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Sigma-Aldrich

Tris(hydroxymethyl)nitromethane

98%

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Synonym(s):
2-Hydroxymethyl-2-nitro-1,3-propanediol
Linear Formula:
NO2C(CH2OH)3
CAS Number:
126-11-4
Molecular Weight:
151.12
Beilstein:
1768985
EC Number:
204-769-5
MDL number:
MFCD00007395
UNSPSC Code:
12352100
PubChem Substance ID:
24846654
NACRES:
NA.22

Assay

98%

form

solid

mp

160 °C (dec.) (lit.)

solubility

H2O: soluble 220g/100ml at 20 °C
alcohols: freely soluble
benzene: very slightly soluble
hydrocarbons: very slightly soluble

SMILES string

OCC(CO)(CO)[N+]([O-])=O

InChI

1S/C4H9NO5/c6-1-4(2-7,3-8)5(9)10/h6-8H,1-3H2

InChI key

OLQJQHSAWMFDJE-UHFFFAOYSA-N

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General description

Tris(hydroxymethyl)nitromethane undergoes crosslinking with hexamethylene diisocyanate to form monolithic energetic gels. It is an effective hardener for variety of tannin-based adhesives.

Preparation Note

220 g of Tris(hydroxymethyl)nitromethane dissolves in 100 ml of water at 20°C.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H412

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A no-aldehyde emission hardener for tannin-based wood adhesives for exterior panels
Trosa A and Pizzi A.
European Journal of Wood and Wood Products, 59(4), 266-271 (2001)
Nanostructured Energetic Composites of CL-20 and Binders Synthesized by Sol Gel Methods.
Li J and Brill TB.
Propellants, Explosives, Pyrotechnics, 31(1), 61-69 (2006)
M H Robertson et al.
Archives of dermatology, 118(12), 997-1002 (1982-12-01)
Two machinists were seen whose chronic hand dermatitis was explained by allergic sensitivity to a biocide, Tris Nitro (2-[hydroxymethyl]-2-nitro-1,3-propanediol), which was added to their metalworking fluids (cutting oils) to prevent rancidity. The cause of the men's difficulty was first suspected
Bacterial inhibitors for cutting oil.
H O WHEELER et al.
Applied microbiology, 4(3), 122-126 (1956-05-01)
MiJung Kim et al.
Investigative ophthalmology & visual science, 55(5), 3247-3257 (2014-04-12)
The efficacy of therapeutic cross-linking of the cornea using riboflavin photochemistry (commonly abbreviated as CXL) has caused its use to become widespread. Because there are known chemical agents that cross-link collagenous tissues, it may be possible to cross-link tissue pharmacologically.

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