Description
Chloranil (2,3,5,6-Tetrachlorocyclohexa-2,5-diene-1,4-dione) is a high-purity quinone derivative widely utilized in organic synthesis and industrial applications. With the molecular formula C6Cl4O2 and CAS number 118-75-2, this yellow crystalline solid serves as a versatile oxidizing agent, catalyst, and intermediate in chemical reactions. Its exceptional electron-accepting properties make it invaluable in the synthesis of dyes, pharmaceuticals, and agrochemicals. Chloranil is rigorously tested for purity and stability, ensuring optimal performance in demanding laboratory and production environments. Suitable for use under controlled conditions, it is packaged in moisture-resistant containers to maintain integrity.
Properties
- CAS Number: 118-75-2
- Complexity: 277
- IUPAC Name: 2,3,5,6-tetrachloro-1,4-benzoquinone
- InChI: InChI=1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
- InChI Key: UGNWTBMOAKPKBL-UHFFFAOYSA-N
- LogP: 3-4.9
- Exact Mass: 245.862290
- Molecular Formula: C6Cl4O2
- Molecular Weight: 245.9
- SMILES: C1(=C(C(=O)C(=C(C1=O)Cl)Cl)Cl)Cl
- Topological: 34.1
- Monoisotopic Mass: 243.865240
- Physical Description: Chloranil is a yellow powder with a slight odor.
- Color/Form: GOLDEN-YELLOW PLATELETS FROM ACETIC ACID OR ACETONE; MONOCLINIC PRISMS FROM BENZENE OR TOLUENE OR BY SUBLIMATION IN VACUO
- Boiling Point: Sublimes
- Melting Point: 552 °F
- Solubility: less than 1 mg/mL at 70 °F
- Density: 1.97 – Denser than water; will sink
- Vapor Density: Relative vapor density : 8.5
- Vapor Pressure: 0 mmHg at 68 °F approximately
- Stability/Shelf Life: Stable in closed containers. Decomposed by alkali. Slowly decomposed by sunlight. Stable in acidic media.
- Synonyms: Chloranil, 118-75-2, Tetrachloro-p-benzoquinone, Tetrachloro-1,4-benzoquinone, Spergon, Tetrachlorobenzoquinone, Vulklor, Coversan, Reranil, Tetrachloroquinone, Khloranil, Psorisan, 2,3,5,6-TETRACHLORO-1,4-BENZOQUINONE, Spergon technical, Spergon I, Tetrachloro-p-quinone, Chloranile, Quinone tetrachloride, Geigy-444E, Dow Seed Disinfectant No. 5, 2,3,5,6-Tetrachloro-2,5-cyclohexadiene-1,4-dione, 2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrachloro-, Caswell No. 171, 2,3,5,6-Tetrachloroquinone, ENT 3,797, G-444E, 2,3,5,6-Tetrachlorobenzoquinone, p-Benzoquinone, 2,3,5,6-tetrachloro-, NSC 8432, CCRIS 7155, HSDB 1533, Tetrachlorquinone, G-25804, 1,4-Benzoquinone, 2,3,5,6-tetrachloro-, EINECS 204-274-4, EPA Pesticide Chemical Code 079301, 01W5X7N5XV, DTXSID2020266, CHEBI:36703, AI3-03797, CHLORANIL [MI], NSC-8432, CHLORANIL [HSDB], CHLORANIL [WHO-DD], 2,3,5,6-Tetrachlor-1,4-benzochinon, DTXCID20266, EC 204-274-4, ENT 3797, TCBQ compound, pchloranil, Tetrachloro 1,4 benzoquinone, Tetrachloropquinone, Geigy444E, Tetrachloropbenzoquinone, ACTOR CL, Tetrachloro1,4benzoquinone, 2,3,5,6Tetrachloroquinone, Dow Seed Disinfectant No 5, 2,3,5,6Tetrachlorobenzoquinone, 2,3,5,6Tetrachloropbenzoquinone, G444E, pBenzoquinone, 2,3,5,6tetrachloro, 2,3,5,6Tetrachloro1,4benzoquinone, 1,4Benzoquinone, 2,3,5,6tetrachloro, 1,2,4,5-TETRACHLOROBENZOQUINONE, 2,3,5,6Tetrachloro2,5cyclohexadiene1,4dione, 2,5Cyclohexadiene1,4dione, 2,3,5,6tetrachloro, 2,3,5,6-TETRACHLOROCYCLOHEXADIENE-1,4-DIONE, g25804, inchi=1/c6cl4o2/c7-1-2(8)6(12)4(10)3(9)5(1)1, ugnwtbmoakpkbl-uhfffaoysa-n, p-Chloranil, 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione, Tetrachloroparabenzoquinone, 2,3,5,6-Tetrachloro-p-benzoquinone, 2,3,5,6-Tetrachlorobenzo-1,4-quinone, alpha-Chloranil, .alpha.