Chemistry:Tetrachlorobenzene

Tetrachlorobenzene
	; 1,2,3,4-Tetrachlorobenzene
	; 1,2,3,5-Tetrachlorobenzene
	; 1,2,4,5-Tetrachlorobenzene
Identifiers
CAS Number	mix: 12408-10-5; 1,2,4,5: 95-94-3; 1,2,3,5: 634-90-2; 1,2,3,4: 634-66-2;
3D model (JSmol)	1,2,4,5: Interactive image; 1,2,3,5: Interactive image; 1,2,3,4: Interactive image;
ChEBI	1,2,4,5: CHEBI:36697; 1,2,3,5: CHEBI:36696; 1,2,3,4: CHEBI:18855;
ChEMBL	1,2,4,5: ChEMBL45428; 1,2,3,5: ChEMBL44011; 1,2,3,4: ChEMBL46422;
ChemSpider	1,2,4,5: 21106163; 1,2,3,5: 21106571; 1,2,3,4: 21106540;
EC Number	1,2,4,5: 202-466-2; 1,2,3,5: 211-217-7; 1,2,3,4: 211-214-0;
KEGG	1,2,3,4: C18236;
PubChem CID	1,2,4,5: 7270; 1,2,3,5: 12468; 1,2,3,4: 12463;
RTECS number	1,2,4,5: DB9450000;
UNII	1,2,4,5: 5N27529KGH; 1,2,3,5: I27N186CIN; 1,2,3,4: MH0UY3V1KE;
CompTox Dashboard (EPA)	1,2,4,5: DTXSID7024320; 1,2,3,5: DTXSID1026089; 1,2,3,4: DTXSID6026088;
	InChI 1,2,4,5: InChI=1S/C6H2Cl4/c7-3-1-4(8)6(10)2-5(3)9/h1-2H Key: JHBKHLUZVFWLAG-UHFFFAOYSA-N; 1,2,3,5: InChI=1S/C6H2Cl4/c7-3-1-4(8)6(10)5(9)2-3/h1-2H Key: QZYNWJQFTJXIRN-UHFFFAOYSA-N; 1,2,3,4: InChI=1S/C6H2Cl4/c7-3-1-2-4(8)6(10)5(3)9/h1-2H Key: GBDZXPJXOMHESU-UHFFFAOYSA-N;
	SMILES 1,2,4,5: C1=C(C(=CC(=C1Cl)Cl)Cl)Cl; 1,2,3,5: C1=C(C=C(C(=C1Cl)Cl)Cl)Cl; 1,2,3,4: C1=CC(=C(C(=C1Cl)Cl)Cl)Cl;
Properties
Chemical formula	C6H2Cl4
Molar mass	215.88 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Tetrachlorobenzene is any of three isomeric chlorobenzenes with the molecular formula C
6H
2Cl
4. They differ by the positions of the chlorine atoms around the ring. Tetrachlorobenzenes are colorless crystalline compounds.^[1]

Properties

Selected Physical Properties of Individual Isomers
isomer	m.p. (°C)	b.p. (°C)	m.p. (g/cm³ @100 °C)
1,2,3,4	47	254	1.539
1,2,3,5	51.5	246	1.523
1,2,4,5	141	245	1.454

Synthesis

1,2,4,5-Tetrachlorobenzene can be produced by electrophilic halogenation of benzenes and some chlorobenzenes.^[2] 1,2,3,4-Tetrachlorobenzene can only be produced by chlorination of 1,3,5-trichlorobenzene.

