Acetic acid from pentane

Figure 7 GC/MS traces of aromatic rice from three consecutive runs of (top) 875, (middle) 790, and (bottom) 750-mg samples. 1, Pentane/acetone 2, acetic acid 3, pentanal 4, hexanal 5, 2-pentalfuran 6, nonanal.

Phenyl acetate [122-79-2] M 136.2, b 78°/10mm, d 1.079, n 1.5039. Freed from phenol and acetic acid by washing (either directly or as a soln in pentane) with aqueous 5% Na2C03, then with saturated aqueous CaCl2, drying with CaS04 or Na2S04, and fractional distn at reduced pressure. 

With Aromatic Aldehydes. To a solution of 10.3 g (20 mmol) of 2,3,4,6-tetra O-pivaloyl-/ -i>galactopyra-nosylaminc in 50 rnL of /-PrOI 1 or heptane are added 30 mmol of the corresponding aromatic aldehyde and 30 drops of acetic acid. After 30 min to 2 h, the Schiff base precipitates from the /-PrOH solution. When the reaction is carried out in heptane, 2 g of Na2S04 or 3 g of 3 A molecular sieves are added after 15 min, and the mixture is filtered. On cooling to 0 °C the Schiff base crystallizes from the heptane solution. The aldimines are collected by filtration and rapidly washed with ice-cold /-PrOH or pentane, respectively. Generally, they are pure enough for further transformations. 

Vicinal iodo carboxylates may also be prepared from the reaction of olefins either with iodine and potassium iodate in acetic acid/ or with N-iodosuccinimide and a carboxylic acid in chloroform. " A number of new procedures for effecting the hydroxylation or acyloxylation of olefins in a manner similar to the Prevost or Woodward-Prevost reactions include the following iodo acetoxylation with iodine and potassium chlorate in acetic acid followed by acetolysis with potassium acetate reaction with iV-bromoacetamide and silver acetate in acetic acid reaction with thallium(III) acetate in acetic acid and reaction with iodine tris(trifluoroacetate) in pentane. ... 

In Figure 6 it is possible to see that the individual species are quite distinct. In particular, methanol and benzene are close while triethy-lamine and pentane are displayed on the opposite side of the plot. Finally, the acetic acid lies in an orthogonal direction with respect to the others, which indicates that the interaction mechanism for acetic acid is completely different from the others. 

We then designed model studies by adsorbing cinchonidine from CCU solution onto a polycrystalline platinum disk, and then rinsing the platinum surface with a solvent. The fate of the adsorbed cinchonidine was monitored by reflection-absorption infrared spectroscopy (RAIRS) that probes the adsorbed cinchonidine on the surface. By trying 54 different solvents, we are able to identify two broad trends (Figure 17) [66]. For the first trend, the cinchonidine initially adsorbed at the CCR-Pt interface is not easily removed by the second solvent such as cyclohexane, n-pentane, n-hexane, carbon tetrachloride, carbon disulfide, toluene, benzene, ethyl ether, chlorobenzene, and formamide. For the second trend, the initially established adsorption-desorption equilibrium at the CCR-Pt interface is obviously perturbed by flushing the system with another solvent such as dichloromethane, ethyl acetate, methanol, ethanol, and acetic acid. These trends can already explain the above-mentioned observations made by catalysis researchers, in the sense that the perturbation of initially established adsorption-desorption equilibrium is related to the nature of the solvent. 

Figure 18. Correlations between the solubility of cmchonidme and the reported empirical polarity (A) and dielectric constants (B) of 48 solvents [66]. Those solvents are indicated by the numbers in the figures 1 cyclohexane 2 n-pentane 3 n-hexane 4 triethylamine 5 carbon tetrachloride 6 carbon disulfide 7 toluene 8 benzene 9 ethyl ether 10 trichloroethylene 11 1,4-dioxane 12 chlorobenzene 13 tetrahydrofuran 14 ethyl acetate 15 chloroform 16 cyclohexanone 17 dichloromethane 18 ethyl formate 19 nitrobenzene 20 acetone 21 N,N-drmethyl formamide 22 dimethyl sulfoxide 23 acetonitrile 24 propylene carbonate 25 dioxane (90 wt%)-water 26 2-butanol 27 2-propanol 28 acetone (90 wt%)-water 29 1-butanol 30 dioxane (70 wt%)-water 31 ethyl lactate 32 acetic acid 33 ethanol 34 acetone (70 wt%)-water 35 dioxane (50 wt%)-water 36 N-methylformamide 37 acetone (50 wt%)-water 38 ethanol (50 wt%)-water 39 methanol 40 ethanol (40 wt%-water) 41 formamide 42 dioxane (30 wt%)-water 43 ethanol (30 wt%)-water 44 acetone (30 wt%)-water 45 methanol (50 wt%)-water 46 ethanol (20 wt%)-water 47 ethanol (10 wt%)-water 48 water. [Reproduced by permission of the American Chemical Society from Ma, Z. Zaera, F. J. Phys. Chem. B 2005, 109, 406-414.]...

