1,2-Dibromo-2,4-dicyanobutane

codes geen / geen

 

 

Formula

CAS

C6H6Br2N2

35691-65-7

 
CAS: Chemical Abstract Service Registry Number
 

Background

1,2-Dibromo-2,4-dicyanobutane is used primarily for its activity as a preservative. The primary source of exposure is Euxyl K-400 in which it is combined with phenoxyethanol in a 1:4 ration. Euxyl K400 is effective at low concentration against both bacteria and fungi. This mixture was introduced in Europe in the mid-1980s and in the United States in 1990 for the preservation of cosmetic and personal care products. The CTFA adopted name is methyldibromoglutaronitrile (MDGN) + phenoxyethanol, and it is sold under the trade name Euxyl K-400. It is one of the largest selling cosmetic preservatives in Germany. The manufacturer (Schulke & Mayr, Hamburg, Germany) recommends a use concentration between 0.05% and 0.02% depending on the product to be preserved. It should be noted that Euxyl K 100 is an isothiazolinone chemically unrelated to Euxyl K400.
1,2-Dibromo-2,4-dicyanobutane had also been available as a biocide in latex paints, plastic dispersion paints, adhesives and metalworking fluids under the trade name Tektamer 38. 

Within the EU Dibromodicyanobutane is only allowed in rinse-off cosmetics, e.g.  in shower-gels, bath -gels, washing emulsions, shampoos.

 

Synonyms

1,2-Dibromo-2,4-dicyanobutane

Dibromodicyanobutane

methyldibromoglutaronitril
2-Bromo-2-(bromomethyl)pentanedinitrile
2-Bromo-2-(bromomethyl)-glutaronitrile
Euxyl K-400 (methyldibromoglutaronitril + phenoxyethanol)
Tektamer 38

 

Uses

Active ingredient in Euxyl 400 and Tektamer 38 (Methyldibromoglutaronitrile)
Adhesives
Cosmetics
Creams
Dispersed pigments and detergents
Joint cements
Latex emulsions
Metalworking fluids
Paints (latex)
Shampoos
Sunscreens
Toilet tissue

 

Cross-Reactions

 

 

Unusual Reactions

 

 

Productkenmerken (Summary in Dutch)

Dibromodicyanobutane is een conserveringsmiddel. De combinatie van dibromodicyanobutane (synoniem methyldibromoglutaronitril, MDGN) en phenoxyethanol wordt ook wel aangeduid als Euxyl-K400. Het middel wordt (onder de naam Tektamer 38) ook toegevoegd aan industriele producten, bijvoorbeeld spray coatings van kunststof, latex verf, draai-olie, snij-olie, koelvloeistof, borium-oplossing. Ook wordt het product toegepast als conserveringsmiddel in bepaalde cosmetica (vooral oliŽn), meestal in combinatie met phenoxyethanol. Dit wordt als conserveringsmiddel gebruikt in cosmetica, o.a. massage-oliŽn, maar ook bad en douche gels en shampoos.

  

Producten waar het in voorkomt: 

- produkten voor lichaams- en huidverzorging, gezichts- en handcrŤmes, babycrŤmes
- shampoos, bad- en douche-gels, wasemulsies
- massage-oliŽn en emulsies

- sunscreens

- verven (m.n. latex verf en spuitcoatings)
- technische emulsies zoals draaioliŽn, borium-oplossingen, koelvloeistoffen

- toiletpapier

- adhesiva

 

Allergeen testsubstantie: Dibromodicyanobutane 0.3% Van der Bend E2516 (reeks: Europese Standaardreeks)

  

 

 

 

References

1.

Bruze, M., B. Gruvberger, and G. Agrup, Sensitization studies in the guinea pig with the active ingredients of Euxyl K 400. Contact Dermatitis, 1988. 18(1): p. 37-9.

2.

Corazza, M., et al., Frequency of sensitization to Euxyl K 400 in 889 cases. [Review]. Contact Dermatitis, 1993. 28(5): p. 298-9.

3.

de Groot, A.C., et al., Frequency of allergic reactions to methyldibromoglutaronitrile (1,2-dibromo-2,4-dicyanobutane) in The Netherlands. Contact Dermatitis, 1991. 25(4): p. 270-1.

4.

Gebhart, M., A. Stuhlert, and B. Knopf, Allergic contact dermatitis due to Euxyl K 400 in an ultrasonic gel. Contact Dermatitis, 1993. 29(5): p. 272.

5.

Hausen, B.M., The sensitizing potency of Euxyl K 400 and its components 1,2-dibromo-2,4-dicyanobutane and 2-phenoxyethanol. Contact Dermatitis, 1993. 28(3): p. 149-53.

6.

Moss, J.N., Sensitization potential of Euxyl K 400 [letter]. Contact Dermatitis, 1988. 19(5): p. 392-4.

7.

Motolese, A., et al., Frequency of contact sensitization to Euxyl K 400 [published erratum appears in Contact Dermatitis 1992 Jan;26(1):71]. Contact Dermatitis, 1991. 25(2): p. 128.

8.

O'Donnell, B.F. and I.S. Foulds, Contact dermatitis due to dibromodicyanobutane in cucumber eye gel. Contact Dermatitis, 1993. 29(2): p. 99-100.

9.

Pigatto, P.D., et al., Allergic contact dermatitis from Tektamer 38 (dibromocyanobutane). Contact Dermatitis, 1991. 25(2): p. 138-9.

10.

Ross, J.S., et al., Contact dermatitis from Euxyl K 400 in cucumber eye gel. Contact Dermatitis, 1992. 26(1): p. 60.

11.

Senff, H., et al., Allergic contact dermatitis from Euxyl K 400. Contact Dermatitis, 1989. 20(5): p. 381-2.

12.

Torres, V. and A.P. Soares, Contact allergy to dibromodicyanobutane in a cosmetic cream. Contact Dermatitis, 1992. 27(2): p. 114-5.

13.

Tosti, A., et al., Euxyl K 400: a new sensitizer in cosmetics. Contact Dermatitis, 1991. 25(2): p. 89-93.

 

 

 

 

 

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