M-Hexylamine

Chan et al. studied bulk reaction of hexanethiol (5 mmol) with hexyl acrylate (5 mmol) in the presence of 0.43 M hexylamine (p/C = 10.56), -dipropylamine (p/C3 = ll), and NEtj (pfC = 10.75) under ambient condition for 500 s. After 500 s, reaction with hexylamine showed approximately 95% conversion, n-dipropylamine showed approximately 60% conversion, and NEtj showed less than 1% conversion. These amines have almost the same p/T, but there is a huge difference in their kinetic profiles. Apart from these amines, they also studied various weak nucleophiles, which have varying basicity, such as pyridine (p/C3 = 5.14), aniline (pA3 = 9.34), and l,8-bis(dimethylamino)naphthalene (a proton sponge with pA = 12.1), and found that they yield less than 1% conversion. Based on these observations, the catalysis was attributed to the kinetic... 

M-Hexyl alcohol has been prepared by the reduction of ethyl caproate by means of sodium and absolute alcohoB alone or in anhydrous ammonia solution by the reduction of -caproamide by means of sodium and absolute alcohol by the reduction of -caproaldehyde by means of sodium amalgam in dilute sulfuric acid and by means of living yeast, It has also been produced by the action of nitrous acid upon w-hexylamine by the action of sodium upon a mixture of ethyl alcohol and M-butyl alcohol ... 

Dicyclohexylammonium nitrite s (DCHN) has a solubility of 3-9g in 100 g of aqueous solution at 25°C, giving a solution pH of about 6-8. Its vapour pressure at 25°C appears to be about 1-3 x 10 N/m but the value for commercial materials depends markedly on purity. It may attack lead, magnesium, copper and their alloys and may discolour some dyes and plastics. Cyclohexylammonium cyclohexyl carbamate (the reaction product of cyclohexylamine and carbon dioxide, usually described as cyclo-hexylamine carbonate or CHC)" is much more volatile than DCHN (vapour pressure 53 N/m at 25°C), and much more soluble in water (55 g in 100cm of solution at 25°C, giving a pH of 10-2). It may attack magnesium, copper, and their alloys, discolour plastics, and attack nitrocellulose and cork. It is said to protect cast iron better than DCHN, and to protect rather better in the presence of moderate concentrations of aggressive salts. 

Figure 26.2 Heat profile and conversion of the benzophenone hydrazone and of the hexylamine for a competitive amination reaction involving 3-bromobenzotrifluoride (0.5 M), benzophenone hydrazone (0.25 M) and hexylamine (0.25 M). Temperature 90°C.

Lodge, D. Anis, N.A. Berry, S.C. and Burton, N.R. Arylcyclo-hexylamines selectively reduce excitation of mammalian neurons by aspartate-like amino acids. In Kamenka, J.M. Domino,... 

Diazirines are the cyclic isomers of the alphatic diazo compounds. Both the diaziridines and the diazirines are starting materials for the synthesis of alkyl hydrazines. 3,3-Pentamethyl-enediaziridine can be hydrolyzed quantitatively to hydrazine. Methylamine may be substituted for ammonia in the procedure resulting in l-methyl-3,3-pentamethylenediaziridine (m.p. 35-36°, yield 62% of theoretical) and then methyl hydrazine. Use of ethylenediamine leads to ethylene bis-hydrazine via a bifunctional diaziridine (m.p. 143-144°, yield 48% of theoretical). Ammonia can also be replaced by w-propylamine or cydo-hexylamine cyclohexanone by acetone. 

For the preparation of two-dimensional materials by reaction of the same type of complex (M=Zn) in anhydrous organic solvent in the presence of 1,6-hexylamine at room temperature, or in the presence of long-chain primary amines near 200 °C [98, 109]... 

Figure 15. Open tubular liquid chromatography of amine-NBD derivatives using on-column fluorescence detection. Peaks correspond from left to right to ethylamine, n-propylamine, n-butylamine, cyclohexylamine, and n-hexylamine. Conditions 20-p.m X 8.3-m column with C-18 bonded phase 20% acetonitrile and 80% water (v/v) mobile phase at a linear velocity of 0.50 cm/s on-column injection of 5 nL. (Reproduced from reference 59. Copyright 1984 American Chemical Society.)...

