Triethylamine picrate

The HCl acid solution yielded triethylamine as a picrate when treated with picric acid as described throughout this book and many others. 

Formation of an Amine Picrate from Picric Acid and Triethylamine... 

Dissolve 30 mg of moist (35% water) picric acid in 0.25 mL of methanol and to the warm solution add 10.1 mg of triethylamine and let the solution stand to deposit crystals of the picrate, an amine salt that has a characteristic melting point. This picrate melts at 171°C. 

Diethylhydrazine 280 A mixture of triethylamine (4 g, 40 mmoles), potassium hydroxide (5.6 g, 100 mmoles), and hydroxylamine-O-sulfonic acid (5.3 g, 47 mmoles) in water (120 ml) is distilled, all the material that distils up to 100° being collected. The content of 1,1-diethyl-hydrazine in the distillate is determined by means of N/40-potassium iodate. The yield is 2.87 g (82 %). The product gives a picrate, m.p. 84°. 

The adsorption of an ion-pairing agent, picric acid, has been used to measure stationary-phase reprodudbility and ion-exdiange capadty 37, JOS). In this pnx ure a standard solution of picric acid in methylene-chloride is added to the polyamine modified stationary phase. The picric acid has a great affinity tow complexing with primary, secondary, and tertiary amines. Once washed to remove any unbound picric acid, the adsorbed picric acid is resorbed by the addition of triethylamine. The triethyla-mine picrate solution is quantitated spectophotometrically. 

Quaternary salts have systematic names such as triethylmethylammonium chloride, - - - -trimethyl-anilinium bromide, 1-methylquinolinium picrate. Quaternary salts are, however, often handled by an older method, as metho-salts, 6.., triethylamine methochloride, quinoline methopicrate this older method should not normally be used, though it is useful for compounds of uncertain composition (cf. hydrochloride, eic.). Salts derived by addition of Me2S04 are named after the pattern of 1-methylpyrid-inium methyl sulphate or naphthalene-l,6-diamine monomethosulphate, the trivial name methosulphate... 

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