Methylchloroisothiazolinone
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| Methylchloroisothiazolinone | |
|---|---|
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| General | |
| Systematic name | 5-Chlor-2-methyl-4-isothiazolin-3-one |
| Other names | Chloromethylisothiazolinone Chloromethylisothiazolone Methylchloroisothiazolinone Methylchloroisothiazolone CMI, CMIT, MCI |
| Molecular formula | C4H4ClNOS |
| SMILES | S1N(C)C(=O)C=C1[Cl] |
| Molar mass | 149.59 g/mol |
| Appearance | colorless liquid |
| CAS number | [26172-55-4] |
| Properties | |
| Density and phase | 1.02 g/cm³, liquid |
| Solubility in water | miscible with |
| Melting point | ?°C (? K) |
| Boiling point | ?°C (? K) |
| Acidity (pKa) | ? |
| Basicity (pKb) | ? |
| Chiral rotation [α]D | ?° |
| Viscosity | ? cP at ?°C |
| Structure | |
| Molecular shape | ? |
| Coordination geometry |
? |
| Crystal structure | ? |
| Dipole moment | ? D |
| Hazards | |
| MSDS | External MSDS |
| Main hazards | ? |
| NFPA 704 | |
| Flash point | ?°C |
| R/S statement | 23/24/25|34|43|50/53: ? (2)|26|28|36/37/39|45|60|61: ? |
| RTECS number | ? |
| Supplementary data page | |
| Structure and properties |
n, εr, etc. |
| Thermodynamic data |
Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| Related compounds | |
| Other anions | ? |
| Other cations | ? |
| Related ? | ? |
| Related compounds | ? |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Methylchloroisothiazolinone (5-chloro-2-methyl-4-isothiazolinon-3-one) is a preservative with antibacterial and antifungal effects. It is effective against gram-positive and gram-negative bacteria, yeast and fungi.
It is found in many water-based personal care products and cosmetics.[1] It is also used in glue production, detergents, paints, fuels and other industrial processes. Methylchloroisothiazolinone is known by the registered tradename Kathon CG when used in combination with methylisothiazolinone.[2]
It can be used in combination with alcohols and other long-chain organics in compounds such as methylchloroisothiazolinone ethylparaben benzalkonium chloride or methylchloroisothiazolinone 2-bromo-2-nitropropane-1,3-diol benzalkonium chloride.
It was first used in cosmetics in the 1970s. In high concentrations it can cause chemical burns and it is a skin and membrane irritant and so it was largely removed from most cosmetic products except for those with only short duration skin contact such as rinse-offs. Its inclusion in certain forms makes it more acceptable to sensitive users, so it can be found in cosmetic creams and lotions which require skin contact. In the US accepted concentrations are 15 ppm in rinse-offs and 8 ppm in other cosmetics.
One of the problems with this material is its sensitivity to reducing agents used in the manufacture of components of the products in which it is used.[3]
[edit] Safety concerns
Like a number of other common cosmetics ingredients, methylchloroisothiazolinone has been considered to be a carcinogenic. Methylchloroisothiazolinone is an allergen.[4]
[edit] References
- ^ Reinhard et al.: "Preservation of products with MCI/MI in Switzerland". Contact Dermatitis. 2001 Nov;45(5):257-64. PMID 11722483
- ^ Knudsen BB, Menne T: "Kathon CG--a new contact sensitizing preservative". Ugeskr Laeger. 1990 Mar 5;152(10):656-7. PMID 2321281
- ^ New Microbial Risks For Modern Water Borne Coatings
- ^ Zoller L, Bergman R, Weltfriend S. Preservatives sensitivity in Israel: a 10-year overview (1995-2004). Contact Dermatitis. 2006 Oct;55(4):227-9. PMID 16958921
