Methylisothiazolinone

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Structural formula
Structure of methylisothiazolinone
General
Surname Methylisothiazolinone
other names
  • 2-methyl-2 H -isothiazol-3-one
  • 2-methyl-4-isothiazolin-3-one
  • Methylisothiazolone
  • WED or WED
  • METHYLISOTHIAZOLINONE ( INCI )
  • Neolone ™ 950
Molecular formula C 4 H 5 NOS
Brief description

colorless solid

External identifiers / databases
CAS number 2682-20-4
EC number 220-239-6
ECHA InfoCard 100.018.399
PubChem 39800
Wikidata Q423870
properties
Molar mass 115.15 g mol −1
Physical state

firmly

density

1.35 g cm −3 (25 ° C)

Melting point

50-51 ° C

boiling point

93 ° C (4 Pa )

solubility

very light in water (> 1000 g l −1 at 20 ° C)

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
06 - Toxic or very toxic 05 - Corrosive 09 - Dangerous for the environment

danger

H and P phrases H: 301-311-330-314-317-410
P: ?
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Methylisothiazolinone ( MIT ) belongs to the isothiazolinone class of compounds and is a widely used biocide .

properties

Chemical properties

Methylisothiazolinone can be degraded in the environment by hydrolysis , photolysis , by the action of nucleophilic particles or else microbially. While the hydrolysis takes place slowly in the neutral and in the acidic environment, rapid degradation can be observed in the basic range.

use

Methylisothiazolinone has a microbicidal effect and is used as a preservative in cosmetics , household and industrial cleaners, in water treatment , in lubricants , emulsion paints , lacquers, adhesives, as an additive to kerosene and in paper production. Mixtures with chloromethylisothiazolinone (CMIT) or benzisothiazolinone are often used. According to a study in 2000, 43% of paints, varnishes and coatings in Switzerland contained the CMIT / MIT mixture. It was 45% for adhesives, fillers and seals.

Biological importance

The mixture of methylisothiazolinone and chloromethylisothiazolinone in cosmetics can lead to allergies. Around 0.1% of the population has an allergic reaction to methylisothiazolinone. Allergies can also occur when staying in freshly painted rooms.

Since 2008, the frequency of MIT allergies in allergy tests has increased continuously from 1.6% (in 2008) to 7.1% in 2015. This can be directly traced back to MIT's replacement of parabens . After 2014, the number of allergies to methylisothiazolinone in Germany then decreased again, which is probably due to the limitation or prohibition of these preservatives in the European Cosmetics Ordinance.

In recent years, however, the sole use of methylisothiazolinone (without chloromethylisothiazolinone) has led to negative skin reactions more frequently. The Association of the European Cosmetics Industry (Cosmetics Europe) therefore recommends avoiding the use of methylisothiazolinone for products that remain on the skin (leave-on products) and cosmetic wet wipes . Sensitizations to methylisothiazolinone from products that are washed off (rinse-off products) are not to be expected.

Ban in cosmetic leave-on products

On the basis of an opinion from the Scientific Committee on Consumer Safety (SCCS) of December 12, 2013, Commission Regulation (EU) 2016/1198 of July 22, 2016 amending Annex V of Regulation (EC) No. 1223/2009 of the European Parliament and the Council on cosmetic products, the use of methylisothiazolinone in leave-on products (skin creams and lotions) is prohibited with effect from February 12, 2017 and in rinse-off products (e.g. shampoo) to a proportion of 0.01% limited. With effect from January 27, 2018 ( placing on the market ), the maximum concentration in rinse-off products was reduced to 0.0015%.

Web links

Individual evidence

  1. ↑ Entry on METHYLISOTHIAZOLINONE in the CosIng database of the EU Commission, accessed on December 28, 2019.
  2. ↑ a b c d e f g h Entry on 2-methyl-4-isothiazolin-3-one in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
  3. ↑ Entry on 2-methyl-2H-isothiazol-3-one in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on December 30, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .
  4. ↑ codecheck.info - Products that contain methylisothiazolinone.
  5. ↑ Entry on Methylisothiazolinone in the Consumer Product Information Database , accessed on December 19, 2019.
  6. ↑ Why protection is important for colors. Retrieved January 8, 2019 .
  7. ↑ Rohm and Haas Kathon CG - A safe, effective, globally approved preservative for rinse-off products .
  8. ↑ Reinhard et al .: Preservation of products with MCI / MI in Switzerland . In: Contact Dermatitis . 2001, 45 (5): 257-64, PMID 11722483 .
  9. ↑ Is the consumer adequately protected from allergens? (PDF) Retrieved March 21, 2018 .
  10. ↑ Julia Merlot: Substitutes for parabens: advertising slogan could be responsible for hundreds of thousands of allergy cases. In: Spiegel Online . May 2, 2019, accessed May 6, 2019 .
  11. ↑ 21st meeting of the BfR commission for cosmetic products. (PDF) Federal Institute for Risk Assessment, p. 3 , accessed on January 2, 2019 .
  12. ↑ Regulation (EU) 2016/1198 of the Commission of July 22, 2016 amending Annex V of Regulation (EC) No. 1223/2009 of the European Parliament and of the Council on cosmetic products
  13. ↑ Regulation (EU) 2017/1224 of the Commission of 6 July 2017 amending Annex V of Regulation (EC) No. 1223/2009 of the European Parliament and of the Council on cosmetic products