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Synthetic Organic Chemicals. Synthetic Organic Chemicals. Organochlorines. Dioxins Pesticides. Dioxin. Chlordane. PCBs. Cleaning agents. DDT. PBDE. Flame Retardants. Solubility. Organochlorines as well as many other synthetic organic compounds are poorly soluble in water. 0.2 µg/L.

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Synthetic Organic Chemicals

Organochlorines

Dioxins

Pesticides

Dioxin

Chlordane

PCBs

Cleaning agents

DDT

PBDE

Flame Retardants


Solubility
Solubility

Organochlorines as well as many other synthetic

organic compounds are poorly soluble in water


0.2 µg/L

Dioxin

PCB

10-31 µg/L

(50% Cl)

DDT

insoluble

Principally carbon, hydrogen



Hexane

Improving Solubility

Organic Solvents

Soap/detergents

Structural/chemical similarity between

the chemical and the solvent.


Bioaccumulation, Lipids and Solubility

Structural similarity between

the chemical and the solvent.


Solubility

A chemical’s solubility in lipids is inversely

proportional to its solubility in water.

Lipid (Carbon/hydrogen)

Carbon/hydrogen

water


Zooplankton to fish: 31 x

Fish to eagle: 4.8x

Bio-Accumulation

Water and phytoplankton to zooplankton: 800 x

Overall: 120,000 times original concentration


PCBs

Spokane

River

Nov. 2002

Banned in 1979

Smallmouth bass - 1100-1800 ppb    Round gobies - 200-800 ppb    Zebra mussels - 100 ppb


Toxaphene Biomagnification

Seawater

0.0003 ppb

Arctic cod muscle

14 - 46 ppb

Narwhal

blubber

2440 - 9160 ppb

BAF = 8 million


Mirex: 1959 - 1976

highest levels ever recorded in a living organism.


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