PRODUCTS

BENZISOTHIAZOLINONE

1,2-benzisothiazolin-3-one = 1,2-benzisothiazoline-3-one = benzisothiazolone

CAS: 2634-33-5
European Community (EC) Number: 220-120-9
IUPAC Name: 1,2-benzothiazol-3-one
Molecular Formula: C7H5NOS
Molecular Weight: 151.19

Boiling Point: 327.6 °C
Melting Point: 156.6 °C
Solubility: 21.7 [ug/mL]
Density: 1.483 g/cu cm at 20 °C
Vapor Pressure: 2.78X10-6 mm Hg at 25 °C

Benzisothiazolinone is a preservative, but it is also a disinfectant used in the film, fiber, leather, masonry, metalworking, and embalming industries.
However, benzisothiazolinone is also found in liquid hand soap and sunscreen.
Benzisothiazolinone dissolves in water and is used in water-based solutions, such as pastes, paints, and oils.

There are three common methods for making BIT.
The first involves reacting 2-halogenothiobenzoyl halide with a primary amine to obtain an N-substituted BIT.
The 2-halogenothiobenzoyl halide is typically made by cleaving the disulphide bond of 2,2'-dithio-bis-benzoic acid with halogen and simultaneously or sequentially converting the carboxylic acid groups to acid halides.
A second method involves cyclising 2-halogenothiobenzamide in the presence of acid or alkali.
The 2-halogenothiobenzamide typically comes from converting 2,2'-dithio-bis- benzoic acid to bisamide and then cleaving the disulphide bond with halogen.
The third method is to heat 2,2'-dithio-bis-benzamides in the presence of a sodium hydroxide solution.
Another method is to disproportion bisamide in alkali in the presence of oxygen or an oxygen-release agent.

Benzisothiazolinone (BIT) is an organic compound with the formula C6H4SN(H)CO.
A white solid, benzisothiazolinone is structurally related to isothiazole, and is part of a class of molecules called isothiazolinones.
BIT is widely used as a preservative and antimicrobial.

Benzo[d]isothiazol-3-one is an organic heterobicyclic compound based on a fused 1,2-thiazole and benzene bicyclic ring skeleton, with the S atom positioned adjacent to one of the positions of ring fusion.
Benzisothiazolinone has a role as a disinfectant, a platelet aggregation inhibitor, an environmental contaminant, a xenobiotic, a drug allergen and a sensitiser.
Benzisothiazolinone is an organonitrogen heterocyclic compound and an organic heterobicyclic compound.

1,2-Benzisothiazol-3(2H)-one can be synthesized by reacting 2-mercaptobenzoic acid with diphenyl phosphoryl azide.

1,2-benzisothiazol-3(2H)-one (referred to as benzisothiazolinone or BIT), is an antimicrobial agent used as a preservative in mainly aqueous-based chemical chemicals.
BIT can be found in paints, lacquers, polishes, printing inks, emulsions, cleaning agents, disposable gloves; it is also widely used as a preservative for pesticides.
Due to environmental considerations, water-based paints recently replaced solvent-based paints, which require the addition of biocides; isothiazolinones are widely used for this purpose.
BIT is also used in paper-based jointing but it degrades during sunlight exposure losing its biocidal efficiency.

Benzisothiazolinone (BIT) is an organic compound with the formula C6H4SN(H)CO.
A white solid, it is structurally related to isothiazole, and is part of a class of molecules called isothiazolinones.
BIT is widely used as a preservative and antimicrobial.

Benzisothiazolinone has a microbicide and a fungicide mode of action.
Benzisothiazolinone is widely used as a preservative, for example in:

emulsion paints, caulks, varnishes, adhesives, inks, and photographic processing solutions
home cleaning and car care products; laundry detergents, stain removers and fabric softeners;
industrial settings, for example in textile spin-finish solutions, leather processing solutions, preservation of fresh animal hides and skins
agriculture in pesticide formulations
gas and oil drilling in muds and packer fluids preservation.

Is the main industrial sterilization, anti-corrosion, anti-enzyme agent.
Has outstanding inhibition of mold (fungi, bacteria), algae and other microorganisms in the role of the breeding of organic media, to solve the microbial breeding of organic products caused by mold, fermentation, deterioration, demulsification, and a series of questions.
Therefore, developed countries will be widely used for BIT latex products, water-soluble resin, paint (latex paint), acrylic acid, polymer.
Linings, photographic lotions, paper, ink, leather, lubricants and other products.

