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33233

Hexamethylenetetramine

Name: Hexamethylenetetramine
Brand: SIAL

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

Synonym(s):

1,3,5,7-Tetraazatricyclo[3.3.1.1^3,7]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

NACRES:

NA.21

PubChem Substance ID:

57648782

UNSPSC Code:

12352100

EC Number:

202-905-8

MDL number:

MFCD00006895

Beilstein/REAXYS Number:

2018

Assay:

≥99.5% (calc. to the dried substance)

Form:

solid

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Properties

Product Name

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

Quality Level

100

agency

USP/NF, reag. Ph. Eur.

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 (SO₄^2-): ≤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

Description

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.

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pictograms

GHS02,GHS07

signalword

Warning

hcodes

H228,H317

pcodes

P210 - P240 - P241 - P261 - P280 - P302 + P352

Hazard Classifications

Flam. Sol. 2 - Skin Sens. 1B

Storage Class

4.1B - Flammable solid hazardous materials

wgk

WGK 1

flash_point_f

482.0 °F - closed cup

flash_point_c

250 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

危险化学品

易制爆化学品

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96. A new general method for the preparation of o-hydroxyaldehydes from phenols and hexamethylenetetramine.

Duff JC.

Journal of the Chemical Society, 547-550 (1941)

Formylation of aromatic compounds with hexamethylenetetramine and trifluoroacetic acid.

Smith WE.

The Journal of Organic Chemistry, 37(24), 3972-3973 (1972)

Degradation mitigation in polymer electrolyte membranes using cerium oxide as a regenerative free-radical scavenger.

Trogadas P, et al.

Electrochemical and Solid-State Letters, 11(7), B113-B116 (2008)

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Global Trade Item Number

SKU	GTIN
33233-1KG-R	04061834411789
33233-100G-R	04061826736678
33233-500G-R	04061826736685