The acidic aqueous layer from the aqueous acetic acid/sodium acetate/pentane hydrolysis of 2-alkylcyclo-hexanonc imines is neutralized with solid potassium hydroxide to pH 14, and then saturated with sodium chloride. This aqueous solution is extracted with four portions of diethyl ether, and the combined ethereal layer is washed with brine. Drying over potassium carbonate and concentration gives an oil which is distilled 85% recovery bp 57-59 °C/0.02 Torr [x]D — 13.75 (c = 5.8, benzene). If the rotation of the distilled amine is lower than 13.40, it is purified via its hydrochloride. Thus, a solution of the amine in ice-cold diethyl ether is treated with dry hydrogen chloride by bubbling through a fritted disk. The amine hydrochloride is collected by filtration and recrystallized from ethanol mp 151-152°C. 

If the substance is found to be far too soluble in one solvent and much too insoluble in another solvent to allow of recrystallisation, mixed solvents or solvent pairs may frequently be used with excellent results. The two solvents must, of course, be completely miscible. Recrystallisation from mixed solvents is carried out near the boiling point of the mixture. The compound is dissolved in the solvent in which it is very soluble, and the hot solvent, in which the substance is only sparingly soluble, is added cautiously until a slight turbidity is produced. The turbidity is then just cleared by the addition of a small quantity of the first solvent and the mixture is allowed to cool to room temperature crystals will separate. Pairs of liquids which may be used include alcohols and water alcohols and toluene toluene and light petroleum acetone and light petroleum diethyl ether and pentane glacial acetic acid and water dimethyl-formamide with either water or toluene. 

Clausen et al. (2005) found many similarities between odorants emitted from linseed oil as well as from a floor oil made of this linseed oil, concluding that the odorants of the linseed oil are also responsible for the odor of the floor oil. Of the 139 listed perceived odorants only 45 were identified by GC—MS library search and retention characteristics. Important odorants with a high detection frequency were acetaldehyde, propanal, butanal, pentanal, 2-pentenal, hexanal, 2-hexenal, heptanal, 2-heptenal, 2,4-heptadienal, octanal, 2-octenal, nonanal, 2-nonenal, 2-decenal, benzaldehyde, l-penten-3-one, l-penten-3-ol, pentyl oxiran, acetic acid, propionic acid, butanoic acid, pentanoic acid, hexanoic acid, octanoic acid. 

Capello et al.16 applied LCA to 26 organic solvents (acetic acid, acetone, acetonitrile, butanol, butyl acetate, cyclohexane, cyclohexanone, diethyl ether, dioxane, dimethylformamide, ethanol, ethyl acetate, ethyl benzene, formaldehyde, formic acid, heptane, hexane, methyl ethyl ketone, methanol, methyl acetate, pentane, n- and isopropanol, tetrahydrofuran, toluene, and xylene). They applied the EHS Excel Tool36 to identify potential hazards resulting from the application of these substances. It was used to assess these compounds with respect to nine effect categories release potential, fire/explosion, reaction/decomposition, acute toxicity, irritation, chronic toxicity, persistency, air hazard, and water hazard. For each effect category, an index between zero and one was calculated, resulting in an overall score between zero and nine for each chemical. Figure 18.12 shows the life cycle model used by Capello et al.16... 

Active Oxygen Determinations. A sample (ca. 2.5 grams) was removed from the solution, weighed to 0.05 gram, and diluted with about 20 ml. of pentane. Nitrogen was blown over the solution for about 1 minute. The solution was diluted with 100 ml. of isopropyl alcohol 2 ml. of glacial acetic acid and 1 ml. of saturated potassium iodide solution were then added in that order. Enough water (5-10 ml.) was added to dissolve the potassium iodide precipitate. This mixture was titrated with standard sodium thiosulfate (0.01N) to a colorless endpoint. If the mixture were not titrated immediately, a piece of dry ice was added, and the solution was stored in the dark. 

Vanadyl pyrophosphate is widely considered to play an important catalytic role in the oxidation of -butane to MA, specifically the (100) face (Figure 18b), which is retained from the topotactic transformation (6,43,84—86) of the catalyst precursor phase (Figure 18a). Furthermore, this active phase has been reported to be an efficient catalyst for the oxyfimctionalization of light paraffins (a) for the oxidation of ethane to acetic acid (3,87), (b) for the oxidation and ammoxidation of propane to acrylic acid (88) and acrylonitrile (89,90), respectively, and (c) for the oxidation of n-pentane to maleic and phthalic anhydrides (90-102). 

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