Trinitrobenzyl alcohol

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... 

Refs-. l)Beil-not found 2)Blatt,0SRD 2014(1944) Note.- No other R.efs were found for DNBzlN Trinitrobenzyl Alcohol, (02N)3C6H2.CH2.0H mw 243.13, N 17.28%, One isomer, 2,4,6-Trinitro-benzyl Alcohol, is described in the literature. It was first obtained by Reich et al(Ref 2) on heating 2,4,6-trinitrofeenzylbromide with water, as bm ndlsffrom benz + ligroin), mp 100° easily sol in ale, benz or ether moderately sol in hot w diffc sol in chlf or CS insol in ligroin. GangulyfRef... 

Trinitrobenzyl alcohol and trinitrobenzaldehyde are also formed, to the extent of about 10% of each, by side reactions during the prepn of HNS from TNT using Na hypochlorite (as mentioned above). They also appear in small amounts during the action of heat or light on TNT... 

A developed TLC plate for TNT (93) showed that the TNT and volatile impurities begin to vaporize and appear on the TLC plate between 125 and 135°C, corresponding to the first appearance of gas in the pyrolysis curve. Most of the TNT vaporizes, and is collected undecomposed since it is a relatively stable compound thermally. Within the temperature range where TNT dissociates exothermally, as indicated by the DTA curve, the following products appear 2,4.6-trinitrobenzyl alcohol ITNB-OH) 4.6-dinitroan-thranil (DNA) 1.3.5-trinitrobenzene (TNB) 2.4,6-trinitrobenzoic acid (TNB-a) and a trace of an unidentified compound. The combination of the precision of the TLC method with the characteristic colors of Ihe spray reagent make it relatively simple to identify all the major components found. 

In addition to the compds in Table 1, they obtained evidence for 2-hydroxylaraino4,6-dinitro-toluene, 2,4-diamino-6-nitrotoluene, 2,6-diamino-4-nitrotoluene, 2,4,6-trinitrobenzoic acid and (with considerable lack of confidence) 2,4,6-trinitrobenzyl alcohol. They confirmed that Ip , 6,6 -tetranitro-4,4 -azoxytoluerre is not a constituent of fresh urine, but may form from 4-hydroxylamino-2,6-dinitrotoluene when the urine is allowed to stand or during isolation procedures. They saw almost no unmetabolized TNT in urine. The urine of orally dosed rats and mice had a br t red color, but not that of dogs and rabbits. The radioactivity of labeled TNT was mainly excreted, but some ended up distributed in various organs... 

The following compounds were considered, 4,6-dinitroanthranil 2,4,6 trinitrobenzyl alcohol 2,4,6-trinitrobenzaldhyde 2,4,6-trinitrobenzoi acid trinitrobenzene, tetranitroazoxytoTuene 2,4,6-trinitrobenzonitrile picric acid 5-nitroso-2-nitrotoluene 3,5-dinitro-4 amino toluene and 2,4,6-trinitrobenzaldehyde oxime. From a comparison o the spectra it was concluded that benzaldoxime, anthranil and nitrile ar being produced. Compounds such as trinitrobenzaldehyde, trinitrolbenzoi acid and tribenzylalcohol did not show separate peaks from that of nitro... 

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