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2 2 dimethylpropane boiling point

In accordance with this invention, it was discovered that decaborane or alkylated decaboranes having 1 to 2 alkyl groups containing 1 to 5 carbon atoms in each group will react with an acetylenic hydrocarbon containing from two to ten carbon atoms in the presence of any of a wide variety of ethers, nitriles, amines or sulfides. of dioxane and 120 ml. The method of claim 1 wherein said borane is monomethyldecaborane. It can be absorbed through skin. 5 97. 28, 1955, by Elmar R. Altwicker, Alfred B. Garrett, Samuel W. Harris, and Earl A. Weilmuenster and issued as US. of acetylene (0.058 mole) was heated overnight at 125 C. The solvent was removed by distillation at reduced pressure. Following this, the products of combustion are expanded through a gas turbine. TABLE V Percent f Also, diethyl ether, 1.4. The liquid compositions of this invention can be employed as fuels when burned with air. 29. (1.5 moles) of xylene in a three-necked flask equipped with a reflux condenser, gas delivery tube, and magnetic stirrer, was added 6.0 g. (0.04 mole) of monoethyldecaborane and 1.0 g. (0.01 mole) of triethylamine. Example 18 6.15 g. 0.041 mole) of monoethyldecaborane and 40 ml. The yellow, oily residue was transferred to a ml. The method of claim 1 wherein said material is dioxane. The reaction of decaborane with acetylene in the presence of gives. of diethyl ether, and 6.5 g. of isopropenylacetylene were allowed to react at a temperature of 95 C. for 16 hours, obtaining a maximum pressure of 325 p.s.i.g. A mixture of nido -carborane products is formed from the reaction of B 4 H 10 and acetylene under ambient conditions in the vapor phase. The products of this invention are particularly suited for use as a fuel in the combustors of aircraft gas turbines of the types described in view of their improved energy content, combustion efficiency, combustion stability, flame propagation, operational limits and heat release rates over fuels normally used for these applications. Trimethylamine was bubbled through and the mixture was filtered. 200 ml. The yellow, oily residue was transferred to a 20 ml. The organoboron compounds are prepared by the reaction of decaborane or an alkylated decaborane having 1 to 2 alkyl groups containing 1 to 5 carbon atoms in each group with an acetylenic hydrocarbon containing from two to ten carbon atoms. Decaborane is highly flammable, but, like other boron hydrides, it burns with a bright green flame. A major advantage of these new liquid products is the high stability they exhibit at elevated temperatures. The mixture was heated at 80 C. for 18 hours. Samples of the xylene solution were removed periodically and analyzed mass spectrometrically, primarily for product and unreacted starting material. 22, pp. [4] On a laboratory scale, sodium borohydride is treated with boron trifluoride to give NaB11H14, which is acidified to release borane and hydrogen gas. diethyl sulfide, and 300 ml. 1, 2 Aminoboranes, Part 2: The BN Bond Character in Substituted Aminoboranes, Aryl polyboronic acids and esters and process for their preparation, Novel n-fluoroiminocyano compounds and their synthesis, Factors Governing Orientation in Metalation Reactions. of pentane, forming a cloudy solution. This white solid gave a M.P. 26. Samples from each flask were submitted for mass spectometric analysis, which showed flask 1 cent, 7.1 mole percent, and 6.8 mole percent of ture from all three flasks was mixed toget oxane was distilled off at reduced pressure'. Methyl acetylene was added without stirring to a pressure of 80 p.s.i.g. The desired product free from decaborane can be obtained by treating the sublimed residue in the manner shown in Example 7. 2 40 80-100 l 10 0 30 80-100 127 k 15 9 70-100 15 6 30 70-100 15 8. 2 82. The operating conditions of afterburning or auxiliary burning schemes are usually more critical at high altitudes than those of the main gas turbine combustion system because of the reduced pressure of the combustion gases. When employed in an afterburner, the fuels of this invention are simply substituted for the hydrocarbon fuels which have been heretofore used and no changes in the manner of operating the afterburner need to be made. 2-n-butoxyethanol, and 125 grams 1,3-dichloro-2-butene. The process of the invention is illustrated in detail by the following examples. The mixture was heated with stirring at 110 C. for 15 hours. (0.028 mole) of diethyl sulfide and 40 ml. Mass spectrometric analysis of the product showed it to be 70 percent C H B H (CHCH) and 30 percent monoethyldecaborane. After removing the di-n-propyl sulfide and di-nbutylether 15 to 16 grams total), the distillation pressure increased slowly from about 0.2 mm. The pentane solution was dried over calcium chloride and distilled. Suitable nitriles include hydrogen cyanide, acetonitrile, propionitrile, 'butyronitrile, isobutyronitrile, dimethyl propionitrile, valeronitrile, acrylonitrile, 3'butenenitrile, 4-pentenenitrile, succinonitrile, imalononitrile, adiponitrile and B,B'- oxydipropionitrile. (at 100 C.) to 200 p.s.i.g. per minute for eight hours (300 percent excess). at 95 C. and 225 p.s.i.g. Example 75 g. of decaborane, 4 ml. of diethyl sulfide was heated at to C. for 24 hours while methyl acetylene was bubbled through. 7 o 50 7% 2. 6 15. 4 44. Mass spectrometric analysis indicated the material to be fairly pure B H CHC(CH CH Examples 12, 13 and 14 shown in Table I, together with Example 11, were performed in a similar manner, using different acetylenic compounds. The residue' (2.5 g.), was crystallized from 75 ml. They are perhaps isomeric. The perin a man- BioHu (C2H5)2S S02 E 9 the benzene azeotrope was the amount of lsopropenylacetylene employed was 20 ml. of Hg. 1 1 8 1 3 b 18.5 d 40 6 5 2. Example 78 8 g. of decaborane, 14 ml. autoclave. About 80.1 grams (70.2 percent yield) of C H B H (CHCH) was obtained (B.P. 1 2. flask and distilled. Commercial grade acetylene, purified by a sulfuric acid-caustic train, was passed through the sintered glass sparger at about 10 cc. of mercury absolute. 5 1. was shown by mass spectrographic analysis to have a decaborane to desired product (B H CI-ICCH ratio of 2. flask and the ether was distilled off. autoclave with p.s.i. ; N 1.5371). 355357 C. The product by mass spectrometric analysis. Samples of the dioxane solution were removed at irregular time intervals and analyzed mass spectrometrically, primarily for product and unreacted starting material. Thus, in the manufacture of a suitable propellant, proper TABLE VII Bio wCHCH Deca- Diethyl In Final Reac- Yield Calcu- Actual borane, Sulfide, Dioxane, Temp, Time, tion Mixture, lated from Product, Yield, Example g. ml. For the higher energy fuels of the present invention, because of their higher heatmg values in comparison with the simple hydrocarbons, the overall fuel-air ratio by weight across the combustor Wlll be approximately 0.00=8 to 0.016 if the resultant gas temperature is to remain within the presently established tolerable temperature limits. Chem. The pressure increase was due to the thermal decomposition of sulfur-containing non-distillables (4 to 5 grams). Lower alkyl decaboranes such as monomethyldecarborane, dimethyldecarboraue, monoethyldecaborane, diethyldecaborane, monopropyldecaborane and the like, can be prepared, for example, according to the method described in application Ser. 52 A rate study of the reaction discloses a first-order … Since the molecule decomposes in a plasma, yielding monatomic boron ions, decaborane is potentially useful as a fuel for aneutronic fusion.

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