Tris hydroxymethyl nitromethane

2 C-HYDROXYMETHYL COMPOUNDS 3.2.1. Tris(hydroxymethyl)nitromethane C4H9O5 

2-hydroxymethyl-2-nitro-1,3-propandiol, trimethylolnitromethane, Tris Nitro DOW-ANGUS, SIGMA ALDRICH 

200 in water very soluble in alcohols, practically insoluble in hydrocarbons such as heptane, kerosene, mineral oil, benzene, toluene 

Acute toxicity for a 50% aqueous solution (Source DOW-ANGUS) 

In tests with rabbits non irritant to the skin and mucous membrane. 

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Tris(hydroxymethyl)nitromethane," Reregistration Eligibility Decision, U.S. EPA, Washington, D.C., 1993. 

Tris-(hydroxymethyl)nitromethane [2-(hydroxymethyl)-2-nitro-l,3-propanediol] [126-11-4] M 151.1, m 174-175°(dec, tech grade), 214°(pure). Crystd from CHCl3/ethyl acetate or ethyl acetate/ benzene. It is an acid and a O.IM sol in H2O has pH 4.5. IRRITANT. 

Nitromethane is reacted with formaldehyde to give tris(hydroxymethyl)nitromethane in an initial step. This Intermediate may be reduced by catalytic hydrogenation (U.S. Patent 2,174,242) or by electrolytic reduction (U.S. Patent 2,485,982),... 

Tris(hydroxymethyl)nitromethane See other non-metals, reducants See Tris(hydroxymethyl)nitromethane Hydrogen etc. 

The reaction between formaldehyde and compounds containing acidic protons is probably the most important route to polyols. Some of these polyols have been 0-nitrated and used as practical explosives. The condensation of nitromethane and nitroethane with excess formaldehyde in the presence of potassium hydrogen carbonate yields tris(hydroxymethyl)nitromethane (58) and l,l-bis(hydroxymethyl)nitroethane (60) respectively. The nitration of (58) and (60) with either absolute nitric acid or mixed acid gives the secondary high explosives, (59) and (61) respectively. 

Archibald, Coburn, and Hiskey at Los Alamos National Laboratory (LANL) have reported a synthesis of TNAZ (18) that gives an overall yield of 57 % and is suitable for large scale manufacture. Morton Thiokol in the US now manufactures TNAZ on a pilot plant scale via this route. This synthesis starts from readily available formaldehyde and nitromethane, which under base catalysis form tris(hydroxymethyl)nitromethane (35), and without isolation from... 

Tris-(hydroxymethyl)nitromethane see 2-(hydroxymethyl)-2-nitropropane-l,3-diol. 

Commercial Solvents Corporation Thickened Inorganic Oxidizer Salt Slurried Explosive Containing Tri (Hydroxymethyl)- Nitromethane and Air-Entrapping Material... 

See Tris(hydroxymethyl)nitromethane Hydrogen, etc. See other ORGANIC BASES... 

Hydroxymethyl-2-nitropropane-1,3-diol, see Tris(hydroxymethyl)nitromethane,... 

Chloro-5 -methylphenylhydroxylamine, 2792 3,4-Dichlorophenylhydroxylamine, 2236 2-Nitroanisole, Hydrogen, 2764 1,1,1 -Tris(azidomethyl)ethane, 1931 Tris(hydroxymethyl)nitromethane, 1658... 

Tris(hydroxymethyl)nitromethane, 1658 See also POLYNITROALKYL COMPOUNDS... 

Vigorous exothermic reaction with benzene + Raney nickel catalyst metals (e.g., lithium calcium barium strontium sodium potassium above 300°C) palladium(II) oxide palladium trifluoride l,l,l-tris(hydroxymethyl)nitromethane + nickel catalyst. 

Formylation of amines and alcohols. Behai,8 discoverer of the reagent, found that it reacts unidirectionally with simple alcohols to produce alkyl formates free from acetates. Hurd et al. J found that acetic-formic anhydride (prepared from formic acid and ketene) reacts quantitatively with aniline to give formanilide. Another study10 established that acetic-formic anhydride mixes endothermally with 2-nitro-2-methyl-l-propanol, exothermally with 2-nitro-2-methyl-l,3-propanediol, and displays no appreciable temperature effect with either 2-nitro-l-butanol or tris-(hydroxymethyl)-nitromethane. Formic esters are favored by avoiding a high reaction temperature and by not using sulfuric acid as catalyst. The mixed anhydride has been used for the preparation of formyl fluoride.11... 

S. T. Sump Saver Tablets. [Angus] Tris (hydroxymethyl) nitromethane antibacterial agent preservative for metalwoildng fluids. 

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