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26172-55-4

Basic Information
CAS No.: 26172-55-4
Name: 5-Chloro-2-methyl-4-isothiazolin-3-one
Molecular Structure:
Molecular Structure of 26172-55-4 (5-Chloro-2-methyl-4-isothiazolin-3-one)
Formula: C4H4ClNOS
Molecular Weight: 149.60
Synonyms: Isothiazolinones(Blend of CMIT and MIT);Kathon CG 5243;Isothiazolinone Anti-mould Antiseptic;Kasong preservative;Isothiazolinones;5-Chloro-2-methyl-4-isothiazolin-3-one (CMI);5-Chloro-2-Methyl-4-Isothiazoline-3-One;
EINECS: 247-500-7
Density: 1.51 g/cm3
Melting Point: 42-45?C
Boiling Point: 200.2 °C at 760 mmHg
Flash Point: 74.9 °C
Solubility:
Appearance: Clear to yellow liquid
Hazard Symbols: CorrosiveC,DangerousN,ToxicT
Risk Codes: 34-43-50-20/21/22-50/53-23/24/25
Safety: 26-36/37/39-45-60-61-24-28
Transport Information: UN 1760 8/PG 2
PSA: 50.24000
LogP: 1.10020
Synthetic route
999-72-4

N,N'-dimethyl-3,3'-dithiodipropionamide

26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

999-72-4

N,N'-dimethyl-3,3'-dithiodipropionamide

A

26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

B

2682-20-4

2-methyl-3-isothiazolone

Conditions
ConditionsYield
With thionyl chloride In 1,2-dichloro-ethane at 10℃; for 2h;A 18%
B 56%
With chlorine In ethyl acetate; acetonitrile at 5 - 10℃; for 1h; Solvent; Temperature; Overall yield = 85 percent;
999-72-4

N,N'-dimethyl-3,3'-dithiodipropionamide

A

26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

B

26542-23-4

4,5-Dichloro-2-methyl-3(2H)-isothiazolone

C

2682-20-4

2-methyl-3-isothiazolone

Conditions
ConditionsYield
With thionyl chloride In 1,2-dichloro-ethaneA 34%
B 8%
C 44%
1003-07-2

3-oxo-2,3-dihydroisothiazole

26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

107-06-2

1,2-dichloro-ethane

26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

Conditions
ConditionsYield
With sulfuryl dichloride
52334-99-3

N-methyl-3-mercaptopropionamide

A

26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

B

2682-20-4

2-methyl-3-isothiazolone

Conditions
ConditionsYield
With chlorine In N,N-dimethyl acetamide; chlorobenzene at 40 - 45℃; for 1h; Overall yield = 74 percent;
Stage #1: N-methyl-3-mercaptopropionamide With acetyl chloride In benzene at 25℃; for 0.666667h;
Stage #2: With chlorine In benzene at 25℃; for 1h; Reagent/catalyst; Temperature; Solvent; Overall yield = 86.2 percent;
26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

3811-73-2

2-mercaptopyridine-1-oxide sodium salt

[2-methyl-3-isothiazolon-5-yl]-(1-oxypyridin-2-yl)sulfide

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 4h; pH=8.5;70%
26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

5-chloro-N-methylisothiazol-3-amine

Conditions
ConditionsYield
Stage #1: 5-chloro-2-methyl-2H-isothiazol-3-one With trichlorophosphate
Stage #2: With ammonia In acetonitrile at 0 - 20℃;
61%
26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

75-66-1

2-methylpropan-2-thiol

C8H14ClNOS2

Conditions
ConditionsYield
In sodium hydroxide; acidic aq. solution at 26℃; pH=4; Kinetics;
26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

