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Grain, vegetable, and fruit samples were collected from Xi'an City in Northwest China and analyzed for the characteristics, bio-accessibility, and dietary exposure of 22 phthalic acid esters (PAEs). All the studied PAEs were ubiquitously detected, except for diethyl phthalate in vegetables and fruits. In grains, the sum of detectable PAEs (∑22PAEs) varied between 0.0840 and 40.0 µg/g, with a mean of 4.19 µg/g, presenting rice > > beans > flour, and the major PAEs were di-n-butyl phthalate (DnBP) and bis(2-ethylhexyl) phthalate (DEHP). In vegetables, the ∑21PAEs ranged from 0.190 to 56.8 µg/g, with a mean of 8.07 µg/g, exhibiting leafy vegetables > root vegetables > fruits-vegetables > fungus > cauliflower > beans, and the main PAEs were di-iso-butyl phthalate (DiBP), DnBP, DEHP, di-iso-nonyl phthalate (DiNP), and di-iso-decyl phthalate (DiDP). In fruits, the ∑21PAEs varied between 0.300 and 12.6 µg/g, with a mean of 3.97 µg/g, presenting spring-winter season fruits > summer-autumn season fruits and shell-less fruits > shelled fruits, and the predominant PAEs were DiBP, DnBP, DEHP, DiNP, and DiDP. The bio-accessibility of PAEs in the gastrointestinal fluid simulant was higher than that in the single gastric or intestinal fluid simulant. The bio-accessibility of PAEs was correlated with the physiochemical properties of PAEs. The estimated daily intakes (EDIs) of human dietary exposure to PAEs were lower than the reference doses of United States Environmental Protection Agency and the tolerable dairy intakes (TDIs) of European Food Safety Authority (EFSA), except for the EDI of DnBP in the grains and DiBP in the vegetables higher than or close to the TDI of the EFSA. The research suggested that special attention should be paid to human dietary exposure to DnBP and DiBP, especially for children and adolescents. [ABSTRACT FROM AUTHOR]

Diet is an important exposure pathway of phthalate esters (PAEs) for humans. A total of 174 food samples covering 11 food groups were collected from Xi'an, a typical valley city in Northwest China, and analyzed to assess the occurrence and exposure risks for PAEs in the food. Twenty-two PAEs were detected. The sum of the 22 PAEs (∑22PAEs) varied between 0.0340 and 56.8 µg/g, with a mean of 3.94 µg/g. The major PAEs were di-iso-butyl phthalate (DiBP), di-n-butyl phthalate (DnBP), bis(2-ethylhexyl) phthalate (DEHP), di-iso-nonyl phthalate (DiNP), and di-iso-decyl phthalate (DiDP), which were associated mainly with the usage of plasticizers. Bio-availability of the PAEs in the combined gastro-intestinal fluid simulant of digestion was higher than that in the single gastric or intestinal fluid simulant. Bis(2-methoxyethyl) phthalate exhibited the highest bio-availability in each of the three simulants. Bio-availability of the PAEs was negatively correlated with the molecular weight and octanol–water partition coefficient of the PAEs and positively correlated with the solubility and vapor pressure of the PAEs. The estimated daily intake (EDI) of PAEs based on national and municipal food consumption data was lower than the reference dose (RfD) of the United States Environmental Protection Agency and the tolerable dairy intake (TDI) of European Food Safety Authority (EFSA), except for the EDI of DnBP and DiBP being higher than the TDI of EFSA. Grains and vegetables were the major sources of human dietary exposure to PAEs. The hazardous quotient for human dietary exposure to PAEs was less than the critical value of 1 and the cancer risk of butyl benzyl phthalate and DEHP was in the range of 10–11-10–6, suggesting relatively low health risks. The results indicated that human exposure to DnBP, DiBP, DEHP, DiNP, and DiDP in food is considerable and a health concern. [ABSTRACT FROM AUTHOR]

4-Acetoxy-2-propyltetrahydrothiophene was synthesised from 1-hepten-4-ol by a three-step route involving epoxidation and mesylation to 1,2-epoxy-4-heptyl mesylate and then reaction with thioacetate. An acetoxylated cyclic product was formed instead of the expected thioacetate, and a mechanism for its formation using an intramolecular transesterification is proposed. [ABSTRACT FROM AUTHOR]