Tetrachlor-p-benzochinon

P-CHLORANIL · TETRACHLORO-P-BENZOQUINONE · 2,3,5,6-Tetrachlorocyclohexa-2,5-diene-1,4-dione · TETRACHLORO-1,4-BENZOQUINONE · 4-CHLORANIL · 2,3,5,6-TETRACHLORO-1,4-BENZOQUINONE · p-chloran · p-Chloranil p.a.

https://huagongshe.com/de/chemical/8371

Molekülstruktur von Tetrachlor-p-benzochinon

Identifikatoren & physikalische Daten

CAS No.	118-75-2
Summenformel	C6Cl4O2
Durchschnittliche Molmasse	245,9 g/mol
Monoisotopische Masse	243,86523996 g/mol
SMILES	O=C1C(Cl)=C(Cl)C(=O)C(Cl)=C1Cl
InChIKey	UGNWTBMOAKPKBL-UHFFFAOYSA-N
PubChem CID	8371
ChEMBL	CHEMBL192627
ChEBI	CHEBI:36703
EC No.	204-274-4
DTXSID	DTXSID2020266
Lokaler Name	Tetrachlor-p-benzochinon

Chemische & physikalische Eigenschaften

XLogP	3,4
Polarare Oberfläche (TPSA)	34,1
H-Brücken-Donoren	0
H-Brücken-Akzeptoren	2
Frei drehbare Bindungen	0
Schwere Atome	12
Formalladung	0
Komplexität	277
Stoffklassen	Other Classes -> Aromatic Ketones, Halogenated
SpringerMaterials Properties	Schoenflies notation
LogP (Verteilungskoeffizient)	3-4.92.19
Dichte	1.97 (NTP, 1992) - Denser than waterwill sinkRelative density (water = 1): 2.01,97 g/cm3
Color/Form	GOLDEN-YELLOW PLATELETS FROM ACETIC ACID OR ACETONEMONOCLINIC PRISMS FROM BENZENE OR TOLUENE OR BY SUBLIMATION IN VACUOYELLOW LEAFLETS OR PRISMS
Löslichkeit	less than 1 mg/mL at 70 °F (NTP, 1992)ALMOST INSOL IN COLD PETROLEUM ETHER, COLD ALCOHOLSPARINGLY SOL IN CHLOROFORM, CARBON DISULFIDE, CARBON TETRACHLORIDESOLUBLE IN ETHER. INSOLUBLE IN WATER.g/100 g: in acetone 33, ether 16, dimethylformamide 5.4, solvent naphtha 5.4, benzene 1.3, methanol about 0.1, carbon tetrachloride about 0.1, dibutyl phthalate about 0.1ALMOST INSOL IN WATER (1:4000)In water, 250 mg/l at room temperatureSolubility in water: none0.25g/l practically insoluble
Corrosivity	Non-corrosive
Siedepunkt	Sublimes (NTP, 1992)SUBLIMES AT BOILING POINT290.07°C (rough estimate)
Decomposition	WHEN HEATED TO DECOMP, IT EMITS HIGHLY TOXIC FUMES OF /HYDROGEN CHLORIDE/.
Schmelzpunkt	552 °F (decomposes) (NTP, 1992)292 °C (SEALED TUBE)290 °C295-296 °C (dec.)
Dampfdichte	Relative vapor density (air = 1): 8.5
Dampfdruck	0 mmHg at 68 °F approximately (NTP, 1992)0.0000051 [mmHg]5.1X10-6 MM HG @ 25 °CVapor pressure, Pa at 25 °C:1 hPa (71 °C)
Flammpunkt	>100℃
Lagerbedingungen	Store below +30°C.
Aggregatzustand	Liquid
Farbe	Clear
Wichte	1.97
pH	3.5-4.5 (100g/l, H2O, 20℃)(slurry)
Merck	14,2078
BRN	393006
Henry-Konstante	1.5×103 mol/(m3Pa) at 25℃, HSDB (2015)
Hauptanwendungen	agricultureenvironmental
InChI	1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
InChIKey	UGNWTBMOAKPKBL-UHFFFAOYSA-N
SMILES	ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O
LogP (Verteilungskoeffizient)	2.3 at 20℃
CAS Datenbank	118-75-2(CAS DataBase Reference)
NIST chemische Informationen	p-Benzoquinone, 2,3,5,6-tetrachloro-(118-75-2)
EPA chemische Informationen	Chloranil (118-75-2)

Sicherheit & Vorschriften

GHS-Einstufung	WarningH315: Causes skin irritation [Warning Skin corrosion/irritation]P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P317, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)
Regulatorische Informationen	Chemical: 2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrachloro-2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrachloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrachloro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)T - indicates a substance that is the subject of a final TSCA section 4 test rule.Status: Active Update: 05-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/2069Chloranil: Does not have an individual approval but may be used under an appropriate group standard
Brandgefahren	Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992)Not combustible. Liquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire.
Gesundheitsgefahren	SYMPTOMS: Symptoms of exposure to this compound include irritation of the skin, respiratory system and digestive system. Other symptoms include watery diarrhea, central nervous system depression, liver damage, coma and death.
Gefahrenübersicht	A skin, eye, and respiratory tract irritantMay cause CNS effects with heavy exposures resulting in unconsciousness[ICSC] A skin, mucous membrane, and respiratory tract irritantMay cause CNS depression and liver damage[CAMEO] Symptoms of poisoning include watery diarrhea, CNS depression, coma, and deathHas caused corneal necrosis in rabbit eyes

Anwendungen & Verwendung

Verwenden

p-Chloranil is used as a dye intermediate, oxidizing agent, vulcanizing agent and dehydrogenation reagent. It is also used to make chloranil electrodes for pH measurements. Further, it serves as a hydrogen acceptor and used for the aromatization reactions such as conversion of cyclohexadienes to the benzene derivatives. It is used to test the secondary amine. In addition to this, it is employed as a precursor to prepare diaziquone, which is used as a cancer chemotherapeutic agent.