Chlorination and monochloramination of 3-aminophenol: kinetics and formation of first by-products.

Abstract:

:Aminophenols (AP) are synthetic intermediates in pharmaceutical, photographic and chemical dye industry. They can be released into the environment from wastewater and can react during water treatment processes. Therefore, it was interesting to study the oxidation of AP with chlorine and monochloramine in aqueous solution. In particular, the chlorination and monochloramination of 3-aminophenol (3AP) were investigated, and the formation of first by-products and kinetic rates were determined. The chlorination rate was 3.6 × 10(5) times greater than the monochloramination rate at pH 8.6. Two reaction pathways can explain the variation of the monochloramination apparent rate constant with pH. The first one was an electrophilic substitution of Cl(+) on the aromatic ring of the non-ionized 3AP, leading to the formation of chloroaminophenol, with an individual rate constant of 6.7 × 10(2) M(-1) h(-1). The second reaction pathway was a monochloramine attack on the amino group of 3AP catalyzed at acidic pH with an individual rate constant of 9.2 × 10(9) × M(-2) × h(-1).

journal_name

Environ Technol

journal_title

Environmental technology

authors

Abou Mehrez O,Dossier-Berne F,Legube B

doi

10.1080/09593330.2015.1025859

subject

Has Abstract

pub_date

2015-01-01 00:00:00

pages

2255-63

issue

17

eissn

0959-3330

issn

1479-487X

journal_volume

36

pub_type

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