Methyl w»-Butyl Ketone

C. D. DiVincenzo, M. L. Hamilton, C. J. Kaplan, J. Dedinas, Metabolic Fate and Disposition of 14C-Labeled Methyl w-Butyl Ketone in the Rat , Toxicol. Appl. Pharmacol. 

Cunningham J, Sharkawi M, Plaa G Pharmacological and metabolic interactions between ethanol and methyl w-butyl ketone, methyl isobutyl ketone, methyl ethyl ketone, or acetone in mice. Fundam Appl Toxicol 13 102-109, 1989... 

Bos PMJ, de Mik G, Bragt PC Critical review of the toxicity of methyl w-butyl ketone risk from occupational exposure. Am 7 MMci 20 175-194, 1991... 

Krasavage WJ, O Donoghue JL, DiVincenzo GD, et al The relative neurotoxicity of methyl-w-butyl ketone and w-hexane and their metabolites. Toxicol Appl Pharmacol ST. 433 41, 1980... 

Peters MA, Hudson PM, Dixon RL The effect of totigestational exposure to methyl-w-butyl ketone has on postnatal development and behavior. Ecotoxicol Environ Safety 5 291-306, 1981... 

Raleigh RL, Spencer PS, Schaumberg HH Methyl-w-butyl ketone. J Occup Med 17 286, 1975... 

Methyl w-butyl ketone (hexanonc-2) b.p. 126-128°, 50 per cent. Methyl ire-butyl ketone (4-methylpentanone-2) b.p. 115-1190, 20 per cent. 

Separate the ketone layer from the water, and redistil the latter until about one third of the material has passed over. Remove the ketone after salting out any dissolved ketone with potassium carbonate (6). Wash the combined ketone fractions four times with one third the volume of 35-40 per cent, calcium chloride solution in order to remove the alcohol. Dry over 15 g. of anhydrous calcium chloride it is best to shake in a separatory funnel with 1-2 g. of the anhydrous calcium chloride, remove the saturated solution of calcium chloride as formed, and then allow to stand over 10 g. of calcium chloride in a dry flask. Filter and distil. Collect the methyl w-butyl ketone at 126-128 . The yield is 71 g. 

For one non-phosphorous extracting agent methyl-iso-butyl ketone (MIBK) enough data (63) are available for the inclined W plot (Fig. 14). From this plot it is also possible to predict the log r values for the missing members... 

See Butyroiie, Ethyl w-butyl Ketone, and Methyl a-ainyl Ketone. 

See, Ethyl w-amyl Ketone, Methyl w-hexyl Ketone, and Propyl w-butyl Ketone. 

Methyl sec.-w-butyl Ketone [ -Methylpen-hiiiiDii - i. 2-keto-S-me.Lhylpenkiv, 2-acetobutane)... 

In a study in which pregnant rats received a single 6-hour exposure to 1,000 ppm -hcxane on gestation day 12 or 20 (Bus et al. 1979), w-hexanc was rapidly and extensively metabolized to methyl- -butyl ketone (2-hexanone) and 2,5-hexanedione. 2-Hexanone and 2,5-hexanedione (the only metabolites measured) were... 

Johnson BL et al Neurobehavioral effects of methyl w-amyl butyl ketone and methyl -amyl ketone in rats and monkeys Summary of NIOSH investigations.7 wz iro Pathol Toxicol 2 113-133, 1979... 

P-DIKETONES FROM METHYL ALKYL KETONES 3-w-BUTYL-2,4-PENTANEDIONE... 

Under comparable conditions the submitters found that the corresponding dihydropyran derivatives were similarly obtained by the condensation of acrolein with methyl vinyl ether in 80-81% yield, with ethyl vinyl ether (77-85% yield), with w-butyl vinyl ether (82% yield), with ethyl isopropenyl ether (50% yield), and with w-butyl cyclohexenyl ether (40% yield). Other <, /3-un-saturated carbonyl compounds that have thus been condensed with ethyl vinyl ether are crotonaldehyde (87% yield), meth-acrolein (40% yield), a-ethyh/3-n-propylacrolein (54% yield), cinnamaldehyde (60% yield), /3-furylacrolein (85% yield), methyl vinyl ketone (50% yield), benzalacetone (75% yield), and benzal-acetophenone (74% yield). 

