Merck
  • 33233
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33233

Sigma-Aldrich

Hexamethylenetetramine

puriss. p.a., reag. Ph. Eur., ≥99.5% (calc. to the dried substance)

Synonym(s):
1,3,5,7-Tetraazatricyclo[3.3.1.13,7]decane, Hexamine, Methenamine, Urotropine
Empirical Formula (Hill Notation):
C6H12N4
CAS Number:
Molecular Weight:
140.19
Beilstein:
2018
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Agency

USP/NF
reag. Ph. Eur.

Quality Level

vapor pressure

<0.01 mmHg ( 20 °C)

grade

puriss. p.a.

Assay

≥99.5% (calc. to the dried substance)

form

solid

autoignition temp.

770 °F

impurities

≤0.001% heavy metals (as Pb)
≤0.01% ammonium (NH4)

ign. residue

≤0.01% (as SO4)

pH

8.5-9.5 (20 °C, 10%)

mp

280 °C (subl.) (lit.)

solubility

H2O: soluble

anion traces

chloride (Cl-): ≤20 mg/kg
sulfate (SO42-): ≤50 mg/kg

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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Hexamethylenetetramine puriss. p.a., reag. Ph. Eur., &#8805;99.5% (calc. to the dried substance)

Sigma-Aldrich

33233

Hexamethylenetetramine

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

Sigma-Aldrich

15614

Hexamethylenetetramine

grade

puriss. p.a.

grade

-

grade

-

grade

-

assay

≥99.5% (calc. to the dried substance)

assay

≥99.0%

assay

≥99.0% (perchloric acid titration)

assay

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

form

solid

form

powder

form

solid

form

solid

impurities

≤0.001% heavy metals (as Pb), ≤0.01% ammonium (NH4)

impurities

-

impurities

-

impurities

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

mp

280 °C (subl.) (lit.)

mp

280 °C (subl.) (lit.)

mp

-

mp

280 °C (subl.) (lit.)

solubility

H2O: soluble

solubility

H2O: soluble

solubility

soluble 895 g/L

solubility

H2O: soluble

General description

Hexamethylenetetramine is a hexamine. It participates in Duff reaction for the synthesis of o-hydroxybenzaldehyde derivatives.

Application

Hexamethylenetetramine may be used as reagent in the synthesis of 3 and 5-aldehydo salicylic acid, and 2-hydroxy naphthaldehyde, via reaction with salicylic acid and β-naphthol respectively, followed by the treatment with HCl (hydrolysis). It may be used for the synthesis of phenolic aldehydes. It may be used as formylating reagent for the synthesis of various aldehydes.
It has been used for the preparation of ceria nanoparticles, via precipitation method.

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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