Ammono acid

We have also observed the disproportionation of vanadium in the reaction of V(CO)6 with the ammono acid NH4C1 (103) ... 

The salt [Re(CO)5NH3]Cl certainly occurs as an intermediate in this reaction. As the ammono acid NH4C1 is formed, depending on the temperature, a prolonged reaction time causes c/s-Re(CO)4(NH3)CONH2 to give the ionic complexes [Re(CO)4(NH3)2]Cl or [Re(CO)3(NH3)3]Cl with CO elimination ... 

The resemble nee of these two reactions and the structural resemblance between phosphoric acid [OP(OH)j] and phosphoiamide [OPiNH,),] has led some people to use the term "ammono acid to describe the latter. 

Other characteristic properties of acids and bases, such as the reaction of acids with metals and of bases with non-metals, were observed. The similarity between ammonia and water solutions was demonstrated very widely. Acids like B(OH)3 and B(NH2)3 were compared, and the latter was called an ammono acid. BiN reacts with NH4I in ammonia to form Bils and NH3, just as in water Bi203 reacts with HCl to give BiCl3 and H2O. The behavior of Zn (NH2)2 ill ammonia is analogous to that of Zn(OH)2 in water. Both are insoluble, but the addition of KNH2 and KOH, respectively, brings them into solution. Zn(NH2)2 is amphoteric in the same way that Zn(OH)2 is ... 

Acids, bases, and salts.—To distinguish between the ordinary oxygen salts, acids, and bases and those compounds which bear an analogous relation to ammonia, E. C. Franklin applies the term hydro-salts, hydro-acids, and hydro-bases to those compounds which are related to water, like the ammono-salts, ammom-acids, and ammono-bases are related to the corresponding ammonia derivative. The terms... 

Franklin developed an ammono-system of acids, bases, and salts in liquid ammonia and showed that in this solvent the amides of metals (e.g. KNH2) are bases, and the amides of metalloids (e.g. CO(NH2)2) are acids. They react with each other with the formation of salt-like compounds... 

Earlier, Turrentine (Ref 4) obtained ferric azide in soln by electrolysis of a dil sodium azide soln using iron electrodes and later by Browne et al (Ref 6) on using iron electrodes in liq amm solns of ammonium azide, but the product was ammonolyzed to an Ammono-Basic Ferric Azide. Curtius et al (Refs 1 2), with ferric alum and NaN, obtained ferric azide in soln and they also repotted that iron dissolved in dil aq hydrazoic acid to form the azide, but the soln decompd on evapn giving either the basic azide or hydroxide. In 1934 Franklin (Ref 9) noted that aq hydrazoic acid reacts on iron to form ferric azide, nitrogen and ammonia together with a small amt of hydrazine. According to Franklin Ferrous Azide, Fe(Nj), is formed first and oxidizes to ferric azide when the soln is warmed with excess hydrazoic acid present. Ricca (Ref 11) studied the reactions of the ferric ion with hydrazoic acid on electrolysis of their solns and obtained results which would indicate that ferric azide has the structure [Fe(Nj)](Nj)2... 

Acid Amides can be produced by acylating ammonia with esters, acid anhydrides, or the acids themselves (above 100 °C) an important product is formamide from methyl formate. Alternatively acid amides can be synthesized by reacting acid halides with ammonia. Catalytic hydrogenation converts the acid amides to primary amines. Ammonia and aldehydes or ketones are the basis for different stable products. With formaldehyde hexamethylenetetramine (urotropine) is obtained with acetaldehyde, ammono acetaldehyde with benzaldehyde, hydrobenzamide with ethylene and propylene oxides, aqueous ammonia reacts to form ethanol- or propanolamine. 

The Amadori rearrangement has some features of the Lobry de Bruyn-Alberda van Ekenstein transformation, as can be seen from the ammono analogy to sugar enolization formulated in Part 2 of this Section. Both reactions occur in basic media, and each doubtless involves 1,2-enolization of the sugar. However, the Amadori rearrangement proceeds by acceptance of a proton from the acid catalyst, whereas the Lobry de Bruyn Alberda van Ekenstein transformation proceeds by delivery of a proton to the base catalyst. Aside from what may be argued as to the enolization mechanism, there are other important differences. 

This corresponds to the neutralization reaction just given except that X is used in place of the OH. The general principle of intermediate compound formation, though not mentioned every time, must be understood to apply to all these reactions. If nitrous acid plays the part of BX and an alcohol that of HA, then the ready formation of nitrite esters is not surprising when the two interact. From this point of view the nitrite esters are the aquo-esters of nitrous acid, and diazo compounds are the ammono-esters of nitrous acid, ON.OR and ON.NHR (not considering tautomeric rearrangements within the molecule). 

Compounds of these types are not covered in the I.U.C. rules. In substantial agreement with Chemical Abstracts usage many of these compounds can be named as amido ( —NH2), imido (/NH), and nitrido (instead of the more usual nitrilo for N) substitution derivatives of the oxygen acids (ammono- and ammonoaquophosphoric, -phosphorous, and -sulfuric acids) -J... 

Ogg RA, Bergstrom FW (1931) Cyclic ammono ketones and acid chlorides of the quinoxaline series. J Am Chem Soc 53(5) 1846-1853. doi 10.1021/ja01356a032 Oppolzer W, Pfentunger E, Keller K (1973) A new stereoselective approach to substituted pyrrohdines by intramolecular ene-reactions. Preliminary communication. Helv Chim Acta 56 (5) 1807-1812. doi 10.1002/hlca. 19730560543... 

These substituted methyleneammes are the ammono-analogs of formals. In general, they are colorless liquids possessing characteristic amine-like odors with an after-odor of formaldehyde. Like formals, they are stable in the dry state or in the presence of alkalies, but are readily hydroly2ed by acids. 

In acid solution aromatic amines form resins with formaldehyde. This reaction in olves the formation of nuclear methylene linkages similar to those which occur in phenol-formaldehyde resins. The reaction type characteristic of the aromatic nucleus rather than of the activating amine group, whose presence merely facilitates reaction. As a result, resins can be obtained even with tertiary amines such as dimethylaniline. Under these conditions the amine reacts as an ammono-phenol. Studies of the mechanism by which formaldehyde reacU with X-alkyl anilines in acid elution indicate that the primary reaction involves the nitrogen atom. 

Reactions with Organic Compounds. Eeactio7i with Alcohols Alcoholysis). Hexameth lenetetranune does not react with alcohols under neutral or alkaline conditions. HoweA er. in the presence of acids it leacts as an ammono-fomialdehyde to giA e formals and ammonium salts as indicated in the foUoT ing equation, in which ROH represents an aliphatic alcohoP ... 

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