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15614

Sigma-Aldrich

Hexamethylenetetramine

meets analytical specification of Ph. Eur., BP, 99-100.5% (calc. to the dried substance)

Synonym(s):

1,3,5,7-Tetraazatricyclo[3.3.1.13,7]decane, Hexamine, Methenamine, Urotropine

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About This Item

Empirical Formula (Hill Notation):
C6H12N4
CAS Number:
100-97-0
Molecular Weight:
140.19
Beilstein:
2018
EC Number:
202-905-8
MDL number:
MFCD00006895
UNSPSC Code:
12352116
PubChem Substance ID:
57647507
NACRES:
NA.21

vapor pressure

<0.01 mmHg ( 20 °C)

Quality Level

200

Assay

99-100.5% (calc. to the dried substance)

form

solid

autoignition temp.

770 °F

quality

meets analytical specification of Ph. Eur., BP

impurities

acidic and alkalic reac. substances, complies
 residual solvents, in accordance
≤0.002% heavy metals (as Pb)
≤0.005% free formaldehyde

loss

≤2% loss on drying

mp

280 °C (subl.) (lit.)

solubility

H2O: soluble

anion traces

chloride (Cl-): ≤100 mg/kg
sulfate (SO42-): ≤100 mg/kg

suitability

complies for appearance of solution

application(s)

pharmaceutical (small molecule)

SMILES string

C1N2CN3CN1CN(C2)C3

InChI

1S/C6H12N4/c1-7-2-9-4-8(1)5-10(3-7)6-9/h1-6H2

InChI key

VKYKSIONXSXAKP-UHFFFAOYSA-N

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Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H228,H317

Hazard Classifications

Flam. Sol. 2 - Skin Sens. 1B

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 1

Flash Point(F)

482.0 °F - closed cup

Flash Point(C)

250 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK6397
STBK3511
STBJ9917
STBJ6154
STBJ4184

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E M Rodríguez et al.
Histochemistry, 81(3), 253-263 (1984-01-01)
The use of butyl-methyl-methacrylate embedding and the application of the silver methenamine (SM) method as a poststaining of the immunoperoxidase-DAB (IP) procedure led to the standardization of several useful methods for the visualization of tissue antigens at the light and
Enhanced quantum dot deposition on ZnO nanorods for photovoltaics through layer-by-layer processing.
<BIG>Joe Briscoe</BIG>
Journal of Materials Chemistry, 2517-2523 (2011)
Andreas Lemmerer et al.
Chemical communications (Cambridge, England), 48(13), 1883-1885 (2011-12-03)
The tetrahedral arrangement of hydrogen bonding donor and acceptor groups is used to rationalise the design of a diamondoid network; however, a single proton transfer renders the four sites inequivalent, and results in two polymorphs of the title molecular salt
Lorena Vidal et al.
Journal of chromatography. A, 1285, 7-14 (2013-03-12)
Quaternary ammonium-functionalized silica materials were synthesized and applied for solid-phase extraction (SPE) of aromatic amines, which are classified as priority pollutants by US Environmental Protection Agency. Hexamethylenetetramine used for silica surface modification for the first time was employed as SPE
Bon San B Lee et al.
The Cochrane database of systematic reviews, 10, CD003265-CD003265 (2012-10-19)
Methenamine salts are often used as an alternative to antibiotics for the prevention of urinary tract infection (UTI). This review was first published in Issue 1, 2002 and updated in Issue 4, 2007. To assess the benefits and harms of
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