Nitrobenzyl nitrate

Benzyl alcohol and derivs 2 B91— B92 benzyl nitrate 2 B91 benzyl nitrite 2 B91 dinitrobenzyl alcohol 2 B91 dinitrobenzyl nitrate 2 B92 mononitrobenzyl alcohol 2 B91 mononitrosobenzyl alcohol 2 B91 nitrobenzyl dinitrate 2 B91-B92 nitrobenzyl nitrate 2 B91 trinitrobenzyl alcohol 2 B92... 

Nitrobenzyl acetate has been prepared by the action of alcoholic potassium acetate on />-nitrobenzy] chloride 1 or bromide 2 and by the nitration of benzyl acetate.3... 

ALKYL NITRATES Icwis acids CYANIDES hypochlorites DEVARDA S ALLOY DIAZONIUM TETRAHALOBORATES ISOXAZOLES NITROBENZALDEHYDES NITROBENZYL COMPOUNDS... 

Electrophilic substitution of benzylpyridines occurs in the benzyl ring. Nitration of 4-benzylpyridine in ca. 85% sulfuric acid gives products in the ratio ortho 14%, meta 6% and para 80% (71JCS(B)712). Nitration of 1- and 4-benzylisoquinolines gives p-nitrobenzyl derivatives. 

Dinitrobibenzyl has been prepared by the nitration of bibenzyl 2 by the action of alkaline zinc chloride on >-nitro-benzyl chloride 3 by the action of alkali on />-nitrotoluene 4 by the oxidation of a,a-bis( >-nitrobenzyl)hydrazine with mercuric oxide 6 and by the present method. ... 

N 14.14%. The following isomers are known 2-Nifro-, solid, mp 28°, prepd by refluxing 2-nitrobenzyl chloride with finely powdered Ag nitrate for 7 days(Ref 4) 3-Nitro-, pale-yel crysts mp 42.5-43°, prepd as above from 3 nitrobenzyl chloride(Ref 4) and 4 Nitro-, yel crysts, mp 71° (Ref 1), 52°(Ref2) and 68.2° (Ref 3) can be prepd by nitration of p-nitrobenzyl alcohol(Refs 1 3) by gradual introduction of benzyl nitrate into an excess of 95% nitric acid cooled to -10°(Ref 2)... 

Was prepd by nitrating 2 -nitrobenzyi-4-nitroani-line or 2 -nitrobenzyl-2-nitroaniline with nitric acid(a 1.46). Its expl props were not detd(Ref 2, pp 850 853)... 

Nitrobenzyl-2,4,6-trimUo-nitranilinj 4 -Nitro-benzyl-2,4,6-trimtrophenyl-nitramine or Picryl-(4 -nitrobenzyl)-nitr amine nearly col crysts, mp 141 -2° (with evoln of gas) was first prepd by Blank-sma(Ref 2) by heating N-(4-nitrobenzyl)-4-nitro-aniline with nitric acid(d 1.52) and then later by van den Berg(Ref 3), who showed that this compd can also be obtd by nitration of 4 -nitrobenzyl-2 -ni tro aniline, benzyl-2,4-dinitroaniline, benzyl-2, 4,6-trinitroaniline, 4 -nitrobenzyl-2,4-dinitroani-line or 4 -nitrobenzyl-2,4,6-trinitroaniline. 

Dinitro- benzyl-2,4,6- trim trophenyl-nitramine or Picryl-i2,4-dinitrobenzyl)-nitramine, (02N)2 CgH3.CH2.N(N02).CgH2(N02)3 nearly col crysts(from alc+acet), mp 150-1 (with evoln of gas) easily sol in acet moderately sol in warm AcOH diffc sol in ale, benz or chlf insol in eth or petr eth. Can be prepd by nitration of 2 -nitrobenzyl-2,4,6-trinitronitraniiine with abs nitric acid or by nitration of 4 -nitroben2ylaniline (or of benzyi-4-nitroaniline) with mixed nitric -sulfuric acid. Its expl props were not detd Refs i)Beii- not found 2)P.van den Berg,Rec 55,848-9(1936)... 

C13H7NsO, mw 409.23, N 17.12%. Two compds, presumably 2,4-Dinitrobenzyl-2,4,6-trinitro-phenyl Ether, (02N)2CgH3.CH2.0.CgH2(N02)3( ) and 2,4,6- Trinitrobenzyl-2,4-dinitrophenyl Ether, (02N)3CgH2.CH2.0.CgH3(N02)2( ) were reported prepd by nitration of either 4-nitrobenzyl-2,4-di-nitrophenyl etber(mp 207-8°) or 2-nitrobenzyl -2,4-dinitrophenyl ether(mp 188°), using mixed nitric-sulfuric acids. A product of mp 146 (dec), but not further identified, was obtd on recrystn from chlf. Attempts to prep a hexanitro deriv led to formation of decompn products Refs l)Beil- not found 2)H.Ryan J.Keane,Sci-ProcRoyDublinSoc 17,287(1924) CA 18,1654 (1924)... 

Benzyl chloride and potassium selenocyanate give benzyl selenocyanate, which yields a para-compound on nitration, the latter also being obtained by the condensation of p-nitrobenzyl chloride with potassium selenocyanate. The strength of the nitric acid and the conditions of the nitration determine the resulting products in the case of chlorophenyl and tolyl compounds. Nitric acid (density 1 4) at 8° C. converts p-tolyl selenocyanate into di-2-nitro-p-tolyl diselenide and 2-nitro-p-tolylselenimc acid, whereas acid of density 1 5 at -10° C. yields 2-nitro-p-tolyl selenocyanate and a small amount of 3-nitro-p-tolyl selenocyanate. 

Experimental details for the nitration of benzyl cyanide are also included (Expt 6.21). The product is largely p-nitrobenzyl cyanide (some of the ortho isomer is also formed) the cyanomethyl substituent (as a substituted alkyl group) is thus an ortho/para directing and weakly activating group. 

In some cases l-methyl-5-nitro- and l-methyl-3,5-dinitropyrazole can form as a result of deoxygenation [76], Nevetheless, the nitration of 2-benzylpyrazole 1-oxide by sulfuric-nitric acid mixture leads to 2-benzyl-3-nitropyrazole 1-oxide in quantitative yield. Further nitration takes place in the phenyl 4-position forming 3-nitro-2-(4-nitrobenzyl)pyrazole 1-oxide and then in the pyrazole 5-position to give 3,5-dinitro-2-(4-nitrobenzyl)pyrazole 1-oxide as the final product [77],... 

Nitrobenzyl bromide has usually been prepared by bromi-nating />-nitrotoluene. > It has also been prepared by treating -nitrobenzyl alcohol with hydrobromic acid, and by nitrating benzyl bromide. ... 

Problem 17.6 Outline the synthesis of phenyl p-nitrobenzyl ether from any of these starting materials toluene, bromobenzenc, phenol. (Caution Double-check the nitration stage.)... 

A chromogenic crown ether (AA -bis-(2-hydroxy-5-nitrobenzyl)4,13-diazadibenzo-18-crown-6) in a mixed micellar medium was proposed for the determination of Cd in water (the detection limit was 6 ppb) [1]. The preconcentration of Cd on a chelating resin prepared by coupling Pyrocatechol Violet to Amberlite XAD-2 was studied [2]. Quantitative adsorption was achieved at pH 5-7. Nitric acid (4 M) was used as elluent. The effects of various anions (fluoride, chloride, nitrate, sulfate and phosphate) on the adsorption of Cd (Zn, Pb(Il) and Ni) were investigated. 

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