noun

definition

A functional group formally derived from ammonia by replacing one, two or three hydrogen atoms with hydrocarbon or other radicals.

definition

Any organic compound containing an amine functional group.

Examples of amines in a Sentence

An important class of compounds, termed amines (q.v.), results from the condensation of alcohols with ammonia, water being eliminated between the alcoholic hydroxyl group and a hydrogen atom of the ammonia.

From the primary amines are derived the diazo compounds and azo compounds; closely related are the hydrazines (q.v.).

The same difference attends the introduction of the methyl group into many classes of compounds, for example, the paraffins, olefines, acetylenes, aromatic hydrocarbons, alcohols, aldehydes, ketones and esters, while a slightly lower value (157.1) is found in the case of the halogen compounds, nitriles, amines, acids, ethers, sulphides and nitro compounds.

The combination of nitrogen with carbon may result in the formation of nitriles, cyanides, or primary, secondary or tertiary amines.

These formulae, however, only apply to aliphatic amines; the results obtained in the aromatic series are in accordance with the usual formulae.

On reduction by sodium amalgam in glacial acetic acid solution they yield primary amines.

The acid finds considerable use in organic chemistry, being employed to discriminate between the different types of alcohols and of amines, and also in the production of diazo, azo and diazo-amino compounds.

Reduction with acid-reducing agents gives amines.

In acid solution, amines are obtained, in alkaline solution, azoxy, azo and hydrazo compounds, and in neutral solution hydroxylamino compounds.

The electrolytic reduction of the aromatic nitro compounds gives rise to substituted hydroxylamines which are immediately transformed into aminophenols or amines.

It combines directly with acetone and with various amines.

The replacement of one hydrogen atom by one alkyl or aryl group gives rise to primary amines; of two hydrogen atoms by two groups, to secondary amines; of three hydrogen atoms by three groups, to tertiary amines.

The tertiary amines possess the power of combining with one molecular proportion of an alkyl iodide to form quaternary ammonium salts.

By the action of ammonia on the alkyl iodides a complex mixture of primary, secondary and tertiary amines, along with a quaternary ammonium salt, is obtained, the separation of which is difficult.

The primary, secondary and tertiary amines may be readily distinguished by their behaviour with various reagents.

Primary amines when heated with alcoholic potash and chloroform yield isonitriles, which are readily detected by their offensive smell.

The secondary and tertiary amines do not give this reaction.

Primary amines heated with carbon bisulphide in alcoholic solution are converted into mustard oils, when the dithiocarbamate first produced is heated with a solution of mercuric chloride.

Aromatic Amines.-The aromatic amines in some respects resemble the aliphatic amines, since they form salts with acids, and double salts with platinum chloride, and they also distil without decomposition.

It is to be noted that only traces of the aromatic amines are produced by heating the halogen substituted benzenes with ammonia, unless the amino group be situated in the side chain, as in the case of benzylamine.

The primary amines are colourless liquids or crystalline solids, which are insoluble in water, but readily soluble in the common organic solvents.

When heated with alkyl or aryl iodides, they are converted into secondary and tertiary amines.

The mixed secondary amines are prepared by the action of alkyl iodides on the primary amines, or by heating salts of the primary amine with alcohols under pressure.

The mixed secondary amines have basic properties, but the purely aromatic secondary amines are only very feeble bases.

The secondary amines do not give the isonitrile reaction.

The tertiary amines may also be of two types, the purely aromatic and the mixed type.

The mixed tertiary amines are produced by the action of alkyl halides on the primary amines.

The simplest aromatic monamine is aniline, and the simplest mixed amines are monoand di-methyl aniline.

Diphenylamine, (C6H5)2NH, is the simplest representative of the true aromatic secondary amines.

Substituted oxamides are produced by the action of primary amines on ethyl oxalate.

Auric chloride combines with the hydrochlorides of many organic bases - amines, alkaloids, &c. - to form characteristic compounds.

When reduced by sodium in boiling amyl alcohol solution it forms alicyclic tetrahydro-0naphthylamine, which has most of the properties of the aliphatic amines; it is strongly alkaline in reaction, has an ammoniacal odour and cannot be diazotized.

Other constituents are cholesterol (0.461.32%), traces of calcium, magnesium, sodium, chlorine and bromine, and various aliphatic amines which are really secondary products, being formed by the decomposition of the cellular tissue.

Eltekow, Ber., 1878, 11, p. 414); by the action of metals on the halogen compounds Cn.H 20 Br 2 i by boiling the aqueous solution of nitrites of the primary amines (V.

Paraquinones also combine with ammonia and with amines yielding amino-derivatives and hydroquinones.

By oxidizing agents they are converted into azoxy compounds, and by reducing agents into hydrazo compounds or amines.

Alkylated amino-azo-benzenes are also known, and are formed by the coupling of diazonium salts with alkylated amines, provided they contain a free para.

When reduced (in acid solution) they yield amines; distillation with reduced iron gives azo compounds, and warming with ammonium sulphide gives hydrazo compounds.

The -y-diketones are characterized by the readiness with which they yield furfurane, pyrrol and thiophene derivatives, the furfurane derivatives being formed by heating the ketones with a dehydrating agent, the thiophenes, by heating with phosphorus pentasulphide, and the pyrrols by the action of alcoholic ammonia or amines.

Bamberger (Ber., 18 94, 27, p. 9 1 4) obtained the diazoic acids, R NH NO 2, substances which he had previously prepared by similarly oxidizing the diazonium salts, by dehydrating the nitrates of primary amines with acetic anhydride, and by the action of nitric anhydride on the primary amines.

Bernthsen); by the action of ammonium chloride or hydrochlorides of amines on nitriles; by condensing amines and amides in presence of phosphorus trichloride; by the action of hydrochloric acid on acid-amides (0.

The dialkyl thioureas when digested with mercuric oxide and amines give guanidines.

Amidotetrazotic acid yields addition compounds with amines, and by the further action of nitrous acid yields a very explosive derivative, diazotetrazol, CN 3.

It combines with aromatic amines to form azocompounds, with arylhydroxylamines to form azoxy compounds, and with hydroxylamine it gives isodiazobenzene.

By the condensation of ortho-aminophenols with phosgene or thiophosgene, oxy and thio-derivatives are obtained, the (OH) and (SH) groups being situated in the t t position, and these compounds on treatment with amines yield amino derivatives.

Just as the amines are derived from ammonia, so from phosphine are derived the primary, secondary and tertiary organic phosphines by the exchange of hydrogen for alkyl groups, and corresponding to the phosphonium salts there exists a series of organic phosphonium bases.

With methyl and ethyl alcohols it forms secondary amines (Vidal, Comptes rendus, 1891, 112, p. 950; 1892, 115, p. 123).

The reaction is a perfectly general one, for the aniline may be replaced by other aromatic amines and the aldehyde by other aldehydes, and so a large number of quinoline homologues may be prepared in this way.

Furthermore, he exhibited a comparison between these three types of alcohols and the amines.

Primary alcohols are obtained by decomposing their sulphuric acid esters (from sulphuric acid and the olefines) with boiling water; by the action of nitrous acid on primary amines; or by the reduction of aldehydes, acid chlorides or acid anhydrides.

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