Uses

1,2,4,5-tetrachlorobenzene once was used as intermediates in the production of pesicides,^[3] specifically trichlorophenols. This method has been discontinued because it also produced 2,3,7,8-tetrachlorodibenzo-p-dioxin.^[1]

References

↑ ^1.0 ^1.1 Beck, Uwe; Löser, Eckhard (2011). "Chlorinated Benzenes and Other Nucleus‐Chlorinated Aromatic Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.o06_o03. ISBN 9783527303854.
↑ "US4205014A Process for 1,2,4,5-tetrachlorobenzene". Espacenet. https://worldwide.espacenet.com/patent/search/family/026711356/publication/US4205014A?q=pn%3DUS4205014A.
↑ (in en) NTP Toxicity Study Reports. National Toxicology Program. 1991. p. 11. https://books.google.com/books?id=4mrSWQi2luwC&dq=%2522Tetrachlorobenzene%2522&pg=PA11. Retrieved 22 June 2023.

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Original source: https://en.wikipedia.org/wiki/Tetrachlorobenzene. Read more

[Ullmann-1] 1.0 ^1.1 Beck, Uwe; Löser, Eckhard (2011). "Chlorinated Benzenes and Other Nucleus‐Chlorinated Aromatic Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.o06_o03. ISBN 9783527303854.

[2] "US4205014A Process for 1,2,4,5-tetrachlorobenzene". Espacenet. https://worldwide.espacenet.com/patent/search/family/026711356/publication/US4205014A?q=pn%3DUS4205014A.

[3] (in en) NTP Toxicity Study Reports. National Toxicology Program. 1991. p. 11. https://books.google.com/books?id=4mrSWQi2luwC&dq=%2522Tetrachlorobenzene%2522&pg=PA11. Retrieved 22 June 2023.

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Identifiers
1,2,3,4-Tetrachlorobenzene
1,2,3,5-Tetrachlorobenzene
1,2,4,5-Tetrachlorobenzene
CAS Number	mix: 12408-10-5 1,2,4,5: 95-94-3 1,2,3,5: 634-90-2 1,2,3,4: 634-66-2
3D model (JSmol)	1,2,4,5: Interactive image 1,2,3,5: Interactive image 1,2,3,4: Interactive image
ChEBI	1,2,4,5: CHEBI:36697 1,2,3,5: CHEBI:36696 1,2,3,4: CHEBI:18855
ChEMBL	1,2,4,5: ChEMBL45428 1,2,3,5: ChEMBL44011 1,2,3,4: ChEMBL46422
ChemSpider	1,2,4,5: 21106163 1,2,3,5: 21106571 1,2,3,4: 21106540
EC Number	1,2,4,5: 202-466-2 1,2,3,5: 211-217-7 1,2,3,4: 211-214-0
KEGG	1,2,3,4: C18236
PubChem CID	1,2,4,5: 7270 1,2,3,5: 12468 1,2,3,4: 12463
RTECS number	1,2,4,5: DB9450000
UNII	1,2,4,5: 5N27529KGH 1,2,3,5: I27N186CIN 1,2,3,4: MH0UY3V1KE
CompTox Dashboard (EPA)	1,2,4,5: DTXSID7024320 1,2,3,5: DTXSID1026089 1,2,3,4: DTXSID6026088
InChI 1,2,4,5: InChI=1S/C6H2Cl4/c7-3-1-4(8)6(10)2-5(3)9/h1-2H Key: JHBKHLUZVFWLAG-UHFFFAOYSA-N 1,2,3,5: InChI=1S/C6H2Cl4/c7-3-1-4(8)6(10)5(9)2-3/h1-2H Key: QZYNWJQFTJXIRN-UHFFFAOYSA-N 1,2,3,4: InChI=1S/C6H2Cl4/c7-3-1-2-4(8)6(10)5(3)9/h1-2H Key: GBDZXPJXOMHESU-UHFFFAOYSA-N
SMILES 1,2,4,5: C1=C(C(=CC(=C1Cl)Cl)Cl)Cl 1,2,3,5: C1=C(C=C(C(=C1Cl)Cl)Cl)Cl 1,2,3,4: C1=CC(=C(C(=C1Cl)Cl)Cl)Cl
Properties
Chemical formula	C₆H₂Cl₄
Molar mass	215.88 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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