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| | Chloranil Basic information |
| | Chloranil Chemical Properties |
| Melting point | 295-296 °C (dec.) | | Boiling point | 290.07°C (rough estimate) | | density | 1,97 g/cm3 | | vapor pressure | 1 hPa (71 °C) | | Fp | >100℃ | | storage temp. | Store below +30°C. | | solubility | 0.25g/l practically insoluble | | form | Liquid | | color | Clear | | Specific Gravity | 1.97 | | PH | 3.5-4.5 (100g/l, H2O, 20℃)(slurry) | | Water Solubility | insoluble | | λmax | 510nm(CH2Cl2)(lit.) | | Merck | 14,2078 | | BRN | 393006 | | LogP | 2.3 at 20℃ | | CAS DataBase Reference | 118-75-2(CAS DataBase Reference) | | NIST Chemistry Reference | p-Benzoquinone, 2,3,5,6-tetrachloro-(118-75-2) | | EPA Substance Registry System | Chloranil (118-75-2) |
| | Chloranil Usage And Synthesis |
| Chemical Properties | YELLOW-GREEN POWDER | | Uses | antipsoriatic | | Uses | Tetrachloro-1,4-benzoquinone is a potential intermediate in the process of pentachlorophenol-induced carcinogenicity. | | Uses | Agricultural fungicide, dye intermediate, reagent. manufacture of electrodes for pH measurement. | | Uses | p-Chloranil is used as a dye intermediate, oxidizing agent, vulcanizing agent and dehydrogenation reagent. It is also used to make chloranil electrodes for pH measurements. Further, it serves as a hydrogen acceptor and used for the aromatization reactions such as conversion of cyclohexadienes to the benzene derivatives. It is used to test the secondary amine. In addition to this, it is employed as a precursor to prepare diaziquone, which is used as a cancer chemotherapeutic agent. | | Definition | ChEBI: A member of the class of 1,4-benzoquiones that is 1,4-benzoquinone in which all four hydrogens are substituted by chlorines. | | Synthesis Reference(s) | Tetrahedron, 34, p. 1577, 1978 DOI: 10.1016/0040-4020(78)80185-9 | | General Description | Yellow powder with a slight odor. | | Air & Water Reactions | Insoluble in water. | | Reactivity Profile | Chloranil is sensitive to excessive light and heat. Chloranil is incompatible with strong oxidizing agents. Chloranil reacts with alkalis. | | Hazard | Skin irritant. | | Fire Hazard | Flash point data for Chloranil are not available; however, Chloranil is probably combustible. