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1,2,4,5-Tetrachloro-3-nitrobenzene
Names
IUPAC name
1,2,4,5-Tetrachloro-3-nitrobenzene
Other names
Tecnazene
TCNB
2,3,5,6-Tetrachloronitrobenzene
Identifiers
ChemSpider
ECHA InfoCard
100.003.799
EC Number
UNII
InChI=1S/C6HCl4NO2/c7-2-1-3(8)5(10)6(4(2)9)11(12)13/h1H
Key: XQTLDIFVVHJORV-UHFFFAOYSA-N
C1=C(C(=C(C(=C1Cl)Cl)[N+](=O)[O-])Cl)Cl
Properties
C 6 H Cl 4 N O 2
Molar mass
260.88 g·mol−1
Appearance
Colorless
[1]
Odor
Odorless
Density
1.862 g/cm3
[2]
Melting point
99 °C (210 °F; 372 K)
[3]
Boiling point
304 °C (579 °F; 577 K)
[3] (decomposes)
0.44 mg/L
[3]
Hazards
GHS labelling :
Danger
H302 ,
H317 ,
H410
P273 ,
P280 ,
P301+P312+P330 ,
P302+P352
Lethal dose or concentration (LD, LC):
7.5 g/kg
[3]
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
1,2,4,5-Tetrachloro-3-nitrobenzene (tecnazene ) is an
organic compound with the formula HC6 Cl4 NO2 . It is a colorless solid. A related isomer is 1,2,3,4-tetrachloro-5-nitrobenzene.
It is used as a
standard for
quantitative analysis by
nuclear magnetic resonance .
[4]
[5]
1,2,4,5-Tetrachloro-3-nitrobenzene is also a
fungicide used to prevent dry rot and sprouting on potatoes during storage.
[6]
[7]
References
^ impure samples may appear yellow or pale-brown
^ Bhar, A.; Aune, J. P.; Benali-Cherif, N.; Benmenni, L.; Giorgi, M. (1995). "Three Polychloromononitrobenzenes: C6 H3 Cl2 NO2 , C6 H2 Cl3 NO2 and C6 HCl4 NO2 ". Acta Crystallographica Section C Crystal Structure Communications . 51 (2): 256–260.
doi :
10.1107/S0108270194002957 .
^
a
b
c
d
Record of Tecnazen in the
GESTIS Substance Database of the
Institute for Occupational Safety and Health
^ Bayle, Elliott; Igoe, Niall; Fish, Paul V. (2017).
"4-Cyano-2-methoxybenzenesulfonyl Chloride" . Organic Syntheses . 94 : 198–216.
doi :
10.15227/orgsyn.094.0198 .
^
"1,2,4,5-Tetrachloro-3-nitrobenzene Standard for quantitative NMR, TraceCERT 117-18-0" .
^
"Tecnazene Pestanal analytical standard 117-18-0" .
^ Bhatt, Varsha D.; Soman, Rajiv S.; Miller, Matthew A.; Kasting, Gerald B. (2008). "Permeation of Tecnazene through Human Skin in Vitro as Assessed by HS-SPME and GC-MS". Environmental Science & Technology . 42 (17): 6587–6592.
Bibcode :
2008EnST...42.6587B .
doi :
10.1021/es800107k .
PMID
18800534 .