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2,4,6-Trichloroaniline

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2,4,6-Trichloroaniline is a chemical compound with a formula of C6H4Cl3N. It is useful as an intermediate in chemical reactions.[2]

2,4,6-Trichloroaniline
The ball-and-stick model of 2,4,6-trichloroaniline
The structure of 2,4,6-trichloroaniline
Names
Preferred IUPAC name
2,4,6-Trichloroaniline
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.010.200 Edit this at Wikidata
EC Number
  • 211-219-8
UNII
UN number 2811
  • InChI=1S/C6H4Cl3N/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,10H2
    Key: NATVSFWWYVJTAZ-UHFFFAOYSA-N
  • C1=C(C=C(C(=C1Cl)N)Cl)Cl
Properties
C6H4Cl3N
Molar mass 196.46 g·mol−1
Appearance Long needles or fine, light purple fibers [1]
Melting point 78.5 °C (173.3 °F; 351.6 K)
Boiling point 262 °C (504 °F; 535 K)
40 mg/L
Solubility chloroform, ether, ethanol [2]
log P 3.69
Vapor pressure 1.47×10−7 mmHg
Acidity (pKa) 0.07 (for the conjugate acid)
Basicity (pKb) 13.93
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Harmful, corrosive, toxic
GHS labelling:
GHS06: ToxicGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Danger
H301, H311, H317, H331, H373, H410, H411
P260, P261, P264, P270, P271, P272, P273, P280, P301+P310, P302+P352, P304+P340, P311, P312, P314, P321, P322, P330, P333+P313, P361, P363, P391, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
1
0
Flash point 110 °C (230 °F; 383 K)
Decomposes
Lethal dose or concentration (LD, LC):
2400 mg/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Preparation

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2,4,6-Trichloroaniline can be prepared by reaction of dry aniline with chlorine gas while in an anhydrous solution of carbon tetrachloride. 2,4,6-Trichloroaniline precipitates from solution as a white solid. In the presence of water in the solution the white material will be contaminated with aniline black.[3]

Cl2
CCl4

2,4,6-Trichloroaniline

+ 3 HCl
The preparation of 2,4,6-trichloroaniline

Safety

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Occupational exposure to 2,4,6-trichloroaniline may occur through inhalation and dermal contact with this compound at workplaces where 2,4,6-trichloroaniline is produced or used (SRC). The general population may be exposed to 2,4,6-trichloroaniline via drinking water and dermal contact with this compound in dyestuffs, pigments, and pesticides containing 2,4,6-trichloroaniline.[4] 2,4,6-trichloroaniline can be toxic when inhaled or ingested orally. The lethal dose is 2400 mg/kg for a rat.[1]

Upon heating, 2,4,6-trichloroaniline will not undergo combustion, but may release hydrogen chloride, nitrogen oxides or carbon monoxide.[1]

References

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  1. ^ a b c "2,4,6-Trichloroaniline(634-93-5) MSDS Melting Point Boiling Point Density Storage Transport". www.chemicalbook.com. Retrieved 2019-03-14.
  2. ^ a b Pubchem. "2,4,6-Trichloroaniline". pubchem.ncbi.nlm.nih.gov. Retrieved 2019-03-14.
  3. ^ "Synthesis of 2,4,6-trichloroaniline". PrepChem.com. 2016-08-15. Retrieved 2019-03-13.
  4. ^ "TOXNET". toxnet.nlm.nih.gov. Archived from the original on 2019-03-31. Retrieved 2019-03-14.


 

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