Primary amines physical properties

When additional substituents ate bonded to other ahcycHc carbons, geometric isomers result. Table 2 fists primary (1°), secondary (2°), and tertiary (3°) amine derivatives of cyclohexane and includes CAS Registry Numbers for cis and trans isomers of the 2-, 3-, and 4-methylcyclohexylamines in addition to identification of the isomer mixtures usually sold commercially. For the 1,2- and 1,3-isomers, the racemic mixture of optical isomers is specified ultimate identification by CAS Registry Number is fisted for the (+) and (—) enantiomers of /n t-2-methylcyclohexylamine. The 1,4-isomer has a plane of symmetry and hence no chiral centers and no stereoisomers. The methylcyclohexylamine geometric isomers have different physical properties and are interconvertible by dehydrogenation—hydrogenation through the imine. 

Synthesis and characterization of well-defined, a,w-terminated difunctional siloxane oligomers are discussed. Detailed procedures on the preparation of primary amine- and hydroxy-terminated oligomers are given. Control of the average molecular weight (Mn) and also the possible variations in the backbone structure and composition are explained. The effect of these variations on the physical, thermal and chemical properties of the resulting materials are discussed. Characterization of these oligomers by FT-IR, NMR and UV spectroscopy, potentiometric titration and DSC are summarized. 

Amines are polar compounds. Primary and secondary amines can form hydrogen bonds, but tertiary amines cannot. Table 1.8 lists some common physical properties of amines. 

This work describes the application of a previous study which dealt primarily with organic synthesis and physical properties of reaction products of pure fatty acids with BETA. Derivatives to amplify the previous study were prepared from various industrial fatty materials. The reaction product, from 1 mole diethylenetriamine (BETA) with 2 moles fatty acid, was thought to be the primary amine, RC0N(CH2CH2NH2) CH2CH2NHCOR, rather than the secondary amine, as cited in the literature. The amine was readily dehydrated to the imidazoline,... 

Four types of organic amines exist, as shown in Table 4.8 primary amines RNHj, secondary R2NH2, tertiary RsNH, and quaternary R4N (Appendix D). The hydrocarbon chain R is usually of length Cg-Cu, commonly a straight aliphatic chain, but branched chains and aromatic parts also occur. In general the amines extract metal complexes in the order tertiary > secondary > primary. Only long-chain tertiary and—to a smaller extent—quarternary amines are used in industrial extraction, because of their suitable physical properties trioctylam-ine (TOA, 8 carbons per chain) and trilauryl amine (TLA, 12 carbons per chain) are the most frequently used. For simplicity we abbreviate all amines by RN, and their salts by RNH L . 

This structure was deduced from their mode of preparation nitrosohydroxyl-amines are obtainable by nitrosation, nitramines by nitration. The physical properties of primary nitramines are entirely different from those of nitrosohydroxyl-amines, so that phenylnitramine C6H5NHN02, for example, differs radically from phenylnitrosohydroxylamine... 

The physical properties of amines depend in an important way on the extent of substitution at nitrogen. Thus primary amines, RNH2, and secondary amines, R2NH, are less volatile than hydrocarbons of similar size, weight, and shape, as the following examples show ... 

There have been many attempts to define solvent behavior in terms of one or more physical properties of the solvent, and not without some degree of success. However, it is essential to note that the properties of the coal also play an important role in defining behavior of a solvent, and it has been reported that the relative solvent powers of two solvents may be reversed from one coal type to another. Thus, two properties that have found some relevance in defining solvent behavior with coal (as well as with other complex carbonaceous materials, such as petroleum asphaltenes) are the surface tension and the internal pressure (Speight, 1994, p. 201). However, the solvent power of primary aliphatic amines (and similar compounds) for the lower-rank coals has been attributed to the presence of an unshared pair of electrons (on the nitrogen atom). 

One of the most commonly used class of derivatization agents for diasteromer formation are isothiocyanates and isocyanates. Enantiomers of /3-blockers, amphetamine, epinephrine, methamphetamine, and mexiletine have been resolved after derivatization with these agents. Isothiocyanates produce thiourea derivatives upon reaction with primary and secondary amines. Thiourea derivatives also provide a strong UV absorbance for the detection of enantiomers lacking a strong UV chromophore. Isocyanates produce ureas when reacted with amines. The physical properties of these ureas are similar to thiourea derivatives. Isocyanates will also react with alcohols to yield carbamates. 

Thermoset polyurethanes are cross-linked polymers, which are produced by casting or reaction injection molding (RIM). For cast elastomers, TDI in combination with 3,3,-dichloro-4,4,-diphen5lmethanediamine (MOCA) are often used. In the RIM technology, aromatic diamine chain extenders, such as diethyltoluenediamine (DETDA), are used to produce poly(urethane ureas) (47), and replacement of the polyether polyols with amine-terminated polyols produces polyureas (48). The aromatic diamines are soluble in the polyol and provide fast reaction rates. In 1985, internal mold release agents based on zinc stearate compatibilized with primary amines were introduced to the RIM process to minimize mold preparation and scrap from parts tom at demold. Some physical properties of RIM systems are listed in Table 7. 

There are a few alternative approaches to imide copolymers that allow the resin producer to make imide-modified high heat ABS without incurring the cost of the synthesized imide monomer. One is by reacting styrene-maleic anhydrides with a primary amine, either during the polymerization reaction with styrene or in a separate step. Mitsubishi Monsanto has practiced imidiza-tion on a commercial scale and described a process which follows the formation of S-MA with addition of amine and AN [60]. They described the manufacture of maleimide copolymers by heating the SMA copolymers with aniline in an extruder [61]. The maleimidation of the anhydride function is not complete, as there is unreacted amine or maleic anhydride in the product. The polymer stability and physical properties depend on the mole percent of maleimidation. 

Amines exhibit dipole-dipole interactions because of the polar C-N and N—H bonds. Primary and secondary amines are also capable of intermolecular hydrogen bonding, because they contain N—H bonds. Because nitrogen is less electronegative than oxygen, however, intermolecular hydrogen bonds between N and H are weaker than those between O and H. How these factors affect the physical properties of amines is summarized in Table 25.1. 

The existence of such an inner salt is well established by the physical properties of many amino acids and by the chemical reactions of the higher alkylated amino derivatives formed by converting the primary amine group into secondary and tertiary alkyl amine groups. 

The maleimide group can undergo a variety of chemical reactions, including polymerizations induced by free radicals or anions. Nucleophiles such as primary and secondary amines , as well as thiophenoxides , can react via a classical Michael-type addition mechanism . The maleimide group can also act as a very reactive dienophile and is thns nsed in a variety of Diels-Alder reactions . By varying the natnre of the linkages between the maleimide rings, the physical properties of the bis(maleimide) can be altered. 

A.16.3 The major difference is the functional group attached to the oxygen on the phosphorous atom. PA has an H attached to it. PE has two carbons and a primary amine, while PC has two carbons and a tertiary amine with three methyl groups. This changes the relative volume of the headgroups which has a substantial impact on the physical properties of the lipids. 

The synthesis, physical and chemical properties of sulphamides have been the subject of various reviews down through the years333-338. Sowada339 has summarized the three main synthetic routes in the preparation of sulphamides as follows (a) reaction of primary amines (alkyl or aryl) with sulphuryl chloride (b) reaction of primary amines with chlorosulphonic acid (c) reaction of primary amines (alkyl, cycloalkyl and aryl) with sulphamide. 

---