Of ethylamines

D) 4 -[N-Ethyi-1 "-Methyl-2 -(4" -Methoxyphenyl)Ethylamino]Butyi-3,4-Dimethoxybenzoate Hydrochloride 10.3 g of 4 -iodobutyl-3,4-dimethoxybenzoate and 11.0 g of N-ethyl-p-methoxyphenylisopropylamine (obtained by catalytic reduction of an alcoholic solution of an excess quantity (60%) of p-methoxy-phenyl-acetone, to which was added a 33% (weight-for-weight) aqueous solution of ethylamine, with Pt as a catalyst), were boiled in 200 ml of methyl ethyl ketone for 20 hours, cooled and the iodine ion was determined the reaction was found to be complete. Then the methyl ethyl ketone was evaporated in vacuo and the residue was dissolved in 300 ml of water and 30 ml of ether the layers were separated and the water layer was extracted twice more with 20 ml portions of ether. 

A molecule of ethylamine is made up of two carbon atoms, seven hydrogen atoms, and one nitrogen atom. 

Nicodemus obtained mixtures of ethylamines on passing mixtures of NH3 and acetylene at 280-290°C over zinc chloride on pumice [232, 233] or at 350°C over a mixture of zinc nitrate, tin chloride, siUca and charcoal on diatomaceous earth (Eq. 4.56) [234]. 

Mixtures of EtjNH and EtjN and pyridinic bases can be obtained from the reaction of acetylene and EtNHj under similar conditions [235]. EthyUdeneimine was proposed as an intermediate in the formation of ethylamines and acetonitrile. 

Our attempts to isolate larger amounts of 6 from the solution have failed so far. The mass peak of the sodium adduct of 8 (Mg Na+ = 246.8), however, strongly supports the oxidation of 5 into 6 as a prerequisite for the subsequent formation of 8 from 7 as outlined (eqs. 6 and 7). The addition of ethylamine to capture the reactive aldehyde 6 as imine did not result in recognized reaction products. 

Preparation of the quaternary anticholinergic agent benzilonium bromide (47) is begun by conjugate addition of ethylamine to methylacrylate, giving aminoester 42. Alkylation of 42 with methyl bromo-acetate leads to diester 43, which is transformed into pyrrolidone 44 by Dieckmann cyclization, followed by decarboxylation. Reduction of 44 by lithium aluminum hydride leads to the corresponding amino-alcohol (45). Transesterification of alcohol 45 with methyl benzilate leads to 46. Benzilonium bromide (47) is obtained by alkylation of ester 46 with ethyl bromide. 2... 

The degradation of ethylamine (36 ppm) was carried out in different experimental conditions for 1 h through an interval of 15 min. The percentage degradation is given in Table 12.1 and shown graphically in Fig. 12.1. 

Time Percentage degradation of ethylamine under different experimental conditions... 

Fig. 12.2 Degradation of ethylamine with different rare earths...

A second lithium atom The anion acts as a base and donates an electron to removes a proton from a second the vinylic radical. molecule of ethylamine. 

Step 1 Rewrite the balanced equation for the ionization of ethylamine. C2H5NH2 + H20 5 C2N5NH3+ + OH ... 

Thomas, T. J. et al., Amer. Inst. Aero. Astron. J., 1976, 14, 1334-1335 Ignition temperatures were determined by DTA for the perchlorate salts of ethylamine, isopropylamine, 4-ethylpyridine, poly(ethyleneimine), poly(propyle-neimine), and poly(2- or 4-vinylpyridine). In contrast to the low ignition temperatures (175-200°C) of the polymeric salts, mixtures of the polymeric bases with ammonium perchlorate decompose only above 300°C. 

Photolytic. The rate constant for the reaction of ethylamine and ozone in the atmosphere is 2.76 X 10 ° cm /molecule-sec at 296 K (Atkinson and Carter, 1984). Atkinson (1985) reported a rate constant of 6.54 x 10 " cmVmolecule-sec for the vapor-phase reaction of ethylamine and OH radicals at 25.5 °C. The half-life for this reaction is 8.6 h. 

Weak bases include amines, which you will meet in the Organic Chemistry section. Ethylamine, CjHjNHj, is a common amine and the equilibrium present in an aqueous solution of ethylamine is ... 

Pre-eminent amongst examples is the case of amides, which do not show the typical basicity of amines. Acetamide, for example, has pATa — 1.4, compared with a 10.7 in the case of ethylamine. This reluctance to protonate on nitrogen is caused by delocalization in the neutral amide, in which the nitrogen lone pair is able to overlap into the n system. This type of resonance stabilization would not be possible with nitrogen protonated, since the lone pair is already involved in the protonation process. Indeed, if amides do act as bases, then protonation occurs on oxygen, not on nitrogen. Resonance stabilization is still possible in the D-protonated amide, whereas it is not possible in the A-protonated amide. Note that resonance stabilization makes the D-protonated amide somewhat less acidic than the hydronium ion (pATa — 1.7) the amide oxygen is more basic than water. 

As the distance between the amino groups increases, the effect of the NH2 on the first protonation diminishes, so that pATai values for the 1,3- and 1,4-diamino compounds are very similar to that of ethylamine. Only in 1,2-diaminoethane do we see the electron-withdrawing effects of the second amino group decreasing basicity. However, for the second protonation, it is clear that an ionized... 

Exposure of rats to 8000 ppm for 4 hours was fatal to two of six animals within 14 days. Rabbits survived exposures to 50 ppm daily for 6 weeks but showed pulmonary irritation and some myocardial degeneration corneal damage was observed 2 weeks after exposure. In the rabbit eye, one drop of a 70% solution of ethylamine caused immediate, severe irritation. A 70% solution dropped on the skin of guinea pigs caused prompt skin burns leading to necrosis when held in contact with guinea pig skin for 24 hours, there was severe skin irritation with extensive necrosis and deep scarring. ... 

Pridefine (80) is a somewhat structurally related antidepressant. It is a centrally active neurotransmitter blocking agent. It blocks norepinephrine in the hypothalamus but does not affect dopamine or 5-hydroxytryptamine. Its synthesis be-(jins by lithium amide-promoted condensation of diethyl succinate and benzophenone followed by saponification to 78. Heating in the presence of ethylamine gives N-ethylsuccinimide 79. Lithium aluminum hydride reduction completes the synthesis of pridefine (80)... 

The most widely used herbicides today are triazine compounds (three nitrogens in the heterocyclic aromatic ring). Atrazine is used especially on com but also on pineapple and sugarcane. It is synthesized by reacting cyanuryl chloride successively with one equivalent of ethylamine and one equivalent of isopropylamine. Cyanuryl chloride is made in one step from... 

Step 1 Rewrite the balanced equation for the ionization of ethylamine. 

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