Usage:

Benzisothiazolinone has a microbicide and a fungicide mode of action.
Benzisothiazolinone is widely used as a preservative, for example in:

-emulsion paints, caulks, varnishes, adhesives, inks, and photographic processing solutions
-home cleaning and car care products; laundry detergents, stain removers and fabric softeners;
-industrial settings, for example in textile spin-finish solutions, leather processing solutions, preservation of fresh animal hides and skins
-agriculture in pesticide formulations
-gas and oil drilling in muds and packer fluids preservation.
In paints, benzisothiazolinone is commonly used alone or as a mixture with methylisothiazolinone.
Typical concentrations in products are 200–400 ppm depending on the application area and the combination with other biocides.
According to a study in Switzerland, 19% of the paints, varnishes and coatings contained BIT in 2000.
The fraction in adhesives, sealants, plasters and fillers was shown at that time as 25%.
A later study in 2014 shows a dramatic rise in usage, to 95.8% of house paints.

Home cleaning and other care products that are high in water are easily contaminated by microorganisms, so isothiazolinones are often used as a preservatives in these products because they are good at combatting a broad array of bacteria, fungi, and yeasts.

A Swiss investigation found that BIT is used in concentrations between 50 and 500 ppm in tattooing ink.
According to regulations in the EU and Switzerland, BIT cannot be used in cosmetics.
However, it is allowed in the United States and Canada.

Benzisothiazolinone has reported cosmetic uses as an antimicrobial agent, a preservative, and in fragrance compounds.
Benzisothiazolinone has been reported to be present in tattoo inks.
Benzisothiazolinone (CAS No. 2634-33-5) has reported domestic uses, including as preservatives in paints, lacquers and varnishes,
and as ingredients in:

-adhesive and binding agents;
-air fresheners;
-fabric softeners;
-carpet cleaners;
-stain removers;
-multi-purpose cleaners;
-wood floor cleaners;
-glass surface cleaners;
-floor polishers;
-tile grout and tile sealer;
-laundry and dishwashing detergents;
-dish soaps;
-handwash products; and
-odour eliminators.

Benzisothiazolinone has a microbicide and a fungicide mode of action.
Benzisothiazolinone is used as a preservative in emulsion paints, varnishes, adhesives, washing agents, fuels and in the papermaking process.
In paints, benzisothiazolinone is commonly used as a mixture with methylisothiazolinone.
Typical concentrations in products are 200–400 ppm depending on the application area and the combination with other biocides.
According to a study in Switzerland, 19% of the paints, varnishes and coatings contained BIT in 2000.
The fraction in adhesives, sealants, plasters and fillers was 25%.

Benzisothiazolinone is a chemical preservative used in cooling fluids, adhesives, paper, leather, fur, cutting oils, water systems, cosmetics, household goods and antiseptic agents.
Benzisothiazolinone is also found in bactericides and fungicides and widely used in the paint industry.

1.Benzisothiazolinone is widely used biocide that inhibits bacterial growth and spoilage.

2.Benzisothiazolinone is toxic to both microbes and fungus.
BIT is also marketed as a mixture with other isothiazolinone-based biocides.

3.Typical concentrations in products are 200–400 ppm depending on the application area and the combination with other biocides.

4.Benzisothiazolinone also is active against bacteria and fungi, especially in highly alkaline environments.

5.Benzisothiazolinone is used as a preservative in emulsion paints, varnishes, adhesives, washing agents, fuels and in the papermaking process.

6.In paints, benzisothiazolinone is commonly used as a mixture with methylisothiazolinone.

7.Benzisothiazolinone is also used to preserve a variety of water-based process liquids, including metal-working fluids, oil-field fluids and injection water, textile solutions, pesticide emulsions, and mineral slurries and coatings used in paper mills.

Functions:
1. Antimicrobial Preservative - Actively kills and inhibits the growth of unwanted microorganisms which may be harmful.
2. Antioxidant - Reduces oxidation to prevent the formation of free radicals which may be harmful to health.
3. Drug / Medicine - Used to treat, alleviate, cure or prevent sickness.
As officially declared by a governmental drug/medicine regulatory body.
4. Fragrance / Fragrance Component - Provides or enhances a particular smell or odor.
5. Preservative - Prevents and inhibits the growth of unwanted microorganisms which may be harmful.

