邻苯二甲酸二异辛酯 - CAS号 131-20-4

物化性质

熔点：

-4°C
沸点：

435.74°C (rough estimate)
密度：

0.983 g/mL at 25 °C(lit.)
闪点：

>230 °F
溶解度：

可溶于DMSO（轻微）、甲醇（轻微、加热）
LogP：

8.516 (est)
物理描述：

Di-isooctyl phthalate is an oily colorless liquid with a slight ester odor. Denser than water. Insoluble in water. (USCG, 1999)
颜色/状态：

Nearly colorless, viscous liquid
气味：

Mild odor
蒸汽密度：

13.5 (Air = 1)
蒸汽压力：

5.5X10-6 mm Hg at 25 °C
自燃温度：

393 °C
分解：

When heated to decomp it emits acrid smoke and irritating fumes.
粘度：

83 cP at 20 °C
保留指数：

2525

计算性质

辛醇/水分配系数(LogP)：

8.5
重原子数：

28
可旋转键数：

16
环数：

1.0
sp3杂化的碳原子比例：

0.67
拓扑面积：

52.6
氢给体数：

0
氢受体数：

4

ADMET

代谢

丁基乙二醇丁基邻苯二甲酸酯（BGBP）或二异辛基邻苯二甲酸酯（DIOP）通过饮食给予雄性Sprague-Dawley大鼠、比格犬和小型猪，剂量为50毫克/千克，持续21-28天，然后口服给予同样用（14）C标记在羰基组的同一化合物的单剂量。与丁基乙二醇丁基邻苯二甲酸酯相比，二异辛基邻苯二甲酸酯在所有物种中的代谢速度较慢。

Butylglycolbutyl phthalate (BGBP) or diisoocytl phthalate (DIOP) was administered in diet to male Sprague-Dawley rats, beagle dogs and miniature pigs in dose of 50 mg/kg for 21-28 days before oral administration of single dose of same compound labeled with (14)C in carbonyl group. Diisoocytl phthalate was less readily metabolized than butylglycolbutyl phthalate by all species.

来源:Hazardous Substances Data Bank (HSDB)

代谢

由于能够使用邻苯二甲酸二(2-乙基己基)酯(DEHP)作为唯一碳源的分支杆菌和诺卡氏菌菌株也能在邻苯二甲酸二乙酯、邻苯二甲酸二异辛酯和邻苯二甲酸丁基苄酯上生长。当这两种细菌在邻苯二甲酸二(2-乙基己基)酯上生长时，它们分泌出的产物增加了邻苯二甲酸二(2-乙基己基)酯和邻苯二甲酸二异辛酯、邻苯二甲酸二己酯、邻苯二甲酸二异癸酯的溶解性，但对邻苯二甲酸丁基苄酯或邻苯二甲酸二正丁酯则不然。即使是在水溶性底物如醋酸盐上生长时，分支杆菌也能产生增溶剂。将增溶剂添加到培养基中可以增强分支杆菌和诺卡氏菌对邻苯二甲酸二(2-乙基己基)酯和邻苯二甲酸二异辛酯的降解，但对邻苯二甲酸丁基苄酯则不然。如果在添加增溶剂之前先用蛋白酶处理，分支杆菌在含有增溶剂的培养基中对邻苯二甲酸二(2-乙基己基)酯的降解程度会降低，降解的启动也会延迟。蛋白酶的效果不是由于其对该分支杆菌的毒性或使用该酶制剂促进生物体的生长。因此，结果表明微生物产物增加了某些邻苯二甲酸酯的溶解性，并促进了它们的降解。

Strains of Mycobacterium and Nocardia isolated because of their ability to use di(2-ethylhexyl) phthalate (DEHP) as sole carbon source also grew on diethyl, diisooctyl, and butyl benzyl phthalates. As the two bacteria grew on di(2-ethylhexyl) phthalate, they excreted products that increased the solubility of di(2-ethylhexyl) phthalate and diisooctyl, dihexyl, and diisodecyl but not butyl benzyl or di-n-butyl phthalates. The solubilizer was produced by Mycobacterium sp. even when grown on a water-soluble substrate such as acetate. Addition of the solubilizer to culture media enhanced the degradation of di(2-ethylhexyl) phthalate and diisooctyl phthalate by Mycobacterium sp. and Nocardia sp. but not butyl benzyl phthalate. The extent of di(2-ethylhexyl) phthalate degradation by Mycobacterium sp. in media amended with the solubilizer was reduced and the initiation of degradation was delayed if the solubilizer was first treated with protease. The effect of protease was not a result of its toxicity to Mycobacterium or use of the enzyme preparation for growth of the organism. The results thus show that microbial products increase the solubility of certain phthalates and enhance their degradation.

来源:Hazardous Substances Data Bank (HSDB)

代谢

邻苯二甲酸酯首先被水解为其单酯衍生物。一旦形成，单酯衍生物可以在体内进一步水解为邻苯二甲酸或与葡萄糖醛酸结合，这两种物质随后都可以被排出体外。单酯中的末端或倒数第二个碳原子也可以被氧化成醇，该醇可以原样排出，或者首先被氧化成醛、酮或羧酸。单酯和氧化代谢物通过尿液和粪便排出体外。（A2884）

Phthalate esters are first hydrolyzed to their monoester derivative. Once formed, the monoester derivative can be further hydrolyzed in vivo to phthalic acid or conjugated to glucuronide, both of which can then be excreted. The terminal or next-to-last carbon atom in the monoester can also be oxidized to an alcohol, which can be excreted as is or first oxidized to an aldehyde, ketone, or carboxylic acid. The monoester and oxidative metabolites are excreted in the urine and faeces. (A2884)