On the other hand, Gavrilova and Gonikberg opened the furan ring with hydrogen, without the use of catalysts.213 The reaction is carried out at high temperature (350-375°) and at a pressure between 240 and 750 atmospheres, in the absence of a solvent. The following products are obtained from 2-methylfuran acetone, methyl ethyl ketone, methyl butyl ketone, methyl amyl ketone, acetophenone, methylpropylcarbinol, w-pentane, and water. The authors suggest that these products are formed by a free radical mechanism. 

Many highly branched ketones have been prepared by the alkylation of simpler ketones, sodium amide or sodium alkoxides generally being used to form the enolate ion. For example, ketones of the type RCOR j where R and R represent many combinations of methyl (Me), ethyl (Et), n-propyl (Pr), isopropyl, w-butyl, s-butyl, t-butyl, isoamyl, EtjCH—,... 

This procedure for the acetylation of methyl alkyl ketones to form j8-diketones is a modification of an earlier procedure, which used boron trifluoride gas as the catalyst. 3-w-Butyl-2,4-pentanedione has also been prepared by the acetylation of 2-heptanone catalyzed with boron trifluoride gas, by the thermal rearrangement of the enol acetate of 2-heptanone, and by the alkylation of the potassium enolate of 2,4-pentanedione with w-butyl bromide. ... 

Norrish, R. G. W., Appleyard, M. E. S., Primary Photochemical Reactions. Part IV. Decomposition of Methyl Ethyl Ketone and Methyl Butyl Ketone, J. Chem. Soc. 1934, 874 880. 

MNBK (591-78-6) see methyl butyl ketone. MNT (99-08-1) see w-nitrotoluene. MOHR S SALT (10045-89-3) see ferrous ammonium sulfate. 

Butylacetone. See Methyl n-amyl ketone 4-t-Butylacetophenone 4 -t-Butylacetophenone. See p-t-Butyl acetophenone p-t-Butyl acetophenone CAS 943-27-1 EINECS/ELINCS 213-399-3 Synonyms Acetophenone, 4 -t-butyl- 4-t-Butylacetophenone 4 -t-Butylacetophenone Ethanone, 1-[4-(1,1-dimethylethyl) phenyl]-Empirical C12H16O Properties M.w. 176.26 Uses Fragrance in cosmetics Manuf./Distrib. ABCR http //www.abcr.de, Acros Org. http //www.acros.be] Advanced Synthesis Tech, http //www.advancedsynthesis.com] Alfa Aesar http //www.aifa.com] Fluorochem USA http //WWW. fiuorochemusa. com Butyl acetoxystearate Empirical C24H46O4... 

Figure 12.11 Solubilities of carbamazepine and 19 different cocrystal formers in water (O), 2-propanol ( ), an equimolar mixture of acetic acid, acetone, -dioxane, DMF, DMSO, ethylene glycol, formic acid, sulfolane, and water O), an equimolar mixture of anisole, benzyl alcohol, 2-butanol, w-butyl acetate, butyronitrile, decalin, /7-dioxane, ethylene glycol, methyl isobutyl ketone, NMP, toluene, and water ( ), as well as ideal solubility values calculated from differential scanning calorimetry (DSC) data with the Schroder-van Laar equation (x). Part of the experimental solubility data are taken from Rager and Hilfiker (2010), see Further Reading, ref 24.

Fig. 3.34 The effect of changing the solvent on the mastication-degradation of polystyrene [36] (1) toluene (2) ethylene dichloride (3) methyl ethyl ketone (4) acetone (5) benzene (6) w-butyl acetate (7) carbon tetrachloride (8) 60/80°C petroleum ether. Conditions 30% by volume of solvent, plough scrolls at 120 rpm, mastication at 40 1°C under nitrogen in absence of added radical acceptor.

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