Benzisothiazolinone (BIT) is widely used in home cleaning and car care products; laundry detergents, stain removers, and fabric softeners.
Benzisothiazolinone is a known human immune system toxicant, and also is classified as an irritant for skin, eyes, and lungs.
Benzisothiazolinone is widely used as an active ingredient of many home cleaning products, paints, varnishes, adhesives, washing agents, plasters, sealants, and fabric treatments.

SYNONYMS:

1,2-Benzisothiazol-3(2H)-one

2634-33-5

1,2-Benzisothiazolin-3-one

1,2-benzothiazol-3-one

benzisothiazolone

Benzo[d]isothiazol-3(2H)-one

Benzo[d]isothiazol-3-one

Proxel

1,2-Benzisothiazoline-3-one

Proxel PL

1,2-BENZISOTHIAZOL-3-ONE

Nipacide BIT

Proxel AB

Benzo[d]isothiazol-3-ol

2,3-dihydro-1,2-benzothiazol-3-one

Proxel XL 2

benzoisothiazol-3-one

1,2-benzoisothiazolin-3-one

1,2-Benzisothiazolone

C7H5NOS

UNII-HRA0F1A4R3

3-Hydroxy-1,2-benzisothiazole

IPX

CHEBI:167099

HRA0F1A4R3

1,2-Benzoisothiazoline-3-one

2,3-dihydro-3-oxo-1,2-benzisothiazole

MLS-0254244.0001

Benzo(d)isothiazol-3(2H)-one

Benzisothiazolin-3-one

Caswell No. 079A

Caswell No. 513A

Benzocil

1,2-benzisothiazolinone

Acticide BIT

Canguard BIT

Denicide BIT

Proxel BD

Proxel CF

Proxel TN

Proxel XL

Proxel BDN

Proxel GXL

Proxel Ultra 5

San-aibac AP

Proxel LV-S

Proxel Press Paste

Apizas AP-DS

Acticide BW 20

Bestcide 200K

Nipacide BIT 20

Parmetol B 70

Parmetol D 11

Proxel GXL(S)

Proxel HL 2

Nuosept 485

Nuosept 491

Nuosept 495

Topcide 600

XBINX

CCRIS 6369

Denicide BIT 20N

Koralone B 119

Nipacide BIT 10W

Preventol BIT 20D

Proxel BD 20

Proxel Press Paste D

Troysan 1050

Bioban BIT 20DPG

benzisothiazoline-3-one

Canguard BIT 20DPG

EINECS 220-120-9

SD 202 (bactericide)

Canguard Ultra BIT 20LE

EPA Pesticide Chemical Code 098901

1,2-Benzoisothiazol-3-one

BIT 10W

BIT 20

2-Thiobenzimide

2,3-Dihydrobenzisothiazol-3-one

1,2-benzisothiazole-3(2h)-one

SD 202

1,2-BENZISOTHAZOL-3(2H)-ONE

1,2-Benzothiazolinone

Benzisothiazolone (BIT)

ACMC-209u7v

Epitope ID:115004

Benzisothiazol-3(2H)-one

DSSTox_CID_12523

DSSTox_RID_78967

DSSTox_GSID_32523

SCHEMBL26078

40991-37-5

cid_17520

MLS000771034

REGID_for_CID_17520

CHEMBL297304

SCHEMBL5586024

DTXSID5032523

BDBM46658

HSDB 8271

HMS1755P21

HMS2706H20

ZINC2581983

Tox21_300489

MFCD00044001

AKOS001062434

AKOS030227972

AC-2653

CS-W018117

FS-3163

MCULE-3257757873

1,2-Benzisothiazol-3(2H)-one, 97%

NCGC00164206-01

NCGC00248077-01

NCGC00254467-01

SMR000344133

US9011882, Table 1, Compound 20

CAS-2634-33-5

AB0008332

DB-027306

AM20060449

B2430

FT-0606282

EN300-17679

34B335

634B335

A818398

AE-562/40151878

Q411746

1,2-Benzisothiazol-3(2H)-one, analytical standard

W-107178

Z56983154

F0288-0100