W Butylamine

Several other examples of modified mobile phases are given in Figs. 13.58 and 13.59 using 90/5/5 TEIF/MeOH/ACN and 95/5 chloroform/w-butylamine for the SEC analysis of poloxamer and nitrile-butadiene rubber samples, respectively. 

Indirect deactivation by an alkoxy group is apparent in the sluggish reaction of 4-butoxy-2-chloroquinoline with w-butylamine (EtOH, 5 hr, 180°, but not at 80°). The chloro group in 2-chloro-4-ethoxy-quinoline is more reactive than that in the 4-chloro-2-ethoxy isomer toward alkoxides or amines in spite of the usually more effective para indirect deactivation in the former. For kinetic data on quinolines see Tables X and XI, pp. 336 and 338, respectively. 

In a typical reaction, w-butylamine (0.052 g, 0.7 mmol) in 5 ml of acetone is treated with 95 ml of dimethyldioxirane in acetone solution (0.05 M). The solution is kept at room temperature for 30 min with the exclusion of light (Eq. 2.53). Aromatic amines are converted into nitro compounds by oxidation using OXONE itself.113... 

A 1-1. round-bottomed flask fitted with a reflux condenser bearing a soda-lime drying tube is successively charged with 100 ml. of anhydrous benzene, 36.6 g. (0.50 mole) of w-butylamine, and 63.7 g. (61 ml., 0.60 mole) of benzaldehyde (Note 1). The mixture is heated under reflux for 30 minutes (Note 2). The condenser is replaced by a Claisen distillation head, and the mixture is distilled until the temperature reaches 100° (Note 3). The residue, which is mostly N-benzylidenebutylamine, is cooled, and the distillation head is replaced by the reflux condenser bearing a soda-lime drying tube. 

The benzaldehyde and w-butylamine were obtained from the Eastman Kodak Company (white label grade). The benzaldehyde was used without further purification. The w-butyl-amine was redistilled before use. 

The classical two-step base-catalysed S Ar reaction with amines, B, follows the third-order kinetic law given by equation 2. As noted in Section II, this equation predicts a straight line in the plot of a vs [B] or a downward curvature. But several SjvAr reactions with amines in aprotic solvents studied in the last decade exhibit an upward curvature, as is shown in Figure 10 for the reactions of 2,4-dinitroanisole with w-butylamine and the SvAr reaction of 2,6-dinitroanisole with n-butylamine in benzene143. In these systems, if a/[B] is plotted vs [B], straight lines are obtained and a downward curvature may be observed in some cases (as shown in Figure 11 for the reaction of 2,4-dinitroanisole with butylamine in benzene at 60 °C), which demonstrates that a new kinetic law is obeyed... 

Nitropyrene A -Nitrosatable drugs A -Nitrosatable pesticides A -Nitrosoanabasine A -Nitrosoanatabine A -Nitrosodi-w-butylamine... 

Fig. 6. Continuous extraction of w-butylamine from kerosene into water with 6-in. flat-bladed turbines. Vessel diameter = 14.75 in., 7.5 g.p.m. kerosene, 4.78 g.p.m. water, residence time = 1.08 min. Data of Overcashier et al. (03).

The CeMCM-41 material studied had much higher quality than the corresponding MCM-41 sample synthesized under the same conditions. While both materials exhibited analogous adsorption properties with respect to nitrogen, their interaction with n-butylamine was different. Thermogravimetric analysis of w-butylamine thermodesorption showed that CeMCM-41 possessed medium and strong acid sites in contrast to the pure silica MCM-41, the acidity of which was negligible. Thus, incorporation of cerium to MCM-41 seems to improve its hydrothermal stability and enhance the adsorption and catalytic properties. 

Fig. 4 HPLC-TEA chromatograms for various A-nitrosamincs (=20 ng each). (A) (1) NDPhA, (2) A-ni-trosoethylphenylamine (NEPhA), (3) A-nitrosodicyclohexylamine, (4) NMA, (5) NDBzA, (6) A-nitrosodi-w-propylamine (NDPA), (7) A-nitrosobutyl-4-hydroxybutylamine, (8) dinitrosopentamethylenetetramine, (9) NDELA. (B) A meat extract showing the presence of NDBzA and traces of A-nitrosodi-w-butylamine (NDBA) (unresolved small peak preceding that of NDBzA). Conditions Column, 250 mm X 4.1 mm (ID) packed with LiChrosorb Si 100 (5 /un) mobile phase programming, 1% acetone in w-hexane initially, then linearly programmed to 40% acetone in w-hexane in 15 min, and then held 10 min. (Reproduced with permission from Ref. 67. Copyright 1988, Institute of Food Technologists.)...

Trimethylsilyloxy-p-nitrostyrene was the target of Knoevenagel condensation uf 2-Lrimethyl-siloxybenzaldehyde with nitromethane in the presence of w-butylamine as base. 13C NMR spectra 20 were obtained from the product of the reaction. What has happened ... 

Similarly, the aminated silane 9, obtained by alkylation of w-butylamine with the chlorosilane 7, can be transformed into a guanidine or a guanidinium sah.10 Here the corresponding grafted guanidinium salt was used as a Lewis-acid catalyst in the phosgenation of carboxylic acids (Figure 7). 

N Di-n-butylamine Transfer 12.93 g of di-w-butylamine into a 100-mL volumetric flask, dilute to volume with toluene, and mix. 

The reaction of ammonia with primary alkyl halides generally forms a mixture of primary, secondary, and tertiary amines and even a certain amount of the quaternary ammonium halide. Still, the method may be profitable for obtaining primary amines if the halogen compound is above C, and excess ammonia is employed, for then polyalkylation is less likely and the products, having widely different boiling points, are more readily separated. Thus w-butyl bromide and a large excess of ammonia in alcohol solution at room temperature give a 47% yield of w-butylamine. ... 

Methyl -n r omo propionate, 20, 64 Methyl 5-bromovalerate, 26, 52 Methyl-w-butylamine, 25, 19 l-Methyl-2-K-butylpyrrolidine, 25, 19 Methyl carbitol, 22, 32... 

Since secondary and tertiary amines are obtained by reaction of a primary and secondary amine with the imine intermediate, selected unsymmetric secondary and tertiary amines can be prepared by substituting an added chosen amine for the reacting amines. The product composition of this reductive condensation over an appropriate catalyst depends on the nitrileiamine ratio, and to a lesser extent on solvent. Platinum, Pd, and rhodium-on-carbon, in alcohol or hydrocarbon solvent with about 100% excess of added amine, give good yields of -butyl-n-pentylamine from hydrogenation of valeronitrile in presence of w-butylamine" ... 

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