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Key Documents

H11300

Sigma-Aldrich

Hexamethylenetetramine

ReagentPlus®, 99%

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:
Molecular Weight:
140.19
Beilstein:
2018
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor pressure

<0.01 mmHg ( 20 °C)

Quality Level

product line

ReagentPlus®

Assay

99%

autoignition temp.

770 °F

mp

280 °C (subl.) (lit.)

solubility

H2O: soluble

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 (HMT), a water-soluble and cage-like organic building block, is employed to form novel coordination polymers. Its ability to inhibit the corrosion of mild steel in sulfuric acid solution has been investigated. The piezoelectric effect observed in the crystals of HMT has been analyzed. The preparation of certain binary, ternary and quaternary metal oxides via solution combustion technique using HMT as a fuel has been described.

Application

Hexamethylenetetramine may be used to synthesize:
  • nitrogen-doped yellowish rutile titania
  • nitrogen-doped graphene sheets (NGS)
  • highly stable graphene aqueous dispersions

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Stable aqueous dispersions of graphene prepared with hexamethylenetetramine as a reductant.
Shen X, et al.
Journal of Colloid and Interface Science, 354(2), 493-497 (2011)
Hydrothermal preparation of nitrogen-doped graphene sheets via hexamethylenetetramine for application as supercapacitor electrodes.
Lee JW, et al.
Electrochimica Acta, 85, 459-466 (2012)
Hexamethylenetetramine: a new fuel for solution combustion synthesis of complex metal oxides.
Prakash AS, et al.
J. Mater. Synth. Process, 10(3), 135-141 (2002)
Preparation of nitrogen-doped titania with high visible light induced photocatalytic activity by mechanochemical reaction of titania and hexamethylenetetramine.
Yin S, et al.
Journal of Materials Chemistry, 13(12), 2996-3001 (2003)
Hexamethylenetetramine: an old new building block for design of coordination polymers.
Kirillov AM.
Coordination Chemistry Reviews, 255(15), 1603-1622 (2011)

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