33233

Hexamethylenetetramine

≥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
• 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

Properties

• Product Name: Hexamethylenetetramine, puriss. p.a., reag. Ph. Eur., ≥99.5% (calc. to the dried substance)
• Quality Segment: 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.

Safety Information

• 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
• 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