L-Butyl-3-

So wird aus 5-Chlor-937, 5-Brom-905 oder 5-Iod-l-methyl-4-nitro-imidazol905 durch Umsetzung mit Kaliumcyanid in Ethanol oder Dimethylformamid in Ausbeuten von 85, 68 bzw. 61% 5-Cyan-l-methyl-4-nitro-imidazol erhalten. Auch 5-Brom-l,2-dimethyl-4-nitro-938, 5-ChIor-l-ethyl-4-nitro-2-propyI-939 und l-Butyl-5-chlor-2-methyl-4-nitro-939 liefern 5-Cyan- 1,2-di-methyl-4-nitro-, 5-Cyan-l-ethyl-4-nitro-2-propyl- (81%) bzw. l-Butyl-5-cyan-2-methyl-4-nitro-imidazol (67%). 

Both poly(l-butyl-5-vinylimidazole), poly(lB-5IM), and poly(l-methyl-5-vinyl-imidazole), poly(lM-5IM), have no quatemizable nitrogen, so that the coulombic interaction with the substrate is not necessarily to be considered. Using these polymers, hydrolyses of several 3-nitro-4-acyloxy benzoic acid having various acyl chain length (8) (n = 0,5,10,16) have been made (55). The apparent rates of hydrolyses are tabulated in Table 7. 

In contrast to the ease of N-functionalization, shown in Scheme 1, the triazolopyridine nucleus is resistant to direct nuclear oxidation or electrophilic additions. Electrophilic additions will occur on aryl substituents for example, nitration of l-phenyltriazolo[4,5-c]pyridine (26) and sulfonation of 2-phenyl-2i/-triazolo[4,5-6]pyridine (28) occur exclusively in the para position of the phenyl ring <34LA(514)279, 38MI 710-01). Nuclear functionalization was observed when l-( -butyl)-5-methyl-tri-azolo[4,5-c]pyridinium iodide (30) was treated with potassium ferricyanide to afford triazolopyridin-4-one (31), as shown in Scheme 2. Similarly, the iodide (30) is converted by either phosphorus oxychloride-phosphorus pentachloride, or bromine or nitric acid to 7-substituted triazolopyridin-4-ones (32) <37LA(529)288>. 

The combination Mo7024(NH4)6, H202 has been used for conversion of l-/-butyl-5-methylthiotetrazole into its sulfone <2006JOC360>. Peroxyacetic acid in acetone at 15 C allows selective conversion of l-aryl-5-alkylthiotetrazoles into their sulfoxides in high yields <2004TL7955>. 

Another significant use of 3-methylphenol is in the production of herbicides and insecticides. 2-/ l -Butyl-5-meth5iphenol is converted to the dinitro acetate derivative, 2-/ f-butyl-5-methyl-4,6-dinittophenyl acetate [2487-01-6] which is used as both a pre- and postemergent herbicide to control broad leaf weeds (42). Carbamate derivatives of 3-methylphenol based compounds are used as insecticides. The condensation of 3-methylphenol with formaldehyde yields a curable phenoHc resin. Since 3-methylphenol is trifunctional with respect to its reaction with formaldehyde, it is possible to form a thermosetting resin by the reaction of a prepolymer with paraformaldehyde or other suitable formaldehyde sources. 3-Methylphenol is also used in the production of fragrances and flavors. It is reduced with hydrogen under nickel catalysis and the corresponding esters are used as synthetic musk (see Table 3). 

Butyl-5-methyl 2-Bromo-5-methylacetanilide l-(Tri-n-butyl-stannvl)hexyne, (1) Pd(PPh,)4, (2) PdCl lCHjCN) 81,77 [1]... 

Fig. 4. l,3,5-Trimethyl-2,4,6-tris(3,5-di-/ i -butyl-4-hydroxybenzyl)benzene [1709-70-2] derived from mesitylene. 

Hemimellitene. In addition to some specialized solvent appHcations, hemimellitene can be converted to musk Tibetine [145-39-17, 1-/gf/-butyl-3,4,5trimethyl-2,6-dinitrobenzene (14) via 5-/ l -butyl-l,2,3-trimethylbenzene [98-23-7] (13). 

Commercially important di- and polyphenoHc stabilizers include 2,2 -methylenebis(6-/ r2 -butyl- -cresol) [85-60-9] (7), l,3,5-trimethyl-2,4,6-tris(3 5 -di-/ /f-butyl-4-hydroxyben2yl)ben2ene [1709-70-2] (8), and tetrakis [methylene(3,5-di- / r2 butyl-4-hydroxyhydrocinnamate)]methane [6683-19-8] (9). 

Oligomeric hindered amine light stabilizers are effective thermal antioxidants for polypropylene. Thus 0.1% of A[,Af-bis(2,2,6,6-tetramethyl-4-piperadinyl)-l,6-hexanediamine polymer, with 2,4,6-trichloro-l,3,5-triazine and 2,4,4-trimethyl-2-pentaneainine [70624-18-9] (35) (Fig. 5), protects polypropylene multifilaments against oxidation when exposed at 120°C in a forced-air oven (22) for 47 days. 3,5-Di-/ l -butyl-4-hydroxytoluene [128-37-0] (0.1%) affords protection for only 14 days. 

Naphtho[2,1 -6]furan, 1,5,8-trimethyl- H NMR, 4, 562 (75JCS(P1)478) Naphtho[l,2-6]phosphorin, 2-t-butyl-5,6-dihydro-4-... 

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