Methyl f-butyl ketone

Crystal structure of dimer of lithium derivative of N-phenyl imine of methyl f-butyl ketone... 

Various 4-, 5-, or 4,5-disubstituted 2-aryIamino thiazoles (124), R, = QH4R with R = 0-, m-, or p-Me, HO C, Cl, Br, H N, NHAc, NR2, OH, OR, or OjN, were obtained by condensing the corresponding N-arylthiourea with chloroacetone (81, 86, 423), dichloroacetone (510, 618), phenacyichloride or its p-substituted methyl, f-butyl, n-dodecyl or undecyl (653), or 2-chlorocyclohexanone (653) (Method A) or with 2-butanone (423), acetophenone or its p-substituted derivatives (399, 439), ethyl acetate (400), ethyl acetyl propionate (621), a- or 3-unsaturated ketones (691), benzylidene acetone, furfurylidene acetone, and mesityl oxide in the presence of Btj or Ij as condensing agent (Method B) (Table 11-17). 

Methyl ethyl ketone Diethyl ketone Diisopropyl ketone Di-f-butyl ketone Benzophenone... 

Other hemiacetals which have been prepared include the methyl 8<9a>, ethyl 9b), and isopropyl hemiacetals 81) of tetramethylcyclopropanone, the phenyl, a- and (3-naphthyl hemiacetals of cyclopropanone 82>, and the benzyl hemiacetal of 2,3-di-f-butylcyclopropanone. 13> In the last case, the benzylic methylene protons display an AB pattern in the PMR spectrum indicating that the two Ybutyl groups are trans to one another. Although derivatization of this di-f-butyl ketone was possible, carbonyl addition may be hindered by steric factors as suggested by the lack of reaction of 2,2-diY-butylcyclopropanone with methanol. 55a>... 

Fig. 6. The log Pmax 1/ plots for equimolar ketgne—oxygen mixtures [45]. Pm ax is the maximum rate of reaction in torr. min . (1) Methyl t-butyl ketone, F(total) = 300 torr (2) acetone, F(total) = 300 torr (3) diethyl ketone, F(total) = 65 torr.

Mercury compounds Methanol Methoxychlor Methyl bromide Methyl chloride Methyl ethyl ketone Methyl hydrazine Methyl iodide Methyl isobutyl ketone Methyl isocyanate Methyl methacrylate Methyl f-butyl ether... 

An infrared study including 2-furyl f-butyl ketone furnished evidence for changes in both ring and carbonyl stretching bands that could well signal an increasing tendency for the bulkier substituents to rotate out-of-plane. The study is of special interest because it is based not only upon vibrational frequencies, as is common, but mainly upon intensities, which is not. In the f-butyl ketone, the carbonyl stretching frequency and its intensity (1662 cm -1 A 6,500) are both lower than in the methyl ketone (1674 cm" 1 A 10,500).357... 

METHYL BUTYL KETONE or METHYL n-BUTYL KETONE (591-78-6) Forms explosive mixture with air (flash point 57°F/14°C). Strong oxidizers may cause fire and ex plosions. Reacts, possibly violently, with aldehydes, nitric acid, perchloric acid, potassium-/erf-butoxide. Mixtures with hydrogen peroxide may form unstable peroxides. Attacks many plastics, resins, and rubber. 

Fig. 7.3. Crystal structures of some lithium enolates of ketones. (A) Unsolvated hexameric enolate of methyl t-butyl ketone (B) tetrahydrofuran solvate of tetramer of enolate of methyl r-butyl ketone (C) tetrahydrofuran solvate of tetramer of enolate of cyclopentanone (D) dimeric enolate of 3,3-dimethyl-4-(f-butyldimethylsiloxy)-2-pentanone. (Structural diagrams are reproduced from Refs. 66-69.) by permission of the American Chemical Society and Verlag Helvetica Chimica Acta AG.

CRS tubes are available loaded with benzene, toluene and xylene (BTX) at levels of 100 ng or 1 pg per component TO-17 standards at 25 ng per component of benzene, toluene, xylene, dichloromethane, 1,1,1-trichloroethane, 1,2,4-trimethylbenzene, methyl-f-butyl ether, butanol, ethyl acetate and methylethyl ketone. Custom CRS tubes are also available on a variety of sorbents for a wide range of compounds from different vendors. 

Methyl /-butyl ketone [1634-04-4] (pinacolone) has been prepared in 74% yield by reaction of / f/-amyl alcohol with formaldehyde in the presence of strong acid catalyst (78,79). 

Fig. 5.8. Optimized (HF/3-21G) structures of the exo and endo transition states for reduction of f-butyl methyl ketone by model catalyst. The exo structure is favored by 2.1 kcal, in accord with an experimental e.e of 88%. Reproduced from J. Am. Chem. Soc., 116, 8516 (1994), by permission of die American Chemical Society.

Jones, J.H. and McCants, J.F. Ternary solubility data. 1 -Butanol-methanol 1-butyl ketone-water, 1-butyraldehyde-ethyl acetate-water, 1-hexane-methyl ethyl ketone-water, Ind. Eng. Chem., 46(9) 1956-1958, 1954. 

Saida K, Mendell J, Weiss H Peripheral nerve changes induced by methyl -butyl ketone and potentiation by methyl ethyl ketone, f NeuropatholExp Neurol 35 207-225, 1976... 

Pentanoate Ethyl 2-Fluoro-3-hydroxy-3-methyl- ElOb, 454 (Ketone + F-CH2-COOR) Propanoatc tert.-Butyl 2-Fluoro-2-methoxy- ElOa, 495 (Na F) 2-Propanole 3-Fluoro-l-(2-tetra-hydropyranoyloxy)- ElOb, 152 (Oxirane + R3N H,F3)... 

The method is a modification of one used by Barton and McCombie.8 Reduction of ketones.9 Ketones can be reduced to alcohols by Bu3SnH in the presence of either AIBN or a Lewis acid, but this reaction is limited to unhindered ketones. However, even sterically hindered ketones, such as f-butyl methyl ketone, can be reduced under high pressure (10 kbar) in the absence of a catalyst. This method is particularly useful in the case of cyclopropyl and a,p-epoxy ketones, which are reduced to the corresponding alcohols. Reduction of these ketones with Bu3SnH under radical conditions results in ring-opened products. 

Methyl ketones can be catalytically produced when an excess of TBHP is used for regenerating the initial f-butyl peroxide species from the resulting alkoxy complex in Scheme 6- To prevent the formation of a Tr-allylic complex from causing lower selectivities, a large excess of TBHP with respect to the alkene is required (equation 86).260... 

A beautiful extension of this reaction has recently been communicated by Nozaki, Oshima, and Utimo-to.184 These workers simply admixed f-butyl iodide (3 equiv.), benzaldehyde (1 equiv.), methyl vinyl ketone (1 equiv.) and triethylborane (1 equiv.) in benzene (Scheme 60). After 5 min at 25 C, the reaction was subjected to standard extractive work-up and the crude product was purified by chromatography to give (54) in 63% yield. If methanol is substituted for benzaldehyde, the protonated product (55) is isolated in 79% yield. Although enones are equivalents of synthon (56), such a direct coupling of radical and ionic reactions had not been achieved previously. 

---