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Tetrachloro-o-benzoquinone

Tetrachloro-o-benzoquinone Basic information
Product Name:Tetrachloro-o-benzoquinone
Synonyms:3,4,5,6-Tetrachlorocyclohexa-3,5-diene-1,2-dione;Tetrachloro-3,5-cyclohexadiene-1,2-dione;Tetrachloro-o-benzoquinone,97%;Tetrachloro-o-benzoquinone ,96%;3,4,5,6-Tetrachlorocyclohexa-3,5-diene-1,2-dione, o-Chloranil;Tetrachloro-o-benzoquinone, 97% 25GR;Tetrachloro-o-benzoquinone, 97% 5GR;3,4,5,6-Tetrachloro-1,2-benzoquinone 97%
CAS:2435-53-2
MF:C6Cl4O2
MW:245.88
EINECS:219-424-4
Product Categories:Pesticide intermediate;Bi (Bismuth) Compounds;Classes of Metal Compounds;New Oxidation of primary & secondary Alcohols;Synthetic Organic Chemistry;Semimetal Compounds;Carbon Radical Producing Catalysts (Environmentally-friendly Oxidation);Environmentally-friendly Oxidation;Oxidation
Mol File:2435-53-2.mol
Tetrachloro-o-benzoquinone Structure
Tetrachloro-o-benzoquinone Chemical Properties
Melting point 126-129 °C(lit.)
Boiling point 164.7±40.0 °C(Predicted)
density 1.7462 (estimate)
storage temp. 2-8°C
solubility almost transparency[in Methanol]
solubility almost transparency in Methanol
form Fine Crystalline Powder
color Bordeaux
Water Solubility insoluble
BRN 1309782
CAS DataBase Reference2435-53-2(CAS DataBase Reference)
NIST Chemistry Reference3,5-Cyclohexadiene-1,2-dione, 3,4,5,6-tetrachloro-(2435-53-2)
EPA Substance Registry Systemo-Chloranil (2435-53-2)
Safety Information
Hazard Codes Xi,N,Xn
Risk Statements 36/37/38-50/53-36/38-20
Safety Statements 26-36-61-60-37-22
RIDADR 2811
WGK Germany 3
HazardClass 8
PackingGroup III
HS Code 29147090
MSDS Information
ProviderLanguage
3,4,5,6-Tetrachloro-1,2-benzoquinone English
SigmaAldrich English
ACROS English
Tetrachloro-o-benzoquinone Usage And Synthesis
Chemical Propertiesbordeaux fine crystalline powder
Useso-Chloranil is used as a reagent in the synthesis of fused triazolotriazines and triazolotriazepines which exhibit antibacterial activity. Also used as a reagent in the synthesis of nickel diimine catecholate charge-transfer complexes.
Synthesis Reference(s)The Journal of Organic Chemistry, 46, p. 3056, 1981 DOI: 10.1021/jo00328a013
Purification MethodsCrystallise o-chloranil from AcOH. Dry it in vacuum desiccator over KOH. [Beilstein 7 IV 2068.]
Tetrachloro-o-benzoquinone Preparation Products And Raw materials
Raw materialsPentachlorophenol-->TETRACHLOROHYDROQUINONE-->TETRACHLOROCATECHOL-->Chloranil
Preparation ProductsFormic acid
Methyl allyl ketone P-CHLORANIL, (TETRACHLORO-P-BENZOQUINONE) (E)-1-chloropent-1-en-3-one 1-CHLORO-1-BUTENE 1,2,3,5-Tetrachlorobenzene 2-CHLORO-1-BUTENE 5-CHLORO-1-PENTENE FTHALIDE CIS,CIS-2,4-HEXADIENE P-CHLORANIL = TETRACHLORO-P-BENZOQUINONE 3,4-DICHLORO-3-BUTEN-2-ONE BISMUTH TRIMETHYL 1-CHLORO-1-PROPENE 4-CHLORO-2-BUTANONE 3-Chloro-o-benzoquinone 1,2,3-TRICHLOROPROPENE CIS-6-CHLORO-2-HEXENE METHYLDIPHENYLBISMUTHINE, 95
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