2492-26-4

sodium 2-mercaptobenzothiazole

[2-methyl-3-isothiazolon-5-yl]-(benzothiazol-2'-yl)sulfide

26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

3811-73-2

2-mercaptopyridine-1-oxide sodium salt

[2-methyl-3-isothiazolon-5-yl]-(1-oxypyridin-2-yl)sulfide

Conditions
ConditionsYield
With sodium hydroxide In ethanol; chloroform0.45 g (70%)
26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

disodium hydrogen phosphate

ethylenediamine tetraacid disodium salt

ethylenediamine tetraacid disodium salt

2682-20-4

2-methyl-3-isothiazolone

sodium phosphate

26530-20-1

2-octyl-isothiazol-3-one

Conditions
ConditionsYield
With sodium chloride
With sodium chloride

potassium phosphate

26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

disodium hydrogen phosphate

2682-20-4

2-methyl-3-isothiazolone

26530-20-1

2-octyl-isothiazol-3-one

Conditions
ConditionsYield
With potassium chloride; sodium chloride
With potassium chloride; sodium chloride
26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

disodium hydrogen phosphate

2682-20-4

2-methyl-3-isothiazolone

sodium phosphate

26530-20-1

2-octyl-isothiazol-3-one

Conditions
ConditionsYield
With sodium chloride
With sodium chloride
25769-03-3

pyrrolidinedithiocarbamate

26172-55-4

5-chloro-2-methyl-2H-isothiazol-3-one

79660-30-3

2-Methyl-5-[N,N-tetramethylenethiocarbamoyl]thio-4-isothiazolin-3-one

Conditions
ConditionsYield
In ethanol; chloroform; di-isopropyl ether
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Specification

Methylchloroisothiazolinone(5-chloro-2-methyl-4-isothiazolin-3-one)is a preservative with antibacterial and antifungal effects within the group of isothiazolinones. It is effective against gram-positive and gram-negative bacteria, yeast, and fungi. Its cas register number is 26172-55-4. It also can be called 5-chloro-2-methyl-; 3(2H)-Isothiazolone, 5-chloro-2-methyl-; 4-Isothiazolin-3-one, 5-chloro-2-methyl-; 5-Chloro-2-methyl-2H-isothiazol-3-one. It is a liquid and is a cost-effective antimicrobial. It is a high performance biocide for preserving metal working fluids, hydraulic fluids, polymer emulsions, pigment dispersions.

Physical properties about Methylchloroisothiazolinone are: (1)ACD/LogP: 0.487; (2)ACD/LogD (pH 5.5): 0.49; (3)ACD/LogD (pH 7.4): 0.49; (4)ACD/BCF (pH 5.5): 1.38 ; (5)ACD/BCF (pH 7.4): 1.38; (6)ACD/KOC (pH 5.5): 43.86; (7)ACD/KOC (pH 7.4): 43.86; (8)#H bond acceptors: 2; (9)Index of Refraction: 1.628; (10)Molar Refractivity: 35.044 cm3; (11)Molar Volume: 98.73 cm3; (12)Polarizability: 13.893 10-24cm3; (13)Surface Tension: 53.6839981079102 dyne/cm; (14)Density: 1.515 g/cm3; (15)Flash Point: 74.901 °C; (16)Enthalpy of Vaporization: 43.644 kJ/mol; (17)Boiling Point: 200.238 °C at 760 mmHg; (18)Vapour Pressure: 0.328000009059906 mmHg at 25°C

Uses of Methylchloroisothiazolinone: Methylchloroisothiazolinone may be used in combination with other preservatives including ethylparaben, benzalkonium chloride, or 2-bromo-2-nitropropane-1,3-diol.

When you are using Methylchloroisothiazolinone, please be cautious about it as the following:|
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing, gloves and eye/face protection;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. This material and/or its container must be disposed of as hazardous waste;
5. Avoid release to the environment. Refer to special instructions safety data sheet;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3;
(2)InChIKey=DHNRXBZYEKSXIM-UHFFFAOYSA-N;
(3)Smilesc1(n(sc(c1)Cl)C)=O;