Tris Nitro

TRIS NITRO is an anti-microbial agent particularly suited for the control of bacteria and slimes in industrial applications. It is available as a 50% aqueous solution of tris-(hydroxymethyl)nitromethane. 

Purified TRIS NITRO is a white crystalline solid which is quite stable when dry. At its melting point crystalline TRIS NITRO decomposes slowly, but there is no tendency for this decomposition to become self-sustaining because the reaction is endothermic. 

TRIS NITRO is highly soluble in water and is quite stable in neutral or weakly acidic solution. However, in slightly alkaline solution TRIS NITRO slowly decomposes to release formaldehyde. Formaldehyde is released more rapidly as pH is increased. This release can be easily controlled by pH adjustment and/or temperature so that the working life of TRIS NITRO can be varied from a few minutes to several months according to conditions of use. 

Specifications of the 50% Aqueous Solution TRIS NITRO, % by wt Free formaldehyde, % by wt pH, as is Color, Gardner 

---

Cohn points out that position isomerism is of the greatest importance as regards the odours of isomerides, this is strikingly instanced in the case of the tri-nitro tertiary butyl xylenes since the only one possessing the powerful musk odour is that in which the nitro groups are situated each in the meta position to the two others again the ortho-amido-benzaldehyde has a strong odour but the meta and para isomerides are odourless. 

Tri nitro-1 -N aphthol (2,4,7 -Trinitro-1 -oxy-naphthalene). Yellow prisms from AcOH or benz, mp 145° (decompn). Sol in AcOH glac AcOH. Prepn from 2,4-dinitro-l-naphthol by mixed acid (nitric-sulfuric-acetic) nitration. The compound is extracted as the Na salt from... 

Compatibility. Mixts of equal amts of Pb tri-nitro-m-oxybenzoate with PA, TNT, RDX, PETN, K chlorate, AN or Sb2S3, when stored for 40 days in a dry atm at 50°, did not show any weight variation... 

Biocides that function as formaldehyde-releasers comprise about 60 % of total sales of antimicrobials (29). Thus, such antimicrobials are expected to be common additions to metalworking fluids. Examples of formaldehyde-releasing antimicrobials are tris(hydroxy methyl) nitromethane, trivially called tris nitro, 4,4 -(2-ethyl-2-... 

The pH of a metalworking fluid must be kept above neutrality in order to prevent acid corrosion of the metal In vitro, acid catalyzed nitrosation is optimized at pH 3.5 (4 0) however, it has been shown that In the presence of other catalysts, aqueous solutions of amines and nitrite leads to significant yields of nitrosamines at room temperature over the pH range of 6.4 to 11.0 (41). Furthermore, C-nitro-containing, formaldehyde-releasing biocides, such as bronopol or tris nitro, exert their potential catalytic effect in alkaline solution. It would thus be desirable to determine the optimum pH for a metalworking fluid that would lead to the lowest concentration of nitrosamine possible. 

The connection of the aromatic mono-, di- and tri-nitro compounds with phytochemical reduction follows from their activating action in alcoholic fermentation, known for a quarter century.The same applies equally to the excellent activating effect of cinnamic aldehyde its behavior during phytochemical eduction is described on pages 79 and 105. 

The mononitro derivatives of the 2-hydroxy 8-hydroxy quinolines are stable (Beil 21, 99-100). The di tri-nitro derivatives are less stable but not really explosive. These are described below... 

DNB — Dinitrobenzene DNCB — Dinitrochlorobenzene DNCr — Dinitiocresole DNPh — Dinitro-phenol DNT — 2,4, Dinitrotoluene EtN — Erythritol Tetranitrate HNDPhA — Hexanitio-diphenylamine MHeN — Mannitol Hexanitrace MNPh — Mononitrophenol MNT — Mononitrotoluene PA — Picric Acid PETN — Pentaerythritol Tetranitrate TNAn — Trinitroaniline TNAns — Tri-nitroanisole TNB — Trinitrobenzene TNCr — Trinitrocresole TNPh — Tri nitro phenol TNT —... 

Diaeetoxytriazaheptane, CgHiy O may be considered the parent compd of its tri-nitro deriy but is not used to prepare it lJ-Diacetoxy-2,4,6 trinitr0 2,4,6-triazabeptane l, 7-Diacetoxy-1, 3, 5, 7-tetramethylene-2,... 

X Trinitrobenzofuran, (called 2.6.X-Tri-nitro-diphenylenoxyd in Ger), yel ndls, mp 142-43° prepd from 2,6-dinitrodibenzofuran by heating with fuming HNO3 (Refs 1 3) Other props are given in the Refs. Yamasiro (Ref 5) also prepd 2,4,8- 2,4,7- 2,4,6- ... 

I, l-Is zmsthy T eihy lac state, H3C.C(CH3)2COOCH3 mw 116.16 may be considered as the parent compd of its tri-nitro deriv although not used to prep it. 

Tri nitro-2-acetamidoplienol, 2- Aceta mi do-3, 5,6- trim tr op he no I or 2-Hydroxy-3,4,6-tri-nitroacetanilide, It yel leaflets mp 151°. Was prepd by adding 2-acetamido-5-nitrophenol to nitric acid... 

Bis(picrylamino)-antbraquinone or 1,5-Dipicryl -diaminoantbraquinone[ca.U.ed 1.5-Bis(2-4.6-tri-nitro-anilino)-anthrachinon or 1.5-Bis-pikrylamino anthrachinon in Ger],... 

Copper Picrate will be described as Phenol, Tri-nitro, Copper Salt... 

The addition of mercuric nitrate is here written as a 1,4-addition, but 1,2-addition would give the same final product, and there is no evidence in the facts concerning benzene which enables us to choose between the alternative hypotheses. Toluene yields tri-nitro-m-cresol by a similar series of reactions, and it is clear that the nitro group in the addition product of mercuric nitrate and toluene has taken either the 2-, the 4-, or the 6-position, that is, one or the other of the positions activated by the methyl group. In the addition of mercuric nitrate to naphthalene, the nitro group correspondingly may be supposed to go to the active a-position. If the addition is 1,2-, the product on oxidation will yield a derivative of /J-naphthol. If it is 1,4-, it will yield a derivative of a-naphthol. The two possibilities are indicated below. 

His experiences and methods are told in a very interesting manner in his book, Tri-Nitro-Glycerine, as Applied in the Hoosac Tunnel, third edition, rewritten, New York and North Adams, 1874. 

Resorcinol, 5-Methyl, 2,4,6-Trinitro (2,4,6-Tri-nitro-3,5-dioxy-l-methyl benzene or eso-Trinitro-Orcinol). (02N)3C6(OH)2.CH3 mw 259.15 ... 

Hexonltro-3,3 -dimethyl-dlphenylamine or Bis(3-methyl-2,4,6-tri-nitro-phenyl)-amine, [CHJ.C4H(NOJ)3]2NH, bm tables (from ale), mp 60°. Can be prepd by warming 4,6-dinitro-3,3 -dimethyl-diphenyl amine with nitric acid(d 1.5) on a water bath. Its expl props were not investigated... 

---