Hexamine


Introduction

Hexamine is an organic heterocyclic molecule. It has a crystalline as well as white aspect. The particle sizes vary between 80 and 800 mm. It is somewhat water-soluble and also soluble in the majority of polar solvents. It seems to have a cage-like geometry. This has 2 distinct applications: as an antibiotic (generally known as methenamine hippurate) as well as a solid fuel tablet being used for cooking during camping/trekking. It may be used to make various chemical products such as polymers, medicines, and rubber preservatives.

What is Hexamine?

Hexamine, often termed Methenamine, Hexamethylenetetramine, as well as Urotropin, has been formed by mixing $\mathrm{HCHO}$ with $\mathrm{NH_{3}}$. It takes the form of a white odourless crystalline powder or perhaps even a colourless glossy crystal that seems to be extremely water-soluble but also highly combustible.

Synthesis, Structure, Reactivity of Hexamine

Aleksandr Butlerov developed hexamine powder in 1859. It must be developed in the industrial sector by synthesising ammonia with formaldehyde. Such reaction may be carried out in both the gas as well as solution phases.

The structure has a symmetric tetrahedral cage-like shape, comparable to adamantane, with methylene bonds at the "edges" as well as 𝑁 atoms at the 4 "corners." Given the fact that their chemical form represents a cage, neither of the vacant space only at the core is accessible for binding additional molecules. After N-alkylation as well as protonation, the compound acts similarly to an amine base. This is a strong base that may generate ammonium salts when it reacts with acids. Hexamine is indeed a reducing agent that may convert $\mathrm{CO_{2}\:to\:CH_{4}}$, making it highly stable.

Properties of Hexamine

Physical properties of Hexamine

  • It has the following molecular formula as $\mathrm{C_{6}H_{12}N_{4}}$.

  • It looks like a white crystalline and colourless solid.

  • It has a density of 1.33 𝑔/π‘π‘š3.

  • It has a molecular mass of 140.186 g/mol.

  • Its boiling point may be stated as "Sublimes."

  • Its melting point would be 280 degrees Celsius.

  • It has a fishy odour, like $\mathrm{NH_{3}}$.

Chemical properties of Hexamine

  • Nitric acid reacts with hexamine to produce 1,3,5-trinitro hexahydro-1,3,5- triazine.

  • Hexamine has been treated with an equal proportion of hydrochloric acid to generate the hydrochloride salt.

  • $$\mathrm{(CH_{3})_{6}N_{4}\:+\:HCl\:\rightarrow\:(CH_{3})_{6}N_{4}.HCl}$$

Applications of Hexamine

  • Hexamine is often employed in the synthesis of deodorants, hair fixers, as well as in rubber & textile glue, paints as well as lacquers, or even in the photography industry.

  • Hexamine has been primarily used in the manufacturing of powdered or liquid phenolic resin formulations, wherein it could even be introduced as a hard reagent. Such compounds are utilised as binders in a variety of applications, including brake as well as clutch linings, abrasive goods, non- woven fabrics, or rather fire-resistant substances.

  • Organic scientists utilise hexamine as a chemical reagent in various complicated chemical reactions, therefore it has been frequently used in education. They're used in scientific tests to figure out the individuality of such an undiscovered substance in a solution.

  • Hexamine is often used as a food ingredient in cheese, canned salmon, as well as caviar and to inhibit the formation of fungus or even germs.

Medical Uses of Hexamine

  • Hexamine is indeed a medication used for treating urinary system infections. Their application was partially restricted in the 1990s because of the negative consequences of excessive intake, but this has subsequently been reapproved owing to the premise that germs cannot acquire resistance to formaldehyde.

  • It can be used to alleviate associated odour with excessive sweat as a spray and even an ointment.

Solid Fuel

  • The hexamine fuel tablets element, along with 1,3,5-trioxane, has been used by enthusiasts, relief, and especially military groups to heat camp meals as well as military supplies. This even burns smokeless and seems to have a high energy density of 30.0 MJ/kg, doesn't often liquefy when blazing, as well as leaves no ash, while emitting hazardous fumes.

  • To evaluate the combustibility of rugs or even carpets, fire-protection labs employ 0.149 g standardised hexamine tablets as both a clean as well as a reliable fire source.

Food Additive

Hexamine could have been used as an antioxidant in food (having the INS no. 239). It's often allowed for use for this activity in the EU and is classified with E code E239. Yet, this is not permitted in other nations, including Russia, the United States, Australia, as well as New Zealand.

Reagent in Organic Chemistry

In organic chemistry, the hexamine molecule seems to be a useful reagent. It is useful in the Delepine reaction (amine formation using alkyl halides), the Duff reaction (arene formylation), as well as the Sommelet reaction (by the conversion of benzyl halides into aldehydes).

Explosives

Hexamine is indeed a key factor in the synthesis of RDX, 𝐢– 4 and Octogen, HMTD, hexamine dinitrate, as well as hexamine the piper chlorate.

Health Hazards Associated with Hexamine

Common symptoms are mucous membrane inflammation, eye discomfort, upper respiratory skin and tract irritation. Difficulty in breathing as well as coughing may result from consuming this molecule. It produces rashes, itching, soreness, as well as burns whenever it gets into touch with the skin. In contrast, it produces impaired vision, and discomfort, when it gets into touch with the eyes.

Conclusion

Hexamine has the structural formula $\mathrm{C_{6}H_{12}N_{4}}$ and is often named Hexamethylenetetramine. Methanal, as well as ammonia, have been combined to produce hexamine. The reaction could be carried out in both gas as well as liquid phases. The crystalline substance is however exploited as a reagent in chemistry, a food enhancer as a stabilising agent, as well as a base element in the production of some explosions. The chemical is poisonous and might even be hazardous if inhaled, ingested, or absorbed via the skin.

FAQs

1. Is hexamine basic or acidic?

Although hexamine is degradable in such a slightly acidic solution that decomposed products of ammonia, as well as formaldehyde, could be produced, the efficient electrophoretic mobility of hexamine has been determined within the pH range of 2.8 to 6.9.

2. How often do hexamine tablets last?

When you can ignite the small hexamine fuel tablet, this would blaze hot as well as rapidly for approximately 5-10 mins, precisely sufficient to raise roughly 240 mL of water to a boil, if properly insulated from the wind.

3. What is the source of hexamine?

Caldic in the Netherlands, INEOS in Germany, as well as Hexion in Italy are the leftover suppliers. Thales Australia Ltd supplies Hexamine Tablets for fuel within Australia. Abiya produces Hexamine in MΓ©xico.

4. Which solid fuel has been the most reliable?

Anthracite is among the more long-lasting and thus effective fuels when burned alone, although this would be tough to ignite when you're not habituated to it.

5. What would be the methenamine mechanism?

Methenamine has been hydrolyzed to ammonia as well as formaldehyde during an acidic condition. Its mode of action is primarily based on the generation of bactericidal methanal, which seems to have nonspecific antibacterial action through inactivating bacteria's proteins as well as nucleic acid.

Updated on: 23-Apr-2024
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