1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-ene-2,3-dicarboxylic anhydride

Structural formula
General
Surname	1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-ene-2,3-dicarboxylic anhydride
other names	1,7,8,9,10,10-hexachloro-4-oxatricyclo [5.2.1.0 2,6 ] dec-8-en-3,5-dione ( IUPAC ) Chlorenedioic anhydride HET acid anhydride Bicyclo [2.2.1] 1,4,5,6,7,7-hexachloro-hept-5-ene-2,3-dicarboxylic anhydride
Molecular formula	C 9 H 2 Cl 6 O 3
Brief description	white to beige solid
External identifiers / databases
CAS number 115-27-5 (stereochemistry not specified) 7365-74-4 ( endo isomer ) PubChem 8265 ChemSpider 7967 Wikidata Q55525465
properties
Molar mass	370.83 g mol −1
Physical state	firmly
density	1.73 g cm −3
Melting point	239 ° C
boiling point	~ 300 ° C
solubility	slightly soluble in water (0.5 g l −1 at 20 ° C) soluble in acetone , benzene and toluene
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution H and P phrases H: 315-319-335-351-373-412 P: 261-273-281-305 + 351 + 338
Toxicological data	2300 mg kg −1 ( LD 50 ,  rat ,  oral ) > 3000 mg kg −1 ( LD 50 ,  rabbit ,  transdermal )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-en-2,3-dicarboxylic acid anhydride is a chemical compound from the group of carboxylic acid anhydrides . The compound is on the EU's list of CoRAP substances . It is the anhydride of 1,4,5,6,7,7-hexachloro-5-norbornene-2,3-dicarboxylic acid .

Extraction and presentation

1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-ene-2,3-dicarboxylic acid anhydride can be obtained by a Diels-Alder reaction of hexachlorocyclopentadiene with maleic anhydride .

properties

1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-en-2,3-dicarboxylic acid anhydride is a white to beige solid that is sparingly soluble in water.

use

1,4,5,6,7,7-Hexachlor-8,9,10-trinorborn-5-en-2,3-dicarboxylic acid anhydride is used in the manufacture of polymers , which are used in the manufacture of glass fiber reinforced resins for chemical plants Industry. It can also be used to make alkyd resins for use in specialty paints and varnishes. It is used as a hardener in epoxy resins for the production of printed circuit boards. It acts as a flame retardant .

Individual evidence

1. ↑ ^{a b c d e f g h} Entry on 1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-en-2,3-dicarboxylic acid anhydride in the GESTIS substance database of the IFA , accessed on June 12, 2018(JavaScript required) .
2. ↑ ^{a b c d} data sheet 1,4,5,6,7,7-hexachloro-5-norbornene-2,3-dicarboxylic anhydride, 97% from Sigma-Aldrich , accessed on June 12, 2018 ( PDF ).
3. ↑ ^{a b c} Environmental Health Criteria (EHC) for Chlorendic acid and anhydride , accessed June 12, 2018.
4. ↑ ^{a b} data sheet Chlorendic anhydride, 95%, may cont. up to 3% chlorendic acid at AlfaAesar, accessed June 12, 2018 ( PDF )(JavaScript required) .
5. ↑ James H. Kim, Herman J. Gibb, Annette Iannucci, World Health Organization: Cyclic Acid Anhydrides Human Health Aspects . World Health Organization, 2009, ISBN 978-92-4153075-0 , pp. 6 ( limited preview in Google Book search).
6. ↑ Entry on 1,4,5,6,7,7-Hexachlorobicyclo- [2.2.1] -5-hept-5-en-2,3-dicarboxylic anhydride in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on July 21, 2018. Manufacturers or distributors can expand the harmonized classification and labeling .
7. ↑ Environmental Health Criteria (EHC) for Chlorendic acid and anhydride , accessed June 20, 2018.
8. ↑ Entry on chlorendic anhydride in the Hazardous Substances Data Bank , accessed on June 12, 2018.