97-24-5

Basic information

• Product Name: BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE
• Synonyms: TIMTEC-BB SBB001172;2,2'-DIHYDROXY-5,5'-DICHLORODIPHENYL SULFIDE;2,2'-THIOBIS(4-CHLOROPHENOL);BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE;BIS(5-CHLORO-2-HYDROXYPHENYL) SULFIDE;FENTICHLOR;FENTICLOR;CHLORHYDROSULFIDE
• CAS NO: 97-24-5
• Molecular Formula: C₁₂H₈Cl₂O₂S
• Molecular Weight: 287.16
• EINECS: 202-568-7
• Product Categories: Diphenyl Sulfides (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
• Mol File: 97-24-5.mol

Chemical Properties

• Melting Point: 175°C
• Boiling Point: 416.688 °C at 760 mmHg
• Flash Point: 205.806 °C
• Appearance: white to pale yellow powder
• Density: 1.4186 (estimate)
• Vapor Pressure: 1.55E-07mmHg at 25°C
• Refractive Index: 1.73
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 7.91±0.48(Predicted)
• Stability: Stable. Incompatible with strong oxidizing agents.
• Merck: 14,4004
• CAS DataBase Reference: BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE(97-24-5)
• EPA Substance Registry System: BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE(97-24-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RTECS: SN0350000
• HazardClass: IRRITANT
• Hazardous Substances Data: 97-24-5(Hazardous Substances Data)

Usage

Originator

Fenticlor,Shanghai Lansheng

Uses

Different sources of media describe the Uses of 97-24-5 differently. You can refer to the following data:
1. Fungicide; especially used against Monosporium apiospermum: Reifferscheid, Seeliger, Dtsch. Med. Wochenschr. 80, 1841, 1850 (1955).
2. Fentichlor is a fungicide especially used against Monosporium apiospermum; topical antifungal and antibacterial agent in hairdressings, antifungal creams, and ointments; thermoplastic resin.

Definition

ChEBI: An aryl sulfide having two 5-chloro-2-hydroxyphenyl groups attached to sulfur; an antiinfective drug mostly used in veterinary medicine.

Manufacturing Process

1 mol bis(2-hydroxy-phenyl)-sulfide, prepared from sulfuryl chloride and phenol, in about 2500 ml glacial acetic acid was dissolved and heated for boiling. 2-3 mol gaseous chlorine was passed through that solution and on cooling bis(2-oxy-5-chlorphenyl)sulfide was fallen. It was recrystallized from acetic acid or light petroleum. MP: 175°C. A residue was dropped from filtrate with water as the white crystals, which melted at the same temperature.Fenticlor may be also prepared by adding sulfuryl chloride to the solution of bis(2-hydroxy-phenyl)sulfide in dichlorobenzene

Therapeutic Function

Antifungal

General Description

White to cream-colored solid or pale yellow powder. White crystalline solid melting from 175.8-186.8°C. Odorless and insolbule in water.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE is incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials may generate heat and toxic or flammable gases.

Hazard

Toxic by ingestion.

Fire Hazard

Flash point data are not available for BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE, but BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE is probably combustible.

InChI:InChI=1/C12H8Cl2O2S/c13-7-1-3-9(15)11(5-7)17-12-6-8(14)2-4-10(12)16/h1-6,15-16H

Upstream product

• 13693-59-9 2,2'-dihydroxyldiphenyl sulfide 
• 29097-31-2 2,2'-sulfoxide-bis(4-chlorophenol) 
• 106-48-9 4-chloro-phenol 
• 75-15-0 carbon disulfide 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 

Downstream Products

• 102557-52-8 bis-(5-chloro-2-hydroxy-3-pyrrolidinomethyl-phenyl)-sulfide 
• 102666-86-4 bis-(5-chloro-2-hydroxy-3-piperidinomethyl-phenyl)-sulfide 
• 102557-55-1 4,4'-dichloro-6,6'-bis-morpholinomethyl-2,2'-sulfanediyl-di-phenol 
• 13693-59-9 2,2'-dihydroxyldiphenyl sulfide 
• 3636-29-1 bis-2-hydroxy-5-chlorophenyl sulfone 
• 3161-15-7 6,6’-thiobis-(2-bromo-4-chlorophenol) 
• 852-20-0 5,5'-dichloro-3,3'-dinitro-2,2'-dihydroxydiphenyl sulphide 
• 101784-60-5 4,4'-dichloro-6,6'-bis-dimethylaminomethyl-2,2'-sulfanediyl-di-phenol 
• 75024-24-7 bis-(5-chloro-2-methoxy-phenyl)-sulfide 
• 23686-88-6 1,4-benzosemiquinone sodium salts 
• 283178-36-9 2,10-dichloro-6-(4'-methylphenoxy)-4,8-dinitrodibenzo[d,g][1,3,6,2]dioxathiaphosphocin-6-oxide 

