F Dipropyl ether

Di-2-propenyl phosphonite, see Diallyl phosphite, 2450 Dipropionyl peroxide, 2436 Dipropylaluminium hydride, 2547 f Dipropylamine, 2563a f Dipropyl ether, 2538 Dipropylmercury, 2532 Dipropyl peroxide, 2542 Dipropyl peroxydicarbonate, 3030 Dipropylzinc, 2546 Dipyridinesodium, 3274 Dipyridinium dichromate, 3298... 

Hydrogens on carbon next to an ether oxygen are shifted downfield from the normal alkane resonance and show U-f NMR absorptions in the region 3.4 to 4.5 8. This downfield shift is clearly seen in the spectrum of dipropyl ether shown in Figure 18.4. 

DIPROPYL ETHER (111-43-3) Forms explosive mixture with air (flash point 70°F/ 21°C). Forms unstable and explosive peroxides, espeeially when anhydrous. Reacts violently with oxidizers, permanganates, peroxides, ammonium persulfate, bromine dioxide, acyl halides, strong acids sulfuric acid, nitric acid. 

Ethylene glycol bis- (y-aminopropyl) ether added dropwise to er butyl isothiocyanate in ethanol, and stirred 1 hr. after heat evolution has subsided, the ethanol removed by distillation with dropwise replacement by water, dimethyl sulfate added to the resulting aq. suspension of the thiourea, refluxed 30 min., the soln. obtained added dropwise at 0-10° to excess Na-carbonate soln., stirred 1 hr., the resulting crude isothiourea heated 0.5 hr. at 175°, then refluxed 1 hr., and the mercaptan elimination completed by refluxing 0.5 hr. at 200°/12 mm 3,3 -bis-( ert-butylcarbodiimido) ethylene glycol dipropyl ether. Y 85%. F. e. and methods s. P. Schlack and G. Keil, A. 661, 164 (1963). 

Tetrahydrofuran stirred 2 days at 0° with bromine in acetate-buffered water at pH 5 -> butyrolactone. Y ca. 100%. - Similarly Dipropyl ether propionic acid. Y ca. 100%. - Brominated products are obtained in strongly acidic soln. F. e. s. N. C. Deno and N. H. Potter, Am. Soc. 89, 3550 (1967). 

An initially ice-cooled ethereal soln. of dimethyl oxalate and diazomethane allowed to react 24 hrs. at room temp, with propanol dipropyl oxalate. Y 97%. F. e. and limitations s. J. C. Young, Can. J. Chem. 55, 2530 (1975). 

Sulfonium dicyanomethylids. A soln. of tetracyanoethylene oxide in tetrahydrofuran added with ice-cooling and stirring to dipropyl sulfide in ether, and stirred 4-6 hrs. at room temp. -> dipropylsulfonium dicyanomethylid. Y 72%. F. e. and method s. K. Friedrich und J. Rieser, A. 1976, 641 ammonium dicyanomethylids s. ibid. 1976, 666. 

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