N-Amyl ether

The above simple process cannot be applied to the preparation of the homo-logues a higher temperature is requir (di-n-amyl ether, for example, boils at 169°) and, under these conditions, alkene formation predominates, leading ultimately to carbonisation and the production of sulphur dioxide. If, however, the water is largely removed by means of a special device (see Fig. Ill, 57,1) as soon as it is formed, good 300 of ethers may be obtained from primary alcohols, for example ... 

Di-n-amyl ether. Use 50 g. (61 5 ml.) of n-amyl alcohol (b.p. 136-137°) and 7 g. (4 ml.) of concentrated sulphuric acid. The calculated volume of water (5 ml.) is collected when the temperature inside the flask rises to 157° (after 90 minutes). Steam distil the reaction mixture, separate the upper layer of the distillate and dry it with anhydrous potassium carbonate. Distil from a 50 ml. Claisen flask and collect the fractions of boiling point (i) 145-175° (13 g.), (ii) 175-185° (8 g.) and (iii) 185-190° (largely 185-185-5°) (13 g.). Combine fractions (i) and (u), reflux for 1 hour in a small flask with 3 g. of sodium, and distil from the sodium amyloxide and excess of sodium this yields 9 5 g. of fairly pure n-amyl ether (iv). The total yield is therefore 22 - 5 g. A perfectly pure product, b.p. 184 185°, is obtained by further distillation from a Little sodium. 

UDMH is known to be miscible with the following wafer, benzene, triethyl benzene, toluene, kerosene, ethyl alcohol, isobutyl alcohol, n-butyl ether, n-amyl ether, n-hexyl ether, diethyl ether, petroleum ether, petroleum naphtha, n-heptane, n-hexane, n-octane, n-decane, n-dodecane, n-hexadecane, cyclohexane, 1,2-dimethyl cyclohexane, phenyl cyclohexane, n-tetradecane, trichloroethylene, dichloroethylene, perchloroethylene, 1,1,1-trichloroethane, triethyl amine, ethylenediamine, diethylene triamine, acetonitrile, aniline, cumene, tetra-hydronaphthalene, tetraethylene pentamine, ethylene glycol and hydrazine (Ref 4)... 

Dialkylanilines, pure, from commercial products, 572 Di-n-amyl ether, 313 Di-iso-amyl ether, 313 Di-n-amyl ketone, 340 Diazoaminobenzene, 622, 627 Diazoamino-aminoazo rearrangement, 622J, 626, 627 Diazo ketone, 903, 904, 905 Diazomethane, 946, 967, 968, 969-972 determination of, 972 methylation with, 973 precautions in the use of, 968, 969 ring enlargement with, 946J, 947 Diazonium fluoborates, 594, 610, 611, 612, 613... 

SYNS AMYL ETHER n-AMYL ETHER DIAMYL ETHER DI-n-AMYL ETHER DIPENTYL ETHER ETHER, DI-n-PENTYL- l,l -OXYBISPENTANE PENTANE, l,l -OXYBIS-(9CI)... 

DI-n-AMYL ETHER see PBXOOO DIAMYL KETONE see ULAOOO DI-tert-AMYLPHENOL see DCIOOO... 

AMYL ETHER or n-AMYL ETHER (693-65-2) [CH3(CH2)4)20 Forms explosive mixture with air (flash point 134°F/56°C Fire Rating 2). Ethers can form unstable and explosive peroxides upon standing. Reacts violently with strong oxidizers. On small fires, use dry chemical powder (such as Purple-K-Powder), alcohol-resistant foam, or CO2 extinguishers. 

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