Relevant articles and documents

High refractive index materials: A structural property comparison of sulfide- and sulfoxide-containing polyamides

High-refractive-index polyamides (PAs) are developed by incorporation of sulfide- or sulfoxide linkages and chlorine substituents. The PAs are synthesized through the polycondensation of two novel diamine monomers, 2,2′-sulfide-bis(4-chloro-1-(4-aminophenoxy) phenyl ether (3a) and 2,2′-sulfoxide-bis(4-chloro-1-(4-aminophenoxy) phenyl ether (3b), with various aromatic diacids (a-e). The ortho-sulfide or sulfoxide units, pendant chlorine groups, and flexible ether linkages in the diamine monomers endowed the obtained PAs with excellent solubilities in organic solvents. The resulting PAs showed high thermal stability, with 10% weight loss temperatures exceeding 415°C under nitrogen and 399°C in air atmosphere. The combination of chlorine substituents, sulfide or sulfoxide linkages, and ortho-catenated structures provided polymers with high transparency along with high refractive index values of up to 1.7401 at 632.8 nm and low birefringences (0.0075). The structure-property relationships of the analogous PAs containing sulfide or sulfoxide linkages were also studied in detail by comparing the results.

Utilisations synthetiques d'une electrode soluble au soufre. III. Creation de l'enchainement C-S-C a partir d'ethers aromatiques et de phenols

Use of a sacrificial sulfur electrode in electroorganic chemistry.III.Formation of the C-S-C bond from aromatic ethers and phenols.At a working potential of about +2.2 V (vs SCE) the carbon-sulfur electrode is a source of the electrogenerated cation S2+ in organic media.This electrophile can react with aromatic ethers and phenols to produce the corresponding monosulfides.This reaction may be regioselective. carbon-sulfur electrode / sacrificial electrode /sulfur cation / organic sulfide / electrophilic substitution

Compositions

The problem of providing a storage stable anti-calculus toothpaste comprising a tripolyphosphate salt is remedied by incorporating more than 4% of the salt and having the pH from about 8 to about 10. A tripolyphosphate salt may also be combined with a noncationic anti-bacterial agent such as triclosan to provide a composition having anti-calculus and anti-plaque activity.

Carbonates of acetylenic alcohols

Polymerizable carbonate compounds of the formula: wherein A is an aromatic polycycle, R1 and R2 are independently hydrogen atom or alkyl, and n is 1, 2 or 3, are disclosed. They are useful as a component of nonemanating, self-curing and heat resistant resin compositions.

Method of disinfecting premises from coccidial oocysts using generated ammonia

A method of disinfecting premises from coccidial oocysts in which surface to be disinfected is thoroughly wetted with a first aqueous solution of ammonium salt containing approximately 0.5 to 1.5 molar of ammonium together with non-ionic surfactant and indicator having a color change in the region of pH 8 to pH 10 and the wetted surface is then covered with sufficient of a second aqueous solution of alkali metal hydroxide containing approximately 0.75 to 2.3 molar of hydroxide toether with phenolic bactericide to cause the indicator to change color on the treated surface. A preparation for use in such a method comprises a first package containing ammonium salt together with non-ionic surfactant and indicator and second package containing alkali metal hydroxide and phenolic bactericide, the molar amount of hydroxide in the second package being greater than the molar amount of ammonium in the first package.

Dentifrice compositions

It is disclosed that a dentifrice which includes a surfactant and an anti-plaque agent comprising a substantially water-insoluble non-cationic antimicrobial agent or a zinc salt or a mixture thereof has enhanced activity when the dentifrice comprises at least 0.2% by weight of a lamellar liquid crystal surfactant phase having a lamellar spacing of less than 6.0 nm.