Chloromethylisothiazolinone

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Structural formula
Structure of chloromethylisothiazolinone
General
Surname Chloromethylisothiazolinone
other names
  • 5-chloro-2-methyl-4-isothiazolin-3-one
  • Chloromethylisothiazolone
  • Methylchloroisothiazolinone
  • CIT
  • CMI
  • CMIT
  • MCI
  • METHYLCHLOROISOTHIAZOLINONE ( INCI )
Molecular formula C 4 H 4 ClNOS
External identifiers / databases
CAS number 26172-55-4
EC number 247-500-7
ECHA InfoCard 100.043.167
PubChem 33344
Wikidata Q204121
properties
Molar mass 149.59 g mol −1
solubility

relatively soluble in water

safety instructions
GHS labeling of hazardous substances
06 - Toxic or very toxic 05 - Corrosive 09 - Dangerous for the environment

danger

H and P phrases H: 331-311-301-314-317-410
P: 261-273-280-305 + 351 + 338-310
MAK

0.2 mg m −3

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Chloromethylisothiazolinone is a chemical compound from the isothiazolinone group and is a widely used biocide .

properties

Chemical properties

Chloromethylisothiazolinone (CMIT) can be eliminated from the environment through hydrolysis , photolysis , microbial degradation and nucleophiles . The hydrolysis is slow in the neutral and acidic medium, in the basic range a faster degradation can be observed.

use

Chloromethylisothiazolinone has a microbicidal effect and is used as a preservative in cosmetics , household and industrial cleaners, glasses cleaning cloths, in water treatment , in lubricants , emulsion paints , varnishes, adhesives and in paper manufacture . Mixtures with methylisothiazolinone (MIT) are often used. The concentration of chloromethylisothiazolinone (as a 3: 1 mixture with MIT ) in preservatives in products intended for the general public must not exceed 15 ppm . According to a study from 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 chloromethylisothiazolinone and methylisothiazolinone in cosmetics can lead to allergies. Around 2% of the population has an allergic reaction to these ingredients. Allergies can also occur when staying in freshly painted rooms.

Web links

Individual evidence

  1. ↑ Entry on METHYLCHLOROISOTHIAZOLINONE in the CosIng database of the EU Commission, accessed on March 11, 2020.
  2. ↑ a b Data sheet 5-Chloro-2-methyl-4-isothiazolin-3-one solution from Sigma-Aldrich , accessed on May 8, 2017 ( PDF ).
  3. ↑ a b Entry on mixture of 5-chloro-2-methyl-2H-isothiazol-3-one and 2-methyl-2H-isothiazol-3-one in a ratio of 3: 1 in the GESTIS substance database of the IFA , accessed on 1 February 2016(JavaScript required) .
  4. ↑ codecheck.info - Products containing chloromethylisothiazolinone.
  5. ↑ Entry on Methylchloroisothiazolinone in the Consumer Product Information Database , accessed on December 19, 2019.
  6. ↑ Implementing Regulation (EU) 2016/131 of the Commission of February 1, 2016 for the approval of C (M) IT / MIT (3: 1) as an old active substance for use in biocidal products of product types 2, 4, 6, 11, 12 and 13 (Text with EEA relevance) (PDF; 357 kB), accessed on February 20, 2017
  7. ↑ Reinhard et al .: Preservation of products with MCI / MI in Switzerland . In: Contact Dermatitis . 2001; 45 (5): 257-64, PMID 11722483 .
  8. ↑ Knudsen BB, Menne T: Kathon CG - a new contact sensitizing preservative . Ugeskr Laeger. 1990, 152 (10): 656-7, PMID 2321281 .