Methylchloroisothiazolinone

Methylchloroisothiazolinone
Names
	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
Identifiers
CAS Number	26172-55-4 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1210149
ChEBI	CHEBI:53621 ;
ChemSpider	30800 ;
DrugBank	DB14197;
ECHA InfoCard	100.043.167
EC Number	247-500-7;
PubChem CID	33344;
UNII	DEL7T5QRPN ;
CompTox Dashboard (EPA)	DTXSID9034286 ;
	InChI InChI=1S/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3 Key: DHNRXBZYEKSXIM-UHFFFAOYSA-N ; InChI=1/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3 Key: DHNRXBZYEKSXIM-UHFFFAOYAV;
	SMILES ClC=1SN(C(=O)C=1)C;
Properties
Chemical formula	C4H4ClNOS
Molar mass	149.59 g·mol−1
Appearance	white solid
Density	1.02 g/cm³
Melting point	52 °C (126 °F; 325 K)
Solubility in water	Miscible
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H300, H301, H301, H310, H311, H314, H317, H318, H330, H331, H335, H400, H410
GHS precautionary statements	P260, P261, P262, P264, P270, P271, P272, P273, P280, P284, P301+310, P301+330+331, P302+350, P302+352, P303+361+353, P304+340, P305+351+338, P310, P311, P312, P320, P321, P322, P330, P333+313
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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. MCI is often used in combination with methylisothiazolinone, a mixture known as Kathon. The isothiazolinones have attracted attention because they can cause contact dermatitis.^[1]^[2]^[3]

References

^ Silva, Vânia; Silva, Cátia; Soares, Pedro; Garrido, E. Manuela; Borges, Fernanda; Garrido, Jorge (2020). "Isothiazolinone Biocides: Chemistry, Biological, and Toxicity Profiles". Molecules. 25 (4): 991. doi:10.3390/molecules25040991. PMC 7070760. PMID 32102175.
^ Reinhard; et al. (2001). "Preservation of products with MCI/MI in Switzerland". Contact Dermatitis. 45 (5): 257–264. doi:10.1034/j.1600-0536.2001.450501.x. PMID 11722483. S2CID 21296570.
^ Knudsen BB, Menne T (1990). "Kathon CG--a new contact sensitizing preservative". Ugeskrift for Lægerer. 152 (10): 656–657. PMID 2321281.

External links

Record in the Household Products Database of NLM

Methylchloroisothiazolinone at the National Library of Medicine

[rev-1] Silva, Vânia; Silva, Cátia; Soares, Pedro; Garrido, E. Manuela; Borges, Fernanda; Garrido, Jorge (2020). "Isothiazolinone Biocides: Chemistry, Biological, and Toxicity Profiles". Molecules. 25 (4): 991. doi:10.3390/molecules25040991. PMC 7070760. PMID 32102175.

[2] Reinhard; et al. (2001). "Preservation of products with MCI/MI in Switzerland". Contact Dermatitis. 45 (5): 257–264. doi:10.1034/j.1600-0536.2001.450501.x. PMID 11722483. S2CID 21296570.

[3] Knudsen BB, Menne T (1990). "Kathon CG--a new contact sensitizing preservative". Ugeskrift for Lægerer. 152 (10): 656–657. PMID 2321281.

[1]

[2]

[3]

Names


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
Identifiers
CAS Number	26172-55-4
3D model (JSmol)	Interactive image
Beilstein Reference	1210149
ChEBI	CHEBI:53621
ChemSpider	30800
DrugBank	DB14197
ECHA InfoCard	100.043.167
EC Number	247-500-7
PubChem CID	33344
UNII	DEL7T5QRPN
CompTox Dashboard (EPA)	DTXSID9034286
InChI InChI=1S/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3 Key: DHNRXBZYEKSXIM-UHFFFAOYSA-N InChI=1/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3 Key: DHNRXBZYEKSXIM-UHFFFAOYAV
SMILES ClC=1SN(C(=O)C=1)C
Properties
Chemical formula	C₄H₄ClNOS
Molar mass	149.59 g·mol⁻¹
Appearance	white solid
Density	1.02 g/cm³
Melting point	52 °C (126 °F; 325 K)
Solubility in water	Miscible
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H300, H301, H301, H310, H311, H314, H317, H318, H330, H331, H335, H400, H410
GHS precautionary statements	P260, P261, P262, P264, P270, P271, P272, P273, P280, P284, P301+310, P301+330+331, P302+350, P302+352, P303+361+353, P304+340, P305+351+338, P310, P311, P312, P320, P321, P322, P330, P333+313
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).