Hexamethylenetetramine

The Hexamethylenetetramine is an organic compound with the formula C₆H₁₂N₄. The systematic name of this chemical is 1,3,5,7-tetraazatricyclo[3.3.1.1^3,7]decane. With the CAS registry number 100-97-0, it is also named as 1,3,5,7-tetraazaadamantane. The product's categories are Organics; Amination; Synthetic Organic Chemistry; Organic Chemicals. Besides, it is a white crystalline powder, which should be stored in a cool and ventilated place.

The Hexamethylenetetramine is used in the plastics indusrty, as a solid fuel and in some drugs. The term methenamine (an International Nonproprietary Name) is more common in its medicinal uses, and hexamine is more common in commercial uses. The primary use of Hexamethylenetetramine is in the manufacture of powdery or liquid preparations of phenolic resins and phenolic resin moulding compounds, where hexamine is added as a hardening component. These products are used as binders, e.g. in brake and clutch linings, abrasive products, non-woven textiles, formed parts produced by moulding processes, and fireproof materials. Hexamethylenetetramine is also used as an accelerator for rubber. It is used to some extent in medicine as an internal.

Physical properties about Hexamethylenetetramine are: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 12.039; (4)ACD/KOC (pH 7.4): 19.127; (5)#H bond acceptors: 4; (6)Polar Surface Area: 12.96 Å²; (7)Index of Refraction: 1.731; (8)Molar Refractivity: 39.223 cm³; (9)Molar Volume: 98.175 cm³; (10)Polarizability: 15.549×10^-24cm³; (11)Surface Tension: 73.069 dyne/cm; (12)Density: 1.428 g/cm³; (13)Flash Point: 103.945 °C; (14)Enthalpy of Vaporization: 49.006 kJ/mol; (15)Boiling Point: 252.704 °C at 760 mmHg; (16)Vapour Pressure: 0.019 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,3,5,7-tetranitro-[1,3,5,7]tetrazocane. This reaction will need reagent 1-benzyl-1,4-dihydronicotinamide (BNAH, 1) and solvent dimethylformamide. The reaction time is 24 hours. The yield is about 100%.

Uses of Hexamethylenetetramine: it can be used to produce 5-tert-butyl-2-hydroxy-isophthalaldehyde by heating. It will need reagent TFA with reaction time of 24 hours. The yield is about 65%.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable. Besides, this chemical may cause sensitisation by inhalation and skin contact. When you are using it, Wear suitable gloves, do not breathe dust, avoid contact with skin and keep away from sources of ignition - No smoking.

You can still convert the following datas into molecular structure:
(1)SMILES: C1N2CN3CN1CN(C2)C3
(2)InChI: InChI=1/C6H12N4/c1-7-2-9-4-8(1)5-10(3-7)6-9/h1-6H2 CopyCopied
(3)InChIKey: VKYKSIONXSXAKP-UHFFFAOYAW
(4)Std. InChI: InChI=1S/C6H12N4/c1-7-2-9-4-8(1)5-10(3-7)6-9/h1-6H2
(5)Std. InChIKey: VKYKSIONXSXAKP-UHFFFAOYSA-N

The toxicity data is as follows: