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CAS

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Isothiazolinone is a heterocyclic chemical compound related to isothiazole. It is an antimicrobial preservative that is often used to control fungi, bacteria, and algae. Since water-containing solutions are the breeding grounds for bacteria, isothiazolinone can easily be used in such solutions. It is a powerful biocide and preservative and is the major active ingredient in the commercial product KathonTM.

26172-55-4

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26172-55-4 Usage

Uses

Used in Metal Working Fluids and Hydraulic Fluids:
Isothiazolinones are used as a high-performance biocide for preserving metal working fluids and hydraulic fluids. This is due to their ability to control the growth of fungi, bacteria, and algae in these fluids, which can cause corrosion and degradation of the fluids.
Used in Personal Care Formulations:
Isothiazolinones are used as a cost-effective antimicrobial for personal care formulations. They serve as a personal care preservative, preventing the growth of microorganisms that can spoil the product and cause skin irritation.
Used in Industrial Water Treatment:
Isothiazolinones are used as a high-performance industrial microbiocide for use in recirculating water cooling towers, wood, mold and mildew control, pulp and paper mills, and air washer systems. They are effective at very low use levels, making them a popular choice for industrial water treatment applications.
Used in Commercial Household and Cosmetics Products:
Isothiazolinones and their derivatives, such as 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one, are used together as preservatives in commercial households and cosmetics products. They are used in products like cleaners, shampoos, and washing materials to inhibit microbial activity that could lead to the product spoiling before the expected expiration date.
Used in Shampoo, Hand Sanitizer, and Lotions:
Isothiazolinones are used in these products as an inhibitor of microbial activity, ensuring the longevity and safety of the products for consumers.

Safety Information

The recommended use of isothiazolinone products by the manufacturers used as wrinkle releaser is not harmful. However, allergy to skin is one of the most reported issue with isothiazolinone.

Check Digit Verification of cas no

The CAS Registry Mumber 26172-55-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,6,1,7 and 2 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 26172-55:
(7*2)+(6*6)+(5*1)+(4*7)+(3*2)+(2*5)+(1*5)=104
104 % 10 = 4
So 26172-55-4 is a valid CAS Registry Number.
InChI:InChI=1/C4H4ClNOS.ClH/c1-6-4(7)2-3(5)8-6;/h2H,1H3;1H

26172-55-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name chloromethylisothiazolinone

1.2 Other means of identification

Product number -
Other names 5-Chloro-2-methyl-3-isothiazolone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Preservatives and Antioxidants
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:26172-55-4 SDS

26172-55-4Synthetic route

N,N'-dimethyl-3,3'-dithiodipropionamide
999-72-4

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

5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

N,N'-dimethyl-3,3'-dithiodipropionamide
999-72-4

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

A

5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

B

2-methyl-3-isothiazolone
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;
N,N'-dimethyl-3,3'-dithiodipropionamide
999-72-4

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

A

5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

B

4,5-Dichloro-2-methyl-3(2H)-isothiazolone
26542-23-4

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

C

2-methyl-3-isothiazolone
2682-20-4

2-methyl-3-isothiazolone

Conditions
ConditionsYield
With thionyl chloride In 1,2-dichloro-ethaneA 34%
B 8%
C 44%
3-oxo-2,3-dihydroisothiazole
1003-07-2

3-oxo-2,3-dihydroisothiazole

5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

Conditions
ConditionsYield
With sulfuryl dichloride
N-methyl-3-mercaptopropionamide
52334-99-3

N-methyl-3-mercaptopropionamide

A

5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

B

2-methyl-3-isothiazolone
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;
5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

2-mercaptopyridine-1-oxide sodium salt
3811-73-2

2-mercaptopyridine-1-oxide sodium salt

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

[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%
5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

5-chloro-N-methylisothiazol-3-amine

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%
5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

2-methylpropan-2-thiol
75-66-1

2-methylpropan-2-thiol

C8H14ClNOS2

C8H14ClNOS2

Conditions
ConditionsYield
In sodium hydroxide; acidic aq. solution at 26℃; pH=4; Kinetics;
5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

sodium 2-mercaptobenzothiazole
2492-26-4

sodium 2-mercaptobenzothiazole

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

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

5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

2-mercaptopyridine-1-oxide sodium salt
3811-73-2

2-mercaptopyridine-1-oxide sodium salt

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

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

Conditions
ConditionsYield
With sodium hydroxide In ethanol; chloroform0.45 g (70%)
5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

disodium hydrogen phosphate

disodium hydrogen phosphate

ethylenediamine tetraacid disodium salt

ethylenediamine tetraacid disodium salt

2-methyl-3-isothiazolone
2682-20-4

2-methyl-3-isothiazolone

sodium phosphate

sodium phosphate

2-octyl-isothiazol-3-one
26530-20-1

2-octyl-isothiazol-3-one

Conditions
ConditionsYield
With sodium chloride
With sodium chloride
potassium phosphate

potassium phosphate

5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

disodium hydrogen phosphate

disodium hydrogen phosphate

2-methyl-3-isothiazolone
2682-20-4

2-methyl-3-isothiazolone

2-octyl-isothiazol-3-one
26530-20-1

2-octyl-isothiazol-3-one

Conditions
ConditionsYield
With potassium chloride; sodium chloride
With potassium chloride; sodium chloride
5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

disodium hydrogen phosphate

disodium hydrogen phosphate

2-methyl-3-isothiazolone
2682-20-4

2-methyl-3-isothiazolone

sodium phosphate

sodium phosphate

2-octyl-isothiazol-3-one
26530-20-1

2-octyl-isothiazol-3-one

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

pyrrolidinedithiocarbamate

5-chloro-2-methyl-2H-isothiazol-3-one
26172-55-4

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

2-Methyl-5-[N,N-tetramethylenethiocarbamoyl]thio-4-isothiazolin-3-one
79660-30-3

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

Conditions
ConditionsYield
In ethanol; chloroform; di-isopropyl ether

26172-55-4Downstream Products

26172-55-4Relevant articles and documents

Preparation method of 2-methyl-4-isothiazoline-3-one aqueous solution

-

Paragraph 0031-0044; 0048-0050, (2020/12/31)

The invention provides a preparation method of a 2-methyl-4-isothiazoline-3-one aqueous solution. The method comprises the following concrete steps: uniformly mixing N,N'-dimethyl-3,3'-dithiodipropionamide or N-methyl-3-mercaptopropionamide with a solvent; adding a halogenating agent into the mixed solution, and carrying out a halogenation ring closing reaction; filtering to obtain a product, washing a filter cake with ethyl acetate, and drying to obtain a 2-methyl-4-isothiazoline-3-one hydrochloride solid; and dissolving the 2-methyl-4-isothiazoline-3-one hydrochloride solid by using a sodiumcarbonate aqueous solution to obtain an aqueous solution of which the pH value is 5.0-7.0 and the mass fraction of 2-methyl-4-isothiazoline-3-one is 50%. According to the invention, the purity of the2-methyl-4-isothiazoline-3-one obtained by the method reaches 99.9% or above, and the content of 5-chlorine-2-methyl-4-isothiazoline-3-one can be controlled to be 100 ppm or below.

Preparation method of 3-isothiazolinone compound

-

Paragraph 0033-0039, (2020/12/31)

The invention discloses a preparation method of a 3-isothiazolinone compound, which comprises the following steps of adding raw materials and a solvent into a reaction system, and stirring and mixing,adding a dehydrating agent into the mixed solution, and stirring for reaction, introducing chlorine into the reaction system, stirring the reaction mixture for reaction, filtering and separating to obtain a product. According to the method, the chemical dehydrating agent is added into the reaction system to react with water or alcohol in the reaction system, so that water or alcohol in the systemis removed, side reaction caused by water or alcohol is avoided, the reaction yield is increased, and the economic benefit is remarkable.