-Chloranil, MFCD00001594, tetrachlorocyclohexa-2,5-diene-1,4-dione, 2,3,5,6-tetrachloro-[1,4]benzoquinone, 4-Chloranil, CAS-118-75-2, UNII-01W5X7N5XV, para-chloranil, tetrachloro-1, P-CHLORONIL, Spectrum_001590, SpecPlus_000850, Spectrum2_000024, Spectrum3_001660, Spectrum4_000794, Spectrum5_001386, 2,5,6-Tetrachloroquinone, SCHEMBL24049, BSPBio_003419, KBioGR_001268, KBioSS_002070, DivK1c_006946, SPECTRUM1504212, SPBio_000087, 2,5,6-Tetrachlorobenzoquinone, CHEMBL192627, BDBM22782, KBio1_001890, KBio2_002070, KBio2_004638, KBio2_007206, KBio3_002639, NSC8432, 2,5,6-Tetrachloro-p-benzoquinone, HY-Y0278, WLN: L6V DVJ BG CG EG FG, p-Benzoquinone,3,5,6-tetrachloro-, Tox21_201656, Tox21_303021, CCG-39987, SBB058799, STK396683, Tetrachloro-1,4-benzoquinone, 99%, 2,5,6-Tetrachloro-1,4-benzoquinone, AKOS001569085, Chloranil, purum, >=97.0% (AT), 2,4-dione, 2,3,5,6-tetrachloro-, FT33950, NCGC00091254-01, NCGC00091254-02, NCGC00091254-03, NCGC00091254-04, NCGC00091254-05, NCGC00256410-01, NCGC00259205-01, AC-11776, AS-14117, BP-30129, 2,3,5,6-Tetrachlorobenzo-1,4-quinone #, C1770, CS-0013526, NS00002205, ST50410970, T0061, Chloranil, PESTANAL(R), analytical standard, EN300-18125, p-Chloranil;Tetrachloro-p-benzoquinone;Spergon, C18933, D72499, 2,5,6-Tetrachloro-2,5-cyclohexadiene-1,4-dione, Q629632, doi:10.14272/UGNWTBMOAKPKBL-UHFFFAOYSA-N.1, doi:10.14272/UGNWTBMOAKPKBL-UHFFFAOYSA-N.2, Z57188200
Application
Chloranil is primarily employed as an oxidizing agent in organic synthesis, facilitating the conversion of hydroquinones to quinones. It also serves as a catalyst in polymerization reactions and as a key intermediate in the production of dyes and pigments. In agrochemical research, Chloranil is used to develop fungicides and other crop protection agents.
Safety and Hazards
GHS Hazard Statements
- H318: Causes serious eye damage [Danger Serious eye damage/eye irritation]
- H332: Harmful if inhaled [Warning Acute toxicity, inhalation]
- H335: May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
- H336: May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects]
- H373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]
- H401: Toxic to aquatic life [Hazardous to the aquatic environment, acute hazard]
- H411: Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
Precautionary Statements
- P260, P261, P264+P265, P271, P273, P280, P304+P340, P305+P354+P338, P317, P319, P391, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Skin Sens. 1 (65.2%)
- Eye Irrit. 2A (90.9%)
- Acute Tox. 4 (39.4%)
- Aquatic Acute 1 (87.9%)
- Aquatic Chronic 1 (99.6%)
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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