Methylchloroisothiazolinone

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Methylchloroisothiazolinone is a widely used ingredient in cosmetics, personal care, and skincare formulations. Depending on its function, it may serve as a moisturizer, preservative, emulsifier, or active ingredient to enhance the overall effectiveness and performance of a product.

Methylchloroisothiazolinone, also referred to as MCI, is the organic compound with the formula S(C2HCl)C(O)N(CH3). It is a white solid that melts near room temperature. The compound is an isothiazolinone, a class of heterocycles used as biocides. These compounds have an active sulphur moiety that is able to oxidize thiol-containing residues, thereby effectively killing most aerobic and anaerobic bacteria. MCI is often used in combination with methylisothiazolinone, a mixture known as Kathon. The isothiazolinones have attracted attention because they can cause contact dermatitis. Methylchloroisothiazolinone is effective against gram-positive and gram-negative bacteria, yeast, and fungi.

Methylchloroisothiazolinone
Skeletal formula of methylchloroisothiazolinone
Space-filling model of the methylchloroisothiazolinone molecule
Names
Preferred IUPAC name
5-Chloro-2-methyl-1,2-thiazol-3(2H)-one
Other names
5-Chloro-2-methylisothiazol-3(2H)-one
5-Chloro-2-methyl-4-isothiazolin-3-one
Chloromethylisothiazolinone
Chloromethylisothiazolone
Methylchloroisothiazolinone
Methylchloroisothiazolone
CMI
CMIT
MCI
MCIT
CIT
Identifiers
3D model (JSmol)
1210149
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.043.167 Edit this at Wikidata
EC Number
  • 247-500-7
UNII
  • InChI=1S/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3 checkY
    Key: DHNRXBZYEKSXIM-UHFFFAOYSA-N checkY
  • InChI=1/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3
    Key: DHNRXBZYEKSXIM-UHFFFAOYAV
  • ClC=1SN(C(=O)C=1)C
Properties
C4H4ClNOS
Molar mass 149.59 g·mol−1
Appearance white solid
Density 1.02 g/cm3
Melting point 52 °C (126 °F; 325 K)
Miscible
Hazards
GHS labelling:
GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation markGHS09: Environmental hazard
Danger
H300, H301, H310, H311, H314, H317, H330, H331, H335, H410
P260, P261, P262, P264, P270, P271, P272, P273, P280, P284, P301+P310, P301+P330+P331, P302+P350, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P320, P321, P322, P330, P333+P313, P361, P363, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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