2,4,6-Trichloroaniline

Reported in EPA TSCA Inventory.

The IUPAC name of this chemical is 2,4,6-Trichloroaniline. With the CAS registry number 634-93-5 and EINECS registry number 211-219-8, it is also named as Benzenamine,2,4,6-trichloro-. In addition, the molecular formula is C₆H₄Cl₃N and the molecular weight is 196.46. It is a kind of fine purple fibres and belongs to the classes of Alpha Sort; Amines; Aromatics Pesticides Metabolites; Chemical Class; Q-ZAlphabetic; TP-TZ.

Physical properties about this chemical are: (1)ACD/LogP: 3.74; (2)ACD/LogD (pH 5.5): 3.74; (3)ACD/LogD (pH 7.4): 3.74; (4)ACD/BCF (pH 5.5): 409.15; (5)ACD/BCF (pH 7.4): 409.15; (6)ACD/KOC (pH 5.5): 2577.45; (7)ACD/KOC (pH 7.4): 2577.46; (8)#H bond acceptors: 1; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 3.24 Å²; (12)Index of Refraction: 1.626; (13)Molar Refractivity: 45.17 cm³; (14)Molar Volume: 127.5 cm³; (15)Polarizability: 17.9 ×10^-24cm³; (16)Surface Tension: 50.8 dyne/cm; (17)Density: 1.54 g/cm³; (18)Flash Point: 110.1 °C; (19)Enthalpy of Vaporization: 49.6 kJ/mol; (20)Boiling Point: 258.4 °C at 760 mmHg; (21)Vapour Pressure: 0.0137 mmHg at 25°C.

Preparation of 2,4,6-Trichloroaniline: it can be prepared by aniline. This reaction will need reagents NaBiO₃ and ZnCl₂ and solvent acetic acid. The reaction time is 0.5 hour at reaction temperature of 20 °C. The yield is about 72%.

Uses of 2,4,6-Trichloroaniline: it can be used in organic synthesis. And it can react with acetic acid anhydride to get N-(2,4,6-trichloro-phenyl)-diacetamide. This reaction will need reagent CH₃SO₃H. The yield is about 96% by heating.

When you are using this chemical, please be cautious about it as the following:
This chemical has danger of cumulative effects.And it is toxic by inhalation, in contact with skin and if swallowed. Moreover, it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing and gloves. If it contact with your skin, wash it immediately with plenty of soap-suds. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible). This material and its container must be disposed of as hazardous waste. In addition, you should avoid release to the environment and you can refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc(Cl)cc(Cl)c1N
(2)InChI: InChI=1/C6H4Cl3N/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,10H2
(3)InChIKey: NATVSFWWYVJTAZ-UHFFFAOYAL

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	800mg/kg (800mg/kg)		Office of Toxic Substances Report. Vol. OTS,
mouse	LD50	oral	1180mg/kg (1180mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 86, 1990.
rat	LD50	intraperitoneal	800mg/kg (800mg/kg)		Office of Toxic Substances Report. Vol. OTS,
rat	LD50	oral	2400mg/kg (2400mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 86, 1990.