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Triclocarban
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Name

Triclocarban

 EINECS 202-924-1
CAS No. 101-20-2 Density 1.534 g/cm3
PSA 41.13000 LogP 5.43680
Solubility <0.1 g/100 mL at 26 °C in water Melting Point 254-256 °C(lit.)
Formula C13H9 Cl3 N2 O Boiling Point 344.2 °C at 760 mmHg
Molecular Weight 315.586 Flash Point 162 °C
Transport Information UN 3077 9/PG 3 Appearance white crystals or powder
Safety Moderately toxic by intraperitoneal route. When heated to decomposition it emits very toxic fumes of Cl− and NOx. Risk Codes 50/53
Molecular Structure Molecular Structure of 101-20-2 (Triclocarban) Hazard Symbols DangerousN
Synonyms

Carbanilide,3,4,4'-trichloro- (6CI,7CI,8CI);1-(4-Chlorophenyl)-3-(3,4-dichlorophenyl)urea;3,4,4'-Trichlorocarbanilide;3,4,4'-Trichlorodiphenylurea;3-(4-Chlorophenyl)-1-(3,4-dichlorophenyl)urea;Cusiter;Cuticura;Cutisan;ENT26925;Genoface;N-(3,4-Dichlorophenyl)-N'-(4-chlorophenyl)urea;N-(4-Chlorophenyl)-N'-(3,4-dichlorophenyl)urea;NSC 72005;Preventol SB;Preventol SB extra;Procutene;Solubacter;TCC;

Article Data 10

Triclocarban Synthetic route

201230-82-2

carbon monoxide

106-47-8

4-chloro-aniline

95-76-1

m,p-dichloroaniline

101-20-2

3,4,4'-trichlorocarbanilide

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; triethylamine; sodium iodide at 50℃; under 760.051 Torr; for 24h;94%
104-12-1

p-chlorphenylisocyanate

95-76-1

m,p-dichloroaniline

101-20-2

3,4,4'-trichlorocarbanilide

106-47-8

4-chloro-aniline

102-36-3

3,4-dichlorophenylisocyanate

101-20-2

3,4,4'-trichlorocarbanilide

21368-28-5

4-chlorobenzoyl azide

95-76-1

m,p-dichloroaniline

101-20-2

3,4,4'-trichlorocarbanilide

Conditions
ConditionsYield
1.) C6H6, reflux, 2.) C6H6, reflux; Yield given; Multistep reaction;
101-20-2

3,4,4'-trichlorocarbanilide

A

106-47-8

4-chloro-aniline

B

95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 83℃; for 24h; Irradiation; further reagents, further conditions;
70-18-8

GLUTATHIONE

101-20-2

3,4,4'-trichlorocarbanilide

3,4-dichloro-3'-glutathionyl-4'-hydroxycarbanilide

Conditions
ConditionsYield
With glucose-6-phosphate dehydrogenase; β-D-glucopyranose-6-phosphate; mouse glutathione-S-transferase; recombinant CYP1B1 coexpressed with cytochrome P450 reductase; 1-chloro-2,4-dinitro-benzene; magnesium chloride In dimethyl sulfoxide at 37℃; for 3h; Reagent/catalyst; Microbiological reaction;

Triclocarban Specification

The triclocarban , with the CAS register number 101-20-2, is also known to us as tcc ; solubacter ; procutene ; n-(3,4-dichlorophenyl)-n'-(4-chlorophenyl)urea ; n-(4-chlorophenyl)-n-(3,4-dichlorophenyl)-urea ; trichlorocarbanilide ; triclocarban ; 3,4,4’-trichloro-carbanilid .

Properties of this kind of chemcial are as below: (1)ACD/BCF (pH 5.5):  13684.5  ; (2)ACD/BCF (pH 7.4):  13679.94  ; (3)ACD/KOC (pH 5.5):  31790.71  ; (4)ACD/KOC (pH 7.4):  31780.1  ; (5)#H bond acceptors:  3  ; (6)#H bond donors:  2  ; (7)#Freely Rotating Bonds:  2  ; (8)Polar Surface Area:  23.55  ; (9)Index of Refraction:  1.702  ; (10)Molar Refractivity:  79.75 cm3  ; (11)Molar Volume:  205.7 cm3  ; (12)Polarizability:  31.61 ×10-24 cm3  ; (13)Surface Tension:  60.2 dyne/cm  ; (14)Density:  1.534 g/cm3  ; (15)Flash Point:  162 °C  ; (16)Enthalpy of Vaporization:  58.82 kJ/mol  ; (17)Boiling Point:  344.2 °C at 760 mmHg  ; (18)Vapour Pressure:  6.67E-05 mmHg at 25°C .

It is a kind of white crystals or powder and it is insoluble in water. It has wide application in the daily chemcial bacteriostatic agent, such as washing powder, soap, shampoo, for it has the function of  bacteriostat. Besides, it belongs to the product category of organics.

As for its stability, it is stable and incompatible with strong oxidizing agents strong bases.  Being a dangerous chemical for the environment, it may present an immediate or delayed danger to one or more components of the environment. Beside, it is very toxic to aquatic organisms, and may cause long-term adverse effects in the aquatic environment. So while doing it, we need to be very careful. This material and its container must be disposed of as hazardous waste. And avoid releasing to the environment and refer to special instructions/safety data sheet. If you need more safety information, you could refer to the WGK Germany  2.
 
In addition, you could convert the following data information into the molecular structure:
SMILES:Clc2ccc(NC(=O)Nc1ccc(Cl)cc1)cc2Cl
InChI:InChI=1/C13H9Cl3N2O/c14-8-1-3-9(4-2-8)17-13(19)18-10-5-6-11(15)12(16)7-10/h1-7H,(H2,17,18,19)
InChIKey:ICUTUKXCWQYESQ-UHFFFAOYAL

Below are the toxcity information:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2100mg/kg (2100mg/kg)   Labo-Pharma-Problemes et Techniques. Vol. 27, Pg. 306, 1979.
rabbit LD50 skin > 7940ug/kg (7.94mg/kg)   National Technical Information Service. Vol. OTS0524327-1,
rat LD50 oral > 34600mg/kg (34600mg/kg)   Toxicology and Applied Pharmacology. Vol. 33, Pg. 171, 1975.

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