Dichlorophene

Structural formula
General
Surname	Dichlorophene
other names	2,2′-methylenebis (4-chlorophenol) ( IUPAC )
Molecular formula	C 13 H 10 Cl 2 O 2
Brief description	whitish, flammable solid
External identifiers / databases
CAS number 97-23-4 EC number 202-567-1 ECHA InfoCard 100.002.335 PubChem 3037 ChemSpider 2929 Wikidata Q377552
Drug information
ATC code	P02 DX02 D01 AE24 D01 AE74
properties
Molar mass	269.13 g mol −1
Physical state	firmly
Melting point	168-172 ° C
solubility	practically insoluble in water (30 mg l −1 at 20 ° C)
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution H and P phrases H: 302-319-410 P: 301 + 312 + 330-305 + 351 + 338
Toxicological data	1500 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dichlorophene is a chemical compound from the group of phenol derivatives (more precisely diphenylmethane derivative ) and organochlorine pesticides.

history

Dichlorophene has been known as a fungicide in cotton mills since 1946 .

use

Dichlorophene is or has been used as a biocide , algicide and bactericide with a broad spectrum of activity, with 5-10 ppm active dichlorophene being sufficient for complete control of microbial growth. Typical areas of application were e.g. B. in formulations for cooling water systems, slime control agents in paper manufacture, preservatives in dyes, adhesives, polymers and latex products, textiles and water-based products. Since 2009 dichlorophene may be used for biocidal product types 2, 3, 4, 6 and 13, and since 2011 also not for 7, 9, 10, 11 and 12.

It is used as a medicinal substance in anthelmintics and in the form of powders, ointments or sprays as an antifungal agent against fungal diseases and in cosmetics as a preservative. Preparations based on dichlorophene are no longer permitted for animals in Germany, and use on food-producing animals is not permitted.

safety instructions

Dichlorophene is a type IV contact allergen and is used as a test allergen (epicutaneous test).

Individual evidence

1. ↑ ^{a b c d e} Entry on dichlorophene in the GESTIS substance database of the IFA , accessed on January 15, 2020(JavaScript required) .
2. ↑ ATC directory ( Memento from October 15, 2011 in the Internet Archive ) (PDF; 973 kB)
3. ↑ Entry on dichlorophene in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
4. ↑ Dichlorophene data sheet from Sigma-Aldrich , accessed on March 24, 2011 ( PDF ).
5. ^ Paul B. Marsh, Mary L. Butler: Fungicidal Activity of Bisphenols as Mildew Preventives on Cotton Fabric. In: Industrial & Engineering Chemistry. 38, 1946, pp. 701-705, doi : 10.1021 / ie50439a017 .
6. ↑ Trigon Chemie: Dichlorophen ( Memento from November 13, 2006 in the Internet Archive )
7. ↑ 2008/809 / EC: Commission decision of October 14, 2008 on the non-inclusion of certain active substances in Annex I, IA or IB of Directive 98/8 / EC of the European Parliament and of the Council on the placing of biocidal products on the market
8. ↑ 2010/72 /: Commission decision of February 8, 2010 on the non-inclusion of certain active substances in Annex I, IA or IB of Directive 98/8 / EC of the European Parliament and of the Council on the placing of biocidal products on the market
9. ↑ Allergology: dichlorophene
10. ↑ Paul Ehrlich Institute: Test allergens (epicutaneous test) ( Memento from January 14, 2016 in the Internet Archive )