- Preparation of 1,1-Dichloroalkyl Peroxycarboxylates
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1,1-Dichloroethyl hydroperoxide (4a) and 1,1-dichloropropyl hydroperoxide (4b) react with a number of acyl chlorides yield 1,1-dichloroalkyl percarboxylates 6a-q.The sensitivity of 4 to hydrolysis and thermal decomposition as well as the ready decomposition of some of the peresters lead to by-products.In certain cases the preparation of 6 does not require the isolation of the hydroperoxide 4.Thus, 6c and e are produced in satisfactory yields when ozonolysis of 2,3-dichloro-2-butene (1a) is carried out in excess propionyl or butyryl chloride.The 1,1-dichloroethyl peroxide ion (7) is presumed to be the intermediate in the ozonolysis of 1 a in the presence of tetraalkylammonium chloride.
- Gaeb, Siegmar,Turner, Walter V.,Hellpointer, Eduard,Korte, Friedhelm
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p. 2571 - 2578
(2007/10/02)
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- 1,1-Dichloroethyl Hydroperoxide and 1,1-Dichloroethyl Peroxide Ion as Intermediates in the Ozonolysis of 2,3-Dichloro-2-butene
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On the basis of its spectroscopic and chemical properties, an unstable intermediate previously detected in the ozonolysis of trans-2,3-dichloro-2-butene (1) in inert solvents is reformulated as 1,1-dichloroethyl hydroperoxide (5).Ozonolysis of 1 in ethyl formate saturated with anhydrous HCl leads to high yields of this intermediate. 1,1-Dichloroethyl peroxide ion (10), rather then 5, is believed to be the precursor of acetyl 1,1-dichloroethyl peroxide (8), which is produced in higher yield on ozonolysis of 1 in the presence of tetraalkylammonium chloride.
- Gaeb, Siegmar,Turner, Walter V.
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p. 2711 - 2714
(2007/10/02)
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