Transformations of polycyclic musks AHTN and HHCB upon disinfection with hypochlorite: two new chlorinated disinfection by-products (CDBP) of AHTN and a possible source for HHCB-lactone.
نویسندگان
چکیده
In this work, the behavior of the polycyclic musks 6-acetyl-1,1,2,4,4,7-hexamethyltetraline (AHTN) and 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-γ-2-benzopyran (HHCB) was investigated upon disinfection by using sodium hypochlorite as disinfectant in a model disinfection basin in order to find new disinfection by-products (DBP). In the case of AHTN, the carboxylic acid 3,5,5,6,8,8-hexamethyl-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid (AHTN-COOH) was generated by a haloform reaction, being the origin for two new chlorinated DBPs. In the case of HHCB, disinfection via hypochlorite led to the HHCB-lactone. All reaction products and intermediates were synthesized and isolated. The relevant degradation mechanisms are discussed in detail.
منابع مشابه
Bioconcentration and acute toxicity of polycyclic musks in two benthic organisms (Chironomus riparius and Lumbriculus variegatus).
In the current study, the bioconcentration behavior and acute toxicity of two polycyclic musks, Tonalide 7-acetyl-1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthalene (AHTN) and Galaxolide 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexa-methylcyclopenta[gamma]-2-benzopyran (HHCB), were studied in two benthic organisms. Polycyclic musks are frequently used fragrances, and they have been detected in diffe...
متن کاملEco-toxicological effect of polycyclic musks for C. elegans
Laundry detergents, soaps and cosmetics often include fragrance compounds such as 7-acetyl1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydro naphthalene (AHTN) and 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8hexamethylcyclopenta-γ-2-benzopyran (HHCB), that are polycyclic musks (PCMs). We assessed the potential toxicological effects associated with AHTN and HHCB using Caenorhabditis elegans (C. elegans) as a model ...
متن کاملSynthetic musk fragrances in human milk from the United States.
Synthetic musk compounds are used as additives in many consumer products, including perfumes, deodorants, and detergents. Earlier studies have reported the occurrence of synthetic musks in environmental and wildlife samples collected in the United States. In this study, human breast milk samples collected from Massachusetts, were analyzed for the determination of concentrations of synthetic mus...
متن کاملSynthetic musk fragrances in Lake Michigan.
Synthetic musk fragrances are added to a wide variety of personal care and household products and are present in treated wastewater effluent. Here we report for the first time ambient air and water measurements of six polycyclic musks (AHTN, HHCB, ATII, ADBI, AHMI, and DPMI) and two nitro musks (musk xylene and musk ketone) in North America. The compounds were measured in the air and water of L...
متن کاملDistribution and elimination of polycyclic musks in three sewage treatment plants of Beijing, China.
The two representative polycyclic musks, 1-(5,6,7,8-tetrahydro-3,5,5,6,8,8-hexamethyl-2-naphthenyl)-ethanone (AHTN) and 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[g]-2-benzopyrane (HHCB), were measured in aqueous samples and sludge samples of three sewage treatment plants (STPs) in Beijing, China using a gas chromatograph-mass spectrometry. The HHCB and AHTN concentration ranges in ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Analytical and bioanalytical chemistry
دوره 399 10 شماره
صفحات -
تاریخ انتشار 2011