2,5-Cyclohexadiene-1,4-dione,2,3,5,6-tetrachloro-

The Chloranil, with the CAS registry number 118-75-2, is also known as Tetrachloro-p-benzoquinone. It belongs to the product categories of Pharmaceutical Intermediates; Benzoquinones; Combinatorial Chemistry; Detection of Amines for Primary & Secondary Amines (for Detection of Free Amine on the Resins); Synthetic Organic Chemistry; Benzoquinones, etc. (Charge Transfer Complexes); Charge Transfer Complexes for Organic Metals; Functional Materials; Oxidation. Its EINECS registry number is 204-274-4. This chemical's molecular formula is C₆Cl₄O₂ and molecular weight is 245.88. What's more, both its IUPAC name and systematic name are the same which is called 2,3,5,6-Tetrachlorocyclohexa-2,5-diene-1,4-dione. Chloranil is a quinone.

Physical properties about Chloranil are: (1)ACD/LogP: 1.39; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.39; (4)ACD/LogD (pH 7.4): 1.39; (5)ACD/BCF (pH 5.5): 6.71; (6)ACD/BCF (pH 7.4): 6.71; (7)ACD/KOC (pH 5.5): 135.9; (8)ACD/KOC (pH 7.4): 135.9; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 34.14 Å²; (13)Index of Refraction: 1.595; (14)Molar Refractivity: 46.25 cm³; (15)Molar Volume: 136 cm³; (16)Surface Tension: 52.9 dyne/cm; (17)Density: 1.8 g/cm³; (18)Flash Point: 111.7 °C; (19) Enthalpy of Vaporization: 50.77 kJ/mol; (20)Boiling Point: 269.5 °C at 760 mmHg; (21)Vapour Pressure: 0.00722 mmHg at 25 °C.

Preparation of Chloranil: this chemical can be prepared by Pentachlorophenol. This reaction needs reagents bis(trifluoroacetoxy)iodobenzene, trichloroacetic acid, L-tartaric acid and solvent methanol at temperature of 20 °C. The reaction time is 1 hour.

Uses of Chloranil: (1) it is used as dye intermediates and dressing agent agricultural seed and it can be used for the production of anti-cancer drug, anti-aldosterone drug; (2) it is used to produce other chemicals. For example, it can react with Piperidine to get 2,5-Dichloro-3,6-di-piperidin-1-yl-[1,4]benzoquinone. The reaction occurs with solvent dimethylformamide. The reaction time is 1 hour. The yield is 93.19 %.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health and it is irritating to skin. It is harmful if swallowed and may cause inflammation to the skin or other mucous membranes. In addition, it is very toxic to aquatic organisms and may present an immediate or delayed danger to one or more components of the environment. Therefore, you should wear suitable gloves. This material and its container must be disposed of as hazardous waste and you must avoid releasing to the environment.

You can still convert the following datas into molecular structure:
(1) SMILES: ClC=1C(=O)C(\Cl)=C(\Cl)C(=O)C=1Cl
(2) InChI: InChI=1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
(3) InChIKey: UGNWTBMOAKPKBL-UHFFFAOYSA-N

The toxicity data is as follows: