BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE

Chemical properties

white to pale yellow powder

Originator

Fenticlor,Shanghai Lansheng

The Uses of BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE

Fungicide; especially used against Monosporium apiospermum: Reifferscheid, Seeliger, Dtsch. Med. Wochenschr. 80, 1841, 1850 (1955).

The Uses of BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE

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.

Preparation

Fenticlor is produced (1) by the reaction of 4-chlorophenol with sulfur dichloride in the presence of AlCl3 or (2) by chlorination of 2,2'-thiobisphenol with chlorine in glacial acetic acid or with SO2Cl2 in dichlorobenzene. It shows a tendency to discoloration. Fenticlor has a broad range of antimicrobial action; it is, e.g., effective against bacteria, fungi, yeasts, and algae. Fenticlor is therefore used as a preservative for aqueous functional fluids and to control algae and slime in process water circulation systems.

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.