Monochloramine

[5] Chloramine is commonly used in low concentrations as a secondary disinfectant in municipal water distribution systems as an alternative to chlorination.

Chloramine also has a much lower, but still active, tendency than free chlorine to convert organic materials into chlorocarbons such as chloroform and carbon tetrachloride.

Such compounds have been identified as carcinogens and in 1979 the United States Environmental Protection Agency (EPA) began regulating their levels in US drinking water.

[7][clarification needed] Due to its acidic nature, adding chloramine to the water supply may increase exposure to lead in drinking water, especially in areas with older housing; this exposure can result in increased lead levels in the bloodstream, which may pose a significant health risk.

[8] In swimming pools, chloramines are formed by the reaction of free chlorine with amine groups present in organic substances, mainly those biological in origin (e.g., urea in sweat and urine).

Chloramines, compared to free chlorine, are both less effective as a sanitizer and, if not managed correctly, more irritating to the eyes of swimmers.

[18][19] Both iodinated disinfection by-products and N-nitrosodimethylamine have been shown to be genotoxic, causing damage to the genetic information within a cell resulting in mutations which may lead to cancer.

[21] Trenton, Missouri made the same switch, causing about one quarter of tested households to exceed EPA drinking water lead limits in the period from 2017 to 2019.

The acting chlorinating agent in this reaction is hypochlorous acid (HOCl), which has to be generated by protonation of hypochlorite, and then reacts in a nucleophilic substitution of the hydroxyl against the amino group.

The chloramine solution can be concentrated by vacuum distillation and by passing the vapor through potassium carbonate which absorbs the water.

Stereo, skeletal formula of chloramine with all explicit hydrogens added
Stereo, skeletal formula of chloramine with all explicit hydrogens added
Spacefill model of chloramine
Spacefill model of chloramine
NFPA 704 four-colored diamond Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil Instability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calcium Special hazard ACID: Acid