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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:
100-97-0
Molecular Weight:
140.19
Beilstein:
2018
EC Number:
202-905-8
MDL number:
MFCD00006895
UNSPSC Code:
12352100
PubChem Substance ID:
57654228
NACRES:
NA.21
Pricing and availability is not currently available.

vapor pressure

<0.01 mmHg ( 20 °C)

Quality Level

200

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.[1] Its ability to inhibit the corrosion of mild steel in sulfuric acid solution has been investigated.[2] The piezoelectric effect observed in the crystals of HMT has been analyzed.[3] The preparation of certain binary, ternary and quaternary metal oxides via solution combustion technique using HMT as a fuel has been described.[4]

Application

Hexamethylenetetramine may be used to synthesize:
  • nitrogen-doped yellowish rutile titania[5]
  • nitrogen-doped graphene sheets (NGS)[6]
  • highly stable graphene aqueous dispersions[7]

Legal Information

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

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
SDBB0458
STBL3592
STBK6244
STBK9642
STBK8226

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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)
Hydrothermal preparation of nitrogen-doped graphene sheets via hexamethylenetetramine for application as supercapacitor electrodes.
Lee JW, et al.
Electrochimica Acta, 85, 459-466 (2012)
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)
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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Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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