Chemistry:2,4,6-Trichloroaniline

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Short description: Chemical compound
2,4,6-Trichloroaniline
2,4,6-Trichloroaniline-3D-balls.png
The ball-and-stick model of 2,4,6-trichloroaniline
2,4,6-Trichloranilin.svg
The structure of 2,4,6-trichloroaniline
Names
Preferred IUPAC name
2,4,6-Trichloroaniline
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 211-219-8
UNII
UN number 2811
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
Main hazards Harmful, corrosive, toxic
GHS pictograms GHS06: ToxicGHS07: HarmfulGHS08: Health hazardGHS09: Environmental hazard
GHS Signal word Danger
H301, H311, H317, H331, H373, H410, H411
P260, P261, P264, P270, P271, P272, P273, P280, P301+310, P302+352, P304+340, P311, P312, P314, P321, P322, P330, P333+313, P361, P363, P391, P403+233, P405, P501
NFPA 704 (fire diamond)
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilHealth code 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
1
3
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).
Infobox references

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

Preparation

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. If water is introduced to the solution the white material will polymerize to form aniline black.[3]

Cl2
Rightward reaction arrow
CCl4

2,4,6-Trichloroaniline

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

Safety

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

  1. ↑ 1.0 1.1 1.2 "2,4,6-Trichloroaniline(634-93-5) MSDS Melting Point Boiling Point Density Storage Transport". https://www.chemicalbook.com/ProductMSDSDetailCB2854049_EN.htm#5. 
  2. ↑ 2.0 2.1 Pubchem. "2,4,6-Trichloroaniline" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/12471. 
  3. ↑ "Synthesis of 2,4,6-trichloroaniline" (in en-US). 2016-08-15. http://www.prepchem.com/synthesis-246-trichloroaniline/. 
  4. ↑ "TOXNET". https://toxnet.nlm.nih.gov/cgi-bin/sis/search2/r?dbs+hsdb:@term+@rn+@rel+634-93-5. 




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