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Merck
CN

52710

Hexamethylenetetramine

puriss., ACS reagent, ≥99.0% (T)

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
EC Number:
202-905-8
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
2018
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vapor pressure

<0.01 mmHg ( 20 °C)

grade

ACS reagent, puriss.

assay

≥99.0% (T)

autoignition temp.

770 °F

mp

280 °C (subl.) (lit.)

solubility

H2O: 0.1 g/mL, clear

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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Other Notes

A versatile reagent for the preparation of primary amines, aromatic formyl groups and N-heterocycles

pictograms

FlameExclamation mark

signalword

Warning

hcodes

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

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Formylation of aromatic compounds with hexamethylenetetramine and trifluoroacetic acid.
Smith WE.
The Journal of Organic Chemistry, 37(2), 3972-3973 (1972)
A new general method for the preparation of o-hydroxyaldehydes from phenols and hexamethylenetetramine.
Duff JC.
Journal of the Chemical Society, 547-550 (1941)
N. Blazevic et al.
Synthesis, 161-161 (1979)
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)
Jianguo Hu et al.
Talanta, 93, 345-349 (2012-04-10)
A green, one-step method for synthesis of graphene-Au nanoparticles (graphene-AuNPs) was introduced in this article, using an environmentally benign hexamethylenetetramine (HMTA) as reducing and stabilizing agent. HMTA slowly was hydrolyzed to generate aldehyde ammonia to reduce graphene oxides (GO) and

Global Trade Item Number

SKUGTIN
PH017288-1G04054839952012

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