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55321

Supelco

Hexamethylenetetramine

Synonym(s):
E239, Urotropine, Methenamine, Hexamine, 1,3,5,7-Tetraazatricyclo[3.3.1.13,7]decane
Empirical Formula (Hill Notation):
C6H12N4
CAS Number:
Molecular Weight:
140.19
Beilstein:
2018
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

analytical standard

vapor pressure

<0.01 mmHg ( 20 °C)

assay

≥99.0% (GC)

autoignition temp.

770 °F

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤1.0% water

mp

280 °C (subl.) (lit.)

solubility

H2O: soluble

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

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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General description

Hexamethylenetetramine is an organic compound and drug, commonly used in the treatment of human urinary infections. It is also widely used as a raw material of explosive compounds and accelerator in rubber vulcanization.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Hexamethylenetetramine may be used as an analytical reference standard for the determination of the analyte in water samples and pharmaceutical formulations using analytical techniques.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

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

Certificate of Analysis

Certificate of Origin

Gas chromatographic determination of trace amounts of hexamethylenetetramine in water using an iodine charge-transfer complex
Koga M, et al.
Analytical Sciences, 1(4), 381-384 (1985)
Spectrophotometric, Spectrofluorimetric And High Performance Liquid Chromatographic Method For The Determination Of Hexamine In Tablets
Balasubramanian.M, et al.
Indian Journal of Pharmaceutical Sciences, 65(6), 643-643 (2003)
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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