Triclocarban

Triclocarban Basic information
Product Name:Triclocarban
Synonyms:solubacter;Procutene;N-(3,4-DICHLOROPHENYL)-N'-(4-CHLOROPHENYL)UREA;N-(4-CHLOROPHENYL)-N-(3,4-DICHLOROPHENYL)-UREA;TRICLOCARBAN;Carbanilide, 3,4,4'-trichloro-;CP 78416;ENT 26925
CAS:101-20-2
MF:C13H9Cl3N2O
MW:315.58
EINECS:202-924-1
Product Categories:Preservative;Pharmaceutical intermediates;Pharmaceuticals;Organics;Amines;Aromatics;Intermediates & Fine Chemicals;Isotope Labelled Compounds;101-20-2;Elisa Kit-Mouse Elisa Kit
Mol File:101-20-2.mol
Triclocarban Structure
Triclocarban Chemical Properties
Melting point 254-256 °C (lit.)
Boiling point 344.2±42.0 °C(Predicted)
density 1.5732 (rough estimate)
vapor pressure <0.1 mm Hg ( 25 °C)
refractive index 1.6300 (estimate)
Fp 150 °C
storage temp. Sealed in dry,Room Temperature
solubility methanol: soluble
pka12.77±0.70(Predicted)
form neat
color Fine plates
Water Solubility <0.1 g/100 mL at 26 ºC
Merck 14,9654
Stability:Stable. Combustible. Incompatible with strong oxidizing agents strong bases.
InChIKeyICUTUKXCWQYESQ-UHFFFAOYSA-N
LogP3.633 at 25℃
CAS DataBase Reference101-20-2(CAS DataBase Reference)
NIST Chemistry Reference3,4,4'-Trichloro carbanilide(101-20-2)
EPA Substance Registry SystemTriclocarban (101-20-2)
Safety Information
Hazard Codes N
Risk Statements 50/53
Safety Statements 60-61
RIDADR UN 3077 9/PG 3
WGK Germany 2
RTECS FE1250000
HazardClass 9
PackingGroup III
HS Code 38220090
Hazardous Substances Data101-20-2(Hazardous Substances Data)
ToxicityLD50 ipr-mus: 2100 mg/kg LPPTAK 27,306,79
MSDS Information
Triclocarban Usage And Synthesis
Chemical Propertieswhite crystals or powder
OriginatorCutisan,Innothera,France,1960
UsesUsed as bacteriostat and antiseptic in soaps and other cleansing compositions. Antiseptic, disinfectant.
UsesLabelled Triclocarban
DefinitionChEBI: A member of the class of ureas that is urea substituted by a 4-chlorophenyl and a 3,4-dichlorophenyl group at positions 1 and 3 respectively.
Manufacturing ProcessTo a suitable reaction vessel equipped with a thermometer, agitator and reflux condenser and containing 8.1 parts by weight (substantially 0.05 mol) of 3,4-dichloroaniline in approximately 57 parts by weight of diethyl ether is added dropwise a solution of 7.7 parts by weight (substantially 0.05 mol) of 4- chlorophenyl isocyanate in approximately 15 parts by weight of diethyl ether at such a rate so as to maintain gentle reflux. Upon completion of the isocyanate addition the reaction mass is agitated for about one hour. The mass is filtered and the residue washed with diethyl ether. The dried product is a white fluffy solid which on recrystallization from ethanol gives fine white plates of 4,3',4'-trichlorocarbanilide, melting point 255.2°C to 256.0°C (88.0% yield)
Therapeutic FunctionDisinfectant
General DescriptionFine white plates or white powder.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileA halogenated amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
Fire HazardThe flash point of Triclocarban has not been determined. Triclocarban is, however, probably combustible.
Flammability and ExplosibilityNonflammable
Biochem/physiol Actions3,4,4′-Trichlorocarbanilide interferes with mammalian reproduction and can cause methemoglobinemia in humans.
Safety ProfileModerately toxic byintraperitoneal route. When heated to decomposition itemits very toxic fumes of Clí and NOx.
Triclocarban Preparation Products And Raw materials
Raw materials2,4-Dichloroaniline-->4-Chlorophenyl isocyanate-->3,4-Dichloroaniline
METHYLENEDIAMINE DIHYDROCHLORIDE Tcc(Triclocarban),Pcmx(4-Chloro-3,5-Dixylenol)&Dcmx Explosion regulator 1-METHYL-3-PHENYLUREA N,N'-Diphenylurea N,N′-BIS-(3,4-DICHLOROPHENYL)UREA Chlorophenyl M-CHLOROPHENYLUREA AURORA 11918 4-Chlorophenylurea N-(4-CHLOROPHENYL)FORMAMIDE Triclosan 3,4-DICHLORO-N-METHYLANILINE 1-(3,4-DICHLOROPHENYL)-3-METHYL UREA N,N'-BIS(P-CHLOROPHENYL)UREA Tcc(Triclocarban) 1-(3,4-DICHLOROPHENYL)UREA UREA HYDROCHLORIDE

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