o-Chloranil (HCID 73252)

Names & identifiers

Preferred name: o-Chloranil
IUPAC: 3,4,5,6-tetrachlorocyclohexa-3,5-diene-1,2-dione
English name: Tetrachloro-o-benzoquinone
Molecular formula: C6Cl4O2
Molecular weight: 245.88

Names & synonyms

o-Chloranil2435-53-2Tetrachloro-O-benzoquinone3,4,5,6-Tetrachloro-1,2-benzoquinone2-Chloranil3,5-Cyclohexadiene-1,2-dione, 3,4,5,6-tetrachloro-QN2NZL16NGNSC-403503DTXSID90883844RefChem:468197DTXCID501021490219-424-4

Show more names

o-Chloranil,98%ChloranillicAcidGr

3,4,5,6-tetrachlorocyclohexa-3,5-diene-1,2-dioneTetrachloro-1,2-benzoquinoneo-ChloroanilTetrachloro-o-quinoneIsochloranilMFCD000016463,4,5,6-Tetrachloro-o-benzoquinoneortho-Chloranil

Database identifiers

CAS: 2435-53-2
PubChem CID: 73252
DTXSID: DTXSID90883844
ChEMBL: CHEMBL364729
UNII: QN2NZL16NG
EC Number: 219-424-4
Nikkaji: J44.221F

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 305

Experimental & physicochemical properties

SpringerMaterials PropertiesSchoenflies notation

Physicochemical properties

Melting point: 126 · 126-129 °C(lit.)
Boiling point: 164.7 · 164.7±40.0 °C(Predicted)
Density: 1.7462 · 1.7462 (estimate)
storage temp.: 2 · 2-8°C
solubility: almost transparency in Methanol
form: Fine Crystalline Powder
color: Bordeaux
Water Solubility: insoluble
BRN: 1309782 · 1309782
InChI: 1S/C6Cl4O2/c7-1-2(8)4(10)6(12)5(11)3(1)9
InChIKey: VRGCYEIGVVTZCC-UHFFFAOYSA-N
SMILES: ClC1=C(Cl)C(=O)C(=O)C(Cl)=C1Cl
CAS DataBase Reference: 2435 · 2435-53-2(CAS DataBase Reference)
FDA UNII: 2 NZL16NG · QN2NZL16NG
NIST Chemistry Reference: 3 · 3,5-Cyclohexadiene-1,2-dione, 3,4,5,6-tetrachloro-(2435-53-2)
EPA Substance Registry System: o-Chloranil (2435-53-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07,GHS09
Signal word: Warning
Hazard statements: 315 · H315-H319-H410
Precautionary statements: 273 · P273-P302+P352-P305+P351+P338
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi,N,Xn
Risk Statements: 36 · 36/37/38-50/53-36/38-20
Safety Statements: 26 · 26-36-61-60-37-22
RIDADR: 2811 · 2811
WGK Germany: 3 · 3
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29147090 · 29147090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 1 Aquatic · Aquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Skin Irrit. 2

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (97.6%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (97.6%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
ridadr: 2811
hs_code: 29147090
risk_code: 36/37/38-50/53-36/38-20
Signal word: Warning
Symbol(GHS): GHS07,GHS09
hazard_code: Xi,N,Xn
safety_code: 26-36-61-60-37-22
hazard_class: 8
Storage Class: 11 - Combustible Solids
packing_group: III
Hazard statements: H315-H319-H410
Hazard Classifications: Aquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Skin Irrit. 2
Precautionary statements: P273-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information3,5-Cyclohexadiene-1,2-dione, 3,4,5,6-tetrachloro-: ACTIVE

Applications

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.