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108189

Sigma-Aldrich

Tris(hydroxymethyl)nitromethane

98%

Synonym(s):

2-Hydroxymethyl-2-nitro-1,3-propanediol

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About This Item

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

functional group

amine
hydroxyl
nitro

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP1920
MKCP1394
MKCM5641
MKCL1139
MKBV8368V

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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
Ross C Beier et al.
Journal of food science, 84(6), 1501-1512 (2019-05-23)
Susceptibility profiles were determined for 111 Campylobacter coli strains obtained in 1998 to 1999 and 2015 from market age pigs and pork chops against 22 disinfectants and 9 antimicrobials. Resistance to tetracycline (TET) was observed in 44.4% of 1998 to
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)
Bacterial inhibitors for cutting oil.
H O WHEELER et al.
Applied microbiology, 4(3), 122-126 (1956-05-01)
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)
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