Ethyl isopropyl ketone

ETHYL ISOPROPYL KETONE 87.6742 -5.4447E+03 -2.7894E+01 -8.4222E-10 9.7551E-06 200 567... 

Problem 15.47 Give another acceptable name for each of the following (a) dimethyl ketone, (b) l-phenyl-2-butanone, (c) ethyl isopropyl ketone, (d) dibenzyl ketone, (e) vinyl ethyl ketone. ... 

In the nitrosation of ethyl isopropyl ketone (Preparation 2-4), acetyl chloride is used as a catalyst. While aqueous hydrochloric acid has also been used to catalyze this reaction, anhydrous hydrogen chloride or acetyl chloride evidently is more effective as far as the yield is concerned. To be noted here is that the greater yield is that of the true nitroso compound. However, the secondary carbon atom of the ethyl group is converted into an oxime on nitrosation. 

In an apparatus suitably protected against atmospheric moisture and fitted with a gas-inlet tube, mechanical stirrer, and an efficient reflux condenser, to a solution of 45 gm (0.45 mole) of ethyl isopropyl ketone and 5 gm of freshly distilled acetyl chloride is added, through the gas-inlet tube, 18 gm (0.24 mole) of ethyl nitrite at 45°-55°C over a 2 hr period. The reaction mixture is stored overnight in a refrigerator, whereupon 15.2 gm (48.7% based on ethyl nitrite used) of 2-methyl-2-nitroso-3-pentanone dimer (bimolecular ethyl a-nitroso-isopropyl ketone) deposits. The product is isolated by filtration, m.p. 122°-123°C. 

Treatment of aliphatic active methylene compounds with such reagents normally leads to oxime formation. An exception is the nitrosation of compounds with active tertiary carbon atoms such as ethyl isopropyl ketone which are convertible into C-nitroso compounds. 

Ethyl isopropyl ketone may be alternatively named 2-methyl-3-pentanone. Its longest continuous chain has five carbons. The carbonyl carbon is C-3 irrespective of the direction in which the chain is numbered, and so we choose the direction that gives the lower number to the position that bears the methyl group. 

Ethyl propyl and ethyl isopropyl ketones Antabuse60(b)... 

Ethyl isopropyl ketone C6H12O 565695 100.161 8.3630E-H04 3.9900E-H02... 

C6H120 ethyl isopropyl ketone 565-69-5 191.81 10.309 2 8714 C6H13F 3-fluoro-2-methyl pentane 62127-33-7 159.03 7.330 2... 

C6H6N2 trans-dicyano-1 -butene 2141-59-5 9.240E-H09 66.800 8413 C6H120 ethyl isopropyl ketone 565-69-5 9.880E-H09 69.720... 

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