Hexachlorocyclopentadiene

Non-flammable, pale yellow liquid with a sharp odor

Liquid

1.71 g · cm -3 at 20 ° C.

11.34 ° C

234 ° C

0.12 hPa ( 25 ° C)

Insoluble in water ( 0.13 mg · l-1 at 25 ° C)

1.5658 (20 ° C)

Risk

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Hexachlorocyclopentadiene ( HCCPD ) is a chemical compound from the group of chlorinated hydrocarbons, the toxic liquid is present as lemon yellow, for people. It was formerly used for the preparation of insecticides and several now prohibited and 1970 produced in large quantities, but it is still an important intermediate.

Properties

HCCPD has a pungent odor and a flash point of 109 ° C. It dissolves with difficulty in water with slow elimination of hydrogen chloride. It is mixed with acetone, carbon tetrachloride, methanol, and hexane.

Hexachlorocyclopentadiene is highly reactive in addition, substitution and Diels- Alder reactions.

Extraction

Perchlorocyclopentadiene is prepared industrially by chlorinating cyclopentadiene and then heating the partially chlorinated product in the presence of catalysts.

Use

Hexachlorocyclopentadiene is the precursor for the synthesis of the insecticides aldrin, chlordane, dieldrin, endrin, endosulfan, heptachlor, isodrin, mirex and Pentac (known as chlorinated cyclodiene ), most of which were banned by the Stockholm Convention. Endosulfan and Pentac are still legal in the United States.

The substance can also be used for the production of flame retardants, non-flammable resins unbreakable plastics, acids, esters, ketones, hydrofluorocarbons, and dyes.

Physiological data

After Last Stand (Nov. 2004) hexachlorocyclopentadiene is not to be mutagenic, carcinogenic or teratogenic rate, the occupational exposure limit is 0.02 ml · m -3, or 0.2 mg · m- third