Fenticlor

HCID 7329CAS 97-24-5

Basic information

Standard SMILES
Oc1ccc(Cl)cc1Sc1cc(Cl)ccc1O
InChIKey
ANUSOIHIIPAHJV-UHFFFAOYSA-N
Molecular formula
C12H8Cl2O2S
Average molar mass
287.2 g/mol
Monoisotopic mass
285.9622061

Names & identifiers

Preferred name
Fenticlor
IUPAC
4-chloro-2-(5-chloro-2-hydroxyphenyl)sulfanylphenol
English name
BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE
Molecular formula
C12H8Cl2O2S
Molecular weight
287.16

Names & synonyms

Fenticlor97-24-52,2'-THIOBIS(4-CHLOROPHENOL)Bis(2-hydroxy-5-chlorophenyl) sulfideFentichlorNovexOvitrolPhentichlorumMeflorinOksidBis(2-hydroxy-5-chlorophenyl)sulfideFenticloro
Show more names
d25D 25cr305HL 1050
D 25-AntimykotikumS 7 (antimycotic)FenticlorumPhenol, 2,2'-thiobis[4-chloro-2,2'-Dihydroxy-5,5'-dichlorodiphenyl sulfidePh 549CR 3052,2'-sulfanediylbis(4-chlorophenol)

Database identifiers

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

Properties

Computed structural properties

XLogP
4.5
Topological polar surface area
65.8 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
17

Experimental & physicochemical properties

Solubilityless than 1 mg/mL at 72 °F (NTP, 1992)
Melting Point348.4 to 368.2 °F (NTP, 1992)
Physical Description · 2 items

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]

Physicochemical properties

Melting point
175 °C · 175°C
Boiling point
416.7 · 416.7±45.0 °C(Predicted)
Density
1.4186 · 1.4186 (estimate)
storage temp.
Sealed in dry,Room Temperature
form
powder to crystal
pka
7.91 · 7.91±0.48(Predicted)

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (97.5%): May cause an allergic skin reaction [Warning Sensitization, Skin];H318 (97.5%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H335 (97.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H413 (97.5%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

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.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

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;IMAP assessments - Phenol, 2,2'-thiobis[4-chloro-: Environment 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.;ACUTE/CHRONIC HAZARDS: This material may cause irritation of the skin on contact. Hazardous products are emitted when this chemical is heated to decomposition. (NTP, 1992)
Hazards SummaryMay be irritating to the skin; [CAMEO] A photosensitizer reported in Canada, Britain, and Australia; [Marks, p. 231-2]
Reactive GroupSulfides, Organic;Phenols and Cresols;Aryl Halides

Safety & protection

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

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.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Nonfire Spill Response · 1 item

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.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

Personal Protective Equipment (PPE) · 1 item

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)

Toxicology

Adverse EffectsDermatotoxin - PACD (photoallergic contact dermatitis).

Regulatory information

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.

Safety data

rtecs
SN0350000
hs_code
2930.90.2900
Toxicity
LDLo intraperitoneal in mouse: 250mg/kg
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Uses & manufacturing

Uses · 2 items

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];Plastic Composites Manufacturing [Category: Industry];Dressing Hair [Category: Other]

Use ClassificationCosmetics -> Antimicrobial
Applications · 3 items

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

UsesFentichlor is a fungicide especially used against Monosporium apiospermum; topical antifungal and antibacterial agent in hairdressings, antifungal creams, and ointments; thermoplastic resin.

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

Preparation methods · 1 item

PreparationFenticlor 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.

Upstream & downstream products

Upstream raw materials

Suppliers44 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Aladdin Scientific[email protected]

Additional notes

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

Related reactions

1 records

Linked notes

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