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Fenticlor

HCID 7329
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Grundinformationen

CAS
97-24-5
Standard-SMILES
Oc1ccc(Cl)cc1Sc1cc(Cl)ccc1O
InChIKey
ANUSOIHIIPAHJV-UHFFFAOYSA-N
Summenformel
[ClC6H3(OH)]2S
Durchschnittliche Molmasse
287,2 g/mol
Monoisotopische Masse
285,9622061

Überblick

2,2'-thiobis(4-chlorophenol) appears as white to cream-colored solid or pale yellow powder. White crystalline solid melting from 175.8-186.8 °C. Odorless and insoluble in water.

Namen und Bezeichner

Bevorzugter Name
Fenticlor
IUPAC
4-chloro-2-(5-chloro-2-hydroxyphenyl)sulfanylphenol
Lokaler Name
Fenticlor
Englischer Name
BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE
Summenformel
C12H8Cl2O2S
Molmasse
287.16

Namen und Synonyme

Fenticlor97-24-52,2'-THIOBIS(4-CHLOROPHENOL)Bis(2-hydroxy-5-chlorophenyl) sulfideFentichlorNovexPhentichlorumMeflorinOvitrolOksidBis(2-hydroxy-5-chlorophenyl)sulfideFenticloro
Weitere Namen anzeigen
d25D 25cr305HL 1050
D 25-AntimykotikumS 7 (antimycotic)FenticlorumPhenol, 2,2'-thiobis[4-chloro-2,2'-Dihydroxy-5,5'-dichlorodiphenyl sulfide2,2'-sulfanediylbis(4-chlorophenol)Ph 549CR 305

Datenbank-Bezeichner

CAS
97-24-5
PubChem CID
7329
DTXSID
DTXSID4026137
ChEMBL
CHEMBL473535
ChEBI
CHEBI:556580
UNII
D61659OVD0
EC Number
202-568-7
Nikkaji
J4.947F

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
4,5
Polarare Oberfläche (TPSA)
65,8 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
2
Schwere Atome
17
Formalladung
0
Komplexität
231

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Uses -> Biocides/Disinfectants
CosmeticsAntimicrobial
Solubilityless than 1 mg/mL at 72 °F (NTP, 1992)
Melting Point348.4 to 368.2 °F (NTP, 1992)
Physical Description · 2 Einträge

2,2'-thiobis(4-chlorophenol) appears as white to cream-colored solid or pale yellow powder. White crystalline solid melting from 175.8-186.8 °C. Odorless and insoluble in water.

White to cream-colored solid or pale yellow powder; [CAMEO]

Physikochemische Eigenschaften

Schmelzpunkt
175 °C · 175°C
Siedepunkt
416.7 · 416.7±45.0 °C(Predicted)
Dichte
1.4186 · 1.4186 (estimate)
storage temp.
Sealed in dry,Room Temperature
Aggregatzustand

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P333+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationPhenol, 2,2'-thiobis[4-chloro-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Phenol, 2,2'-thiobis[4-chloro-: Human health tier I assessment
Fire HazardsFlash point data are not available for this chemical, but it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: This material may cause skin irritation.
Hazards SummaryMay be irritating to the skin; [CAMEO] A photosensitizer reported in Canada, Britain, and Australia; [Marks, p. 231-2]
Reactive GroupSulfides, Organic
Reactivity Profile · 1 Eintrag

2,2'-THIOBIS(4-CHLOROPHENOL) 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.

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Classification Code: Anti-infective, topical ; Antifungal agents [NLM, ChemIDplus] Used as a preservative in water circulation systems to prevent the growth of algae and slime; it has antimicrobial activity against bacteria, fungi, and algae; [Ullmann] Used in cosmetics (hair dressings and antifungal creams) sold outside the United States; also reported in workers handling thermoplastic resins; [Marks, p. 231]

Metal Machining [Category: Heat or Machine]

Use ClassificationCosmetics -> Antimicrobial

Anwendungen

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

Darstellung · 1 Eintrag

synthetischeFenticlor 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.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

SulfuryldichloridChlor

Nachgelagerte Produkte

2,2'-Thiobis[4-chlor-6-nitrophenol]

Zugehörige Reaktionen

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powder to crystal
pka
7.91 · 7.91±0.48(Predicted)
Farbe
White to Orange to Green
Merck
14 · 14,4004
Stabilität
Stable. Incompatible with strong oxidizing agents.
Kosmetik-Inhaltsstoffe Funktionen
ANTIMICROBIAL
LogP
4.4 · 4.400 (est)
CAS Datenbank
97 · 97-24-5(CAS DataBase Reference)
EPA chemische Informationen
Fenticlor (97-24-5)
Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheit und Schutzausrüstung

Fire FightingFires involving this compound should be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 Eintrag

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxikologische Informationen

Adverse EffectsDermatotoxin - PACD (photoallergic contact dermatitis).

Sicherheitsdaten

hs_code
2930.90.2900
RTECS-Nr.
SN0350000
risk_code
36/37/38
Toxizität
LDLo intraperitoneal in mouse: 250mg/kg
safety_code
26-36/37/39
hazard_class
IRRITANT

Ergänzende Hinweise

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