Pipeline type continuous production method of 3-isothiazolinone compound

-

Paragraph 0018, (2019/12/02)

The invention discloses a pipeline type continuous production method of a 3-isothiazolinone compound, which comprises the following steps: carrying out mixed reaction on a thioamide compound, a catalyst, a solvent and chlorine through a pipeline reactor system, and carrying out after-treatment after the reaction is completed to obtain the 3-isothiazolinone compound. According to the method, the defects of large occupied area, small productivity, low efficiency, high energy consumption and small safety coefficient caused by existing batch production of the 3-isothiazolinone compound are overcome; the invention provides a mode for continuously producing the 3-isothiazolinone compound, so that the reaction process is easy to control, energy consumption is reduced, the production efficiency and the safety coefficient of the production process are improved, and the process is an efficient and energy-saving safe production process.

MICROBICIDE

-

Paragraph 0065; 0067, (2016/12/07)

5-chloro-2-methyl-4-isothiazolin-3-yn as an active ingredient together with an, used in process for manufacturing a product of the co-organic solvent, in the residue and hydrolysates content of reduced for providing immunomodulated microbicidal, and ring alcoholic beverage group id amide 3-isothiazolone with a lactam-type including halogenation anger hydrogen salt neutralizing process device in manufacturing process, ring process moisture content as reaction solvent, the amount of acetic acid, ester and 0.1 weight % hereinafter, neutralizing step before the halogen anger hydrogen salt an ester of acetic acid dispersions obtained to filter out moisture content 0.1 weight % hereinafter in anger hydrogen salt halogen said hydrocarbon is added catalyst and a stabilizing agent to provide access to the filtration for solvent of exchanging and, moisture content collect the blood and to easily solvent exchange from process ring in addition 0.1 weight % hereinafter in an atmosphere of embodiment obtained with the device, which are in 5-chloro-2-methyl-4-isothiazoline-3-on as the active ingredient and, 10% weight concentration active ingredient when organic solvents and the Singer and total content of hydrolysate is microbicidal microbicides 200 888000000088 8 hereinafter.

STABLE COMPOSITIONS OF THIABENDAZOLE AND IODINE-CONTAINING FUNGICIDES

-

, (2015/02/25)

The present invention relates to stable compositions for the fungicidal equipment of thermoplastic polymers, in particular PVC, comprising thiabendazole, at least one iodine-containing fungicide and at least one epoxide and optionally further fungicidally active compounds, and also to methods for preparing these formulations and to uses thereof for the protection of thermoplastic polymers against attack and destruction by microorganisms. Moreover, the invention relates to mold-resistant PVC materials equipped with the compositions according to the invention.

FUNGICIDAL PENFLUFEN MIXTURES

-

, (2014/04/03)

The invention relates to mixtures comprising penflufen, to the use of these mixtures for protecting industrial materials and to a method for treating industrial materials with the penflufen mixtures.

Synergistic biocidal composition

-

, (2008/06/13)

The invention relates to a biocidal composition which can be added to materials which can be attacked by harmful micro-organisms, containing pyrithione as a biocidal active ingredient. The biocidal composition is characterised in that it contains 2-alkyl isothiazoline-3-one as another biocidally active ingredient. The active ingredients of the biocidal composition behave synergistically and are ideally suitable for controlling bacteria, fungus and algae.

Bromonitrothienyldioxanes

-

, (2008/06/13)

The invention relates to novel 5-bromo-5-nitro-2-thienyl-1,3-dioxanes of the formula (I) in which R1, R2 and R3 are as defined in the description are highly suitable for use as biocides for protecting plants and industrial materials.

3-NITROISOXAZOLES AND THEIR USE IN THE PROTECTION OF MATERIALS

-

, (2012/09/11)

The 3-nitroisoxazoles of the formula (I) in which R1 and R2 are each as defined in the description, some of which are known, are highly suitable for use as biocides for protecting industrial materials.

Thiazines and thiazoles as agents for protecting materials

-

, (2012/09/11)

The novel and known thiazines and thiazoles of the formula (I) in which R1, R2 and n are as defined in the description, are highly suitable for use as biocides for protecting industrial materials.

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