of a fraction, b.p. 83-86° (54 mm.), w22 d 1.4620-1.4640, containing 95% of l-bromo-3-methyl-2-butanone as established by proton magnetic resonance measurements (Note 11). 

The quantity R is proportional to the number of chain scissions per original macromolecule. For both PBS and PHS, for all solvents studied (1,4-dioxane, acetonitrile, chloroform, tetrahydrofuran, toluene and 2-butanone) the scattered light intensity decreases after irradiation. The amount of degradation R° for the same polysulfone is higher for solvents with larger yield of radicals. R° is larger for PHS than for PBS in the case of the solvents 1,4-dioxane and acetonitrile, which have the highest yield of radicals ... 

Scheme 2.11 shows some examples of Robinson annulation reactions. Entries 1 and 2 show annulation reactions of relatively acidic dicarbonyl compounds. Entry 3 is an example of use of 4-(trimethylammonio)-2-butanone as a precursor of methyl vinyl ketone. This compound generates methyl vinyl ketone in situ by (3-eliminalion. The original conditions developed for the Robinson annulation reaction are such that the ketone enolate composition is under thermodynamic control. This usually results in the formation of product from the more stable enolate, as in Entry 3. The C(l) enolate is preferred because of the conjugation with the aromatic ring. For monosubstituted cyclohexanones, the cyclization usually occurs at the more-substituted position in hydroxylic solvents. The alternative regiochemistry can be achieved by using an enamine. Entry 4 is an example. As discussed in Section 1.9, the less-substituted enamine is favored, so addition occurs at the less-substituted position. 

The limit of detection for this instrument is about 10 pg/ ml for polystyrene in 2-butanone,163 which is close to two orders of magnitude higher than that of the deflection-type DRI. Moreover, the response of the ELSD is linear over only two decades in concentration.163 The ELSD is a useful backup detector when the DRI or UV detectors are not appropriate, e.g., when the UV absorbance or RI change is a function of copolymer composition as well as concentration or in gradient elution systems where changes in solvent composition cause drift in baselines of the UV and DRI detectors. Compounds about as volatile as the solvent are poorly detected by ELSD. 

Solvent-assisted decaffeination of coffee can result in residues of solvent reaching the consumer.208 The use of chlorinated hydrocarbon solvents such as chloroform,209 methylene chloride, trichloroethylene,208 and difluoromonochloromethane (Freon),210 will probably be replaced by compounds already found in roasted coffee. The use of an ethyl acetate and 2-butanone mixture leaves a 26-ppm residue in green coffee, but zero residue in roasted coffee.211 Other solvent compounds used or suggested for coffee improvement or decaffeination include propane, butane,212 carbon dioxide,213 214 acetone215 dimethyl succinate,2161,1-dimethoxymethane, and 1,1-dimethoxyethane.217 Of all these, supercritical carbon dioxide, ethyl acetate, and methylene chloride are the solvents most used currently in decaffeination processes. 

The solvents used for preparing carbonates from alcohols and CDI are THF, DMF, benzene, toluene, chloroform, 2-butanone, and pyridine. It is also possible to carry out the reaction without solvent. A collection of acyclic carbonates is given in Table 3-12. 

Crabtree s catalyst was obtained from Strem Chemicals. The NBR grade used throughout was Krynac 38.50 (NBR containing 38% acrylonitrile units) from Bayer Rubber Inc. Solvents employed (chlorobenzene, acetone and 2-butanone) were used as received from Fisher Chemical Co. The purity of H2 and D2 (02 free) from Linde-Union Carbide was reported to be 99.99%. 

As shown in Table 8, the spray paint solvent is predominately a mixture of several linear aliphatic, branched aliphatic, and cycloaliphatic hydrocarbons, and toluene, xylenes, and ethyl benzene. 2-Butanone (also known as methyl ethyl ketone) was also detected. The breakdown of the solvent mixture by class of compound (aromatic, //-alkane, iso-alkane, cyclic alkane, and others) is shown in Table 9. The solvent appears to be consistent with a mixture of a VM P naphtha... 

Several of the synthetic efforts outlined in Section II were motivated partially by the necessity of increasing the processability of polyanhydrides. Solubilities of the 20 80 copolymers of P(CPP SA) and P(FAD SA) are compared by Domb and Maniar (1993). They reported improved solubility of the later over former in several organic solvents including (in order of decreasing solubility) THF, 2-butanone, 4-methyl-2-pentanone, acetone, and ethyl acetate. 

Light scattering and electron microscopy studies of aqueous PVME solutions and PVME microgels were carried out by Arndt et al. [329,330]. They noted that the Mw of PVME in water was always higher (up to 20 times) than its value (Mw = 46 000gmoH) determined in organic solvent (butanone), even for dilute aqueous PVME solutions well below the phase-separation temperature [330]. Moreover the molar masses of the polymer in water depended on solution preparation conditions. The authors concluded that PVME does not exist as isolated chains in water, but forms loose aggregates (Rh = 200-220 nm) which decrease in size as the solution temperature passes... 

Since the reactants (R02 ketone) and the transition state have a polar character, they are solvated in a polar solvent. Hence polar solvents influence the rate constants of the chain propagation and termination reactions. This problem was studied for reactions of oxidized butanone-2 by Zaikov [81-86]. It was observed that kp slightly varies from one solvent to another. On the contrary, kt changes more than ten times from one solvent to another. The solvent influences the activation energy and pre-exponential factor of these two reactions (see Table 8.16). 

The melting endotherm is followed immediately by a strong exothermic degradation. Since bromocriptine mesilate decomposes under melting, the transition temperature is strongly dependent on the heating rate. A broad but weak endotherm between 40 and 100 °C indicates the volatilization of sorbed recrystallization solvent (usually butanone-2, see section 3). 

GC cannot be applied to the analysis of bromocriptine mesilate due to its low volatility and its thermal instability. A procedure according to 29 or 30, which claims excellent identification and quantitation on the basis of well-defined peptide section pyrolysis products, has not yet been attempted. However, GC is very useful determining the residual recrystallization solvent butanone-2. 

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