I Casals, M Reixach, J Amat, M Fuentes, L Serra-Majem. Quantification of cyclamate and cyclo-hexylamine in urine samples using high-performance liquid chromatography with trinitrobenzenesul-fonic acid pre-column derivatization. J Chromatogr A 750(1-2) 397-402, 1996. 

Figure 7 CEC step gradient of basic, neutral, and acidic compounds. Initial conditions (for first minute) acetonitrile/25 mM phosphate buffer pH 2.5 (60/40) with 2-mL/min hexylamine. Final conditions acetonitrile/25 mM phosphate buffer pH 2.5 (75/25) with 2-mL/min hexylamine. A voltage of 25 kV and a temperature of 20°C was used. Analytes (i) phenobarbital, (j) diazepam, (I) testosterone, (m) cannabinol, (n) testosterone propionate, (o) A9-tetrahydrocannabinol, and (p) A9-tetrahydrocannabinolic acid. (Reprinted from Ref. 46, with permission.)...

Fig. 5. Propagation coefficients (fe) at 25°C for the polymerization of 7-benzyl-glutamate NCA in NiN-dimethylformamide as a function of D/L composition [M]o/[I]o = 20. The solid line is calculated on the assumption that the L—NCA does not react with polymers ending in D-residues (absolute preference). Initiation by n-hexylamine. Lundberg and Doty [12].

Figure 8.14. GC/MS analysis of amine-pentafluorobenzyl derivatives in a Cabernet Sauvignon wine. Analytical conditions 5% phenyl-95 % dimethlypolysiloxane capillary column (30 m x 0.25 mm, 0.25 pm) oven temperature program 45 °C for 4 min, 15°C/min to 280 °C, isotherm for 15 min. (1) methyl- -amine and methylamine (coeluted), (2) ethylamine, (3) n-propylaminc, (4) w-hexylamine, (5) 2-phenylethylamine, (6) 1,4-diaminobutane, and (7) 1,5-diaminopentane. (Reproduced from Journal of Agricultural and Food Chemistry, 2000, 48, p. 3314, Ngim et al., with permission of American Chemical Society.)...

An alternative cyclization pathway in azacyclic synthesis is provided by the (m-1) chlorination of hexylamine derivatives the efficient syntheses of 2-mcthyl piperidines 26 are significant complements to Hofmann-Loffler cyclization of N-chlorohexylamines in which 2-ethylpyrrolidines were obtained (Scheme 8). Neutral... 

The preparation of A-hexyllactamide755,770 may be described as a typical example Methyl lactate (208 g, 2 moles) is shaken with hexylamine (222 g, 2.2 moles), and the mixture is set aside at room temperature for 15 days. Distillation through a Vigreux column gave first methanol (55 g) at atmospheric pressure, then in a vacuum an intermediate fraction (3 g) at 28-12071 mm, followed by the main fraction of A-hexyllactamide (341 g, 98 %), b.p. 120-128°/0.3 mm. After three recrystallizations from ether-light petroleum the amide had m.p. 41-42°. 

FIGURE 9.13 Gas chromatograms of (a) primary amines and (b) secondary amines, BSC derivatives on a 12 m X 0.2 mm i.d. U-1 fused silica column, carrier gas helium 2 ml/min, oven programmed from 70 to 300°C at 10°C with MS detection. Peaks 1. methylamine 2. ethylamine 3. /t-butylamine 4. propylamine 5. isobutylamine 6. n-butylamine 7. isopentylamine 8. pentylamine 9. hexylamine 10. phenethyl-amine 11. dimethylamine 12. methylethylamine 13. diethylamine 14. ethylpropylamine 15. dipropylamine 16. pyrrolidine 17. morpholine 18. piperidine 19. dibutylamine 20. methylbenzylamine. (Reproduced with permission from Pfundstein, B., Tricker, A. R., and Preussmann, R. J. Chromatogr., 539, 141-148, 1991. Copyright 1991, Elsevier Science.)... 

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