Tetrachloro- p -benzoquinone

Structural formula
General
Surname	Tetrachloro- p -benzoquinone
other names	2,3,5,6-tetrachloro-2,5-cyclohexadiene-1,4-dione; Chloranil;
Molecular formula	C 6 Cl 4 O 2
Brief description	yellow solid with a characteristic odor
External identifiers / databases
EC number	204-274-4
ECHA InfoCard	100,003,887
PubChem	8371
Wikidata	Q629632
properties
Molar mass	245.88 g mol −1
Physical state	firmly
Melting point	290–293 ° C (sublimation)
solubility	very sparingly soluble in water (0.25 g l −1 at 25 ° C)
safety instructions
H and P phrases	H: 315-317-318-410
	P: 261-273-280-305 + 351 + 338-333 + 313
Toxicological data	4000 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tetrachloro- p -benzoquinone is a chemical compound from the group of chlorinated benzoquinones .

Extraction and presentation

Tetrachloro- p -benzoquinone can be obtained by reacting p -benzoquinone with hydrogen chloride , whereby chlorohydroquinone and chloroquinone are formed as intermediate products .

It can also be made from trichlorophenol , often with PCDD contamination .

properties

Tetrachloro- p -benzoquinone is a flammable yellow solid with a characteristic odor, which is very sparingly soluble in water. At temperatures above 450 ° C, the compound decomposes, producing hydrogen chloride, carbon monoxide and carbon dioxide . It forms complexes with many non-aromatic electron donors, e.g. B. carbonyl compounds , esters, amides , lactones , lactams and alkyl iodides. It acts as a fungicide and is a powerful oxidizer.

use

Tetrachloro- p -benzoquinone is used as an oxidizing agent for dehydration .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on tetrachloro-p-benzoquinone in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
↑ Entry on Tetrachloro-p-benzoquinone in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
^ ^A ^b Karl-Heinz Lautenschläger: Pocket Book of Chemistry - Karl-Heinz Lautenschläger . Harri Deutsch Verlag, 2007, ISBN 978-3-8171-1760-4 , pp. 295 ( limited preview in Google Book search).
↑ To Li, Shinsuke Tanabe, Guibin Jiang, John P. Giesy, Paul SK Lam: Persistent Organic Pollutants in Asia: Sources, Distributions, Transport and ... Elsevier, 2011, ISBN 0-08-055113-0 , p. 218 ( limited preview in Google Book search).
↑ Data sheet p-chloranil, 97% from AlfaAesar, accessed on July 22, 2013 ( PDF )(JavaScript required) .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on tetrachloro-p-benzoquinone in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .

[CLP_100.003.887-2] Entry on Tetrachloro-p-benzoquinone in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[Karl-Heinz_Lautenschläger-3] A ^b Karl-Heinz Lautenschläger: Pocket Book of Chemistry - Karl-Heinz Lautenschläger . Harri Deutsch Verlag, 2007, ISBN 978-3-8171-1760-4 , pp. 295 ( limited preview in Google Book search).

[An_Li,_Shinsuke_Tanabe,_Guibin_Jiang,_John_P._Giesy,_Paul_S.K._Lam-4] To Li, Shinsuke Tanabe, Guibin Jiang, John P. Giesy, Paul SK Lam: Persistent Organic Pollutants in Asia: Sources, Distributions, Transport and ... Elsevier, 2011, ISBN 0-08-055113-0 , p. 218 ( limited preview in Google Book search).

[Alfa-5] Data sheet p-chloranil, 97% from AlfaAesar, accessed on July 22, 2013 ( PDF )(JavaScript required) .