CAS 2435-53-2

o-Chloranil

Description:

o-Chloranil, also known as 2-chloro-1,4-benzoquinone, is an organic compound characterized by its distinctive yellow color and strong oxidizing properties. It is a derivative of benzoquinone, featuring a chlorine atom at the ortho position relative to the quinone functional groups. This compound is typically used in organic synthesis, particularly in the preparation of various dyes and pigments, as well as in electrochemical applications due to its ability to participate in redox reactions. o-Chloranil is known for its reactivity with nucleophiles, making it a valuable reagent in chemical transformations. It is moderately soluble in organic solvents like acetone and chloroform but has limited solubility in water. Safety precautions are necessary when handling o-chloranil, as it can be harmful if inhaled or ingested, and may cause skin and eye irritation. Proper storage in a cool, dry place away from light is recommended to maintain its stability and effectiveness in applications.

Formula: C₆Cl₄O₂

InChI: InChI=1S/C6Cl4O2/c7-1-2(8)4(10)6(12)5(11)3(1)9

InChI key: InChIKey=VRGCYEIGVVTZCC-UHFFFAOYSA-N

SMILES: ClC=1C(Cl)=C(Cl)C(=O)C(=O)C1Cl

Synonyms:

• 3,4,5,6-Tetrachloro-1,2-benzoquinone
• 3,4,5,6-Tetrachloro-3,5-cyclohexadiene-1,2-dione
• 3,4,5,6-Tetrachloro-o-benzoquinone
• 3,4,5,6-Tetrachlorobenzoquinone
• 3,4,5,6-Tetrachlorocyclohexa-3,5-Diene-1,2-Dione
• 3,4,5,6-Tetrachlorocyclohexadiene-1,2-dione
• 3,5-Cyclohexadiene-1,2-dione, 3,4,5,6-tetrachloro-
• Isochloranil
• NSC 403503
• Tetrachloro-1,2-benzoquinone
• Tetrachloro-o-quinone
• Tetrachloro-ortho-benzoquinone
• Tetrachloroorthobenzoquinone
• o-Benzoquinone, 3,4,5,6-tetrachloro-
• o-Benzoquinone, tetrachloro-

o-Chloranil

CAS: 2435-53-2

Formula: C₆Cl₄O₂

Purity: >97.0%(T)(HPLC)

Color and Shape: Orange to Brown to Dark purple powder to crystal

Molecular weight: 245.86

Ref: 3B-T0970

Tetrachloro-o-benzoquinone

CAS: 2435-53-2

Formula: C₆Cl₄O₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 245.8750

Ref: IN-DA003UND

Tetrachloro-1,2-benzoquinone

CAS: 2435-53-2

Tetrachloro-1,2-benzoquinone

Purity: 97%

Color and Shape: Red Solid

Molecular weight: 245.88g/mol

Ref: 54-OR40496

o-Chloranil

CAS: 2435-53-2

Formula: C₆Cl₄O)₂

Purity: ≥ 97.0%

Color and Shape: Red to brown powder

Molecular weight: 245.88

Ref: 7W-GK8825

o-Chloranil

Controlled Product

CAS: 2435-53-2

Applications o-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.
References Aly, A.A., et al.: J. Chem. Res., 35, 169 (2011); Kramer, W.W., et al.: Inorg. Chem., 53, 8825 (2014)

Formula: C₆Cl₄O₂

Color and Shape: Neat

Molecular weight: 245.88

Ref: TR-C325245

3,4,5,6-Tetrachlorocyclohexa-3,5-diene-1,2-dione

CAS: 2435-53-2

Formula: C₆Cl₄O₂

Purity: 95%

Color and Shape: Yellow red – deep purple powder

Molecular weight: 245.86

Ref: 10-F234413

o-Chloranil

CAS: 2435-53-2

O-Chloranil is a chemical compound that has a molecular weight of 144.07 g/mol and the IUPAC name 2,4-dichloro-1-nitrobenzene. O-Chloranil is a pyridine derivative with an intramolecular hydrogen bond, which makes it a kinetically stable molecule. The redox potential of o-chloranil lies at +0.6 V (vs Ag/AgCl). This means that o-chloranil is not easily oxidized and less likely to react with other substances in the environment. The phase transition temperature for o-chloranil is -5 °C, which means that it will change from solid to liquid at this temperature. It can also be activated by light or heat, which allows reactions to occur more quickly than they would otherwise. O-Chloranil has been used as the model system for the reaction mechanism of thiophenol oxidation in

Formula: C₆Cl₄O₂

Purity: Min. 95%

Color and Shape: Red Powder

Molecular weight: 245.87 g/mol

Ref: 3D-FC00674