N-Propyl phenyl ether

PhOH, l,8-diazabicyclo[5,4,0]undec-7-ene and CjHtI in ethanol refluxed for 3h., to give n-propyl phenyl ether. 

Various forms of radiation have been used to produce ions in sufficient quantitites to yield neutral products for subsequent analysis. In principle, it should be possible to use intense beams of UV below ionization threshold for this purpose. To date, however, efforts to collect neutrals from resonant multiphoton ionization (REMPI) have not succeeded. In one experiment, 1 mbar of gaseous -propyl phenyl ether was irradiated at room temperature with a 0.1 W beam of 266 nm ultraviolet (from an 800 Hz laser that gives 8 n pulses) concurrent with a 0.5 W beam at 532 nm. The beams were intense enough not only to ionize the ether in the mass spectrometer, but also to excite it so that it expels propene. After several hours of irradiation < 10% of the starting material remained. Production of carbon monoxide and acetylene (decomposition products of the phenoxy group) could be detected by infrared absorption spectroscopy, but the yield of neutral propene (as measured by NMR spectroscopy) was infinitesimal. 

Diethyl ether, b.p. 35 . Di n-propyl ether, b.p. 90. Di propyl ether, b.p. 67 5. Anxsole methyl phenyl ether), b.p. 154 . Phenetole (ethyl... 

Preparative Photolysis. The preparative photolysis of an aqueous solution (pH=8.5) of AETSAPPE (2.5 M) was conducted in a 1-inch diameter quartz test tube in a Rayonet Reactor (Southern New England Radiation Co.) fitted with 254 nm lamps. Within two hours the solution gelled and the reaction was terminated. Upon acidification the solution cleared, and the product could be re-precipitated by addition of base. This indicates loss of the thiosulfate functionality. The product was dissolved in dilute HC1, precipitated with acetone, and filtered. This process was repeated three times, and the final precipitate was washed with water. The product (20 to 30 mg) was dried in vacuo for 24 hours and stored in a dessicator until use. Comparison of the13 C NMR spectrum of the product with the starting AETSAPPE 13C NMR spectrum clearly shows that the thiosulfate methylene peak shifted upfield, from 39 ppm to 35 ppm. The complete 13 C NMR and IR analysis of the product were consistent with the disulfide product. Further, elemental analysis of the product confirmed that the product was the desired disulfide product 2-amino (2-hydroxy 3-(phenyl ether) propyl) ethyl disulfide (AHPEPED) Expected C 58.39, H 7.08, N 6.20, S 14.18 actual C 58.26, H 7.22, N 6.06, S 14.28. 

The relative reaction rates of several amines with phenyl isocyanate in ether at 0°C have been determined. Aniline is about half as reactive as ethyl-, n-propyl-, n-butylamine, and n-amylamine is between eight and ten times as reactive as ammonia [28]. 

Pentanone Petroleum distillates Phenyl ether vapor Phenyl glycidyl ether n-Propyl acetate Propyl alcohol n-Propyl nitrate Propylene dichloride Propylene oxide Pyridine... 

Phenyl n-propyl et.her. Phenyl n-butyl ether o-Cresyl methyl ether (1) m-Cresyl methyl ether. p-Cresyl methyl ether. o-Cresyl ethyl ether m-Cresyl ethyl ether p-Cresyl ethyl ether Benzyl methyl ether Benzyl ethyl ether Methyl a-naphthyl ether Methyl p-naphthyl ether Ethyl a-naphthyl ether Ethyl p-naphthyl ether Benzyl a-naphthyl ether Benzyl P-naphthyl ether o-Methoxydiphenyl p-Methoxydiphenyl. o-Chloroanisole. m-Chloroanisole. p-Chloroanisolc o-Bromoanisole m-Bromoanisole. p-Bromoanisole. o-Iodoanisole m-Iodoanisole p-Iodoanisole o-Nitroanisole... 

Pentachloroethane Phenyl ether n-Propyl alcohol Tetrachloroethane Trichloroethylene Water... 

To the solution of 36.0 g (0.14 mol) of D-N-(2-chlorobenzylidene)-2-amino-l-phenylpropane in 200 ml of dry methanol were added, in portions, 5.3 g (0.14 mol) of sodium borohydride. The mixture was stirred for 1 h at room temperature, and refluxed for 1 h water (100 ml) was then added and the methanol was removed in vacuo. After acidifying carefully with dilute hydrochloric acid, the solution was made alkaline by dilute sodium hydroxide, and extracted with ether. 33.0 g (90%) of D-N-(l-phenyl-2-propyl)-2-chlorobenzylamine, boiling point 132°-134°C/0.1 mm Hg, were obtained by distillation. 

Propyl-[2,4,6-Trinitro-phenyl] -Ether (Picricacid-propyl ether or Propylpicrate). (02N)3.C6H2.0.CH2.CH2.CH3 mw 271.21 N 36.87% OB to CO2 -91.44% colorl ndles mp 43°. V sol in all org solvents. Prepn is by adding a warm soln of picryl chloride dissolved... 

V, racemic rro/i5-methyl-l,2-cyclohexanediol, inversion W, racemic and meso-HOCH2CHOHCHOHCHTOH X, racemic 2,3-butanediol Y, me50-2,3-butanediol. 16. m-Methylanisole. 17. K, anisyl alcohol. 18. (a) / r/-Butyl ethyl ether (b) w-propyl ether (c) isopropyl ether. 19. L, / methylphenetole M, benzyl ethyl ether N, 3-phenyl-1-propanol... 

Of the methods of synthesis of cellulose esters, the one that has been most thoroughly studied is the reaction of trans-esterification, and this method is widely used for the synthesis of low-molecular-weight esters. The alcoholysis of a low-molecular-weight ester (methyl- and n -propyl-borate) with hydroxyl groups of cellulose was first used (37) for die preparation of cellulose borate. This was followed by the trans-esterification, with cellulose, of the esters of phosphorous acids (see above), i.e. mono-, di- and trimethylphosphites (71, 72, 75), esters of phosphonic acids (76), and also phenyl-/ -chloroethyl- and / -fluoroethylphosphites (77, 78). Of considerable interest is the reaction of alcoholysis, with cellulose, of the esters of aryl- and naphthalenesulphonic add, which results in the formation of cellulose ethers, rather than esters (79-81). 

Capture of phenyl cations with methyl n-propyl ether gives products in which rearrangement has taken place.Initial capture gives the oxonium ion drawn to the left in equation 14. Most of this ion eliminates propene, and deprotonation of the resulting ion affords anisole (PhOR, where R = methyl), which constitutes 75% of the radiochemical yield. Among the other products are isopropyl phenyl ether (roughly 3% of the radiochemical yield, about 3 times more abundant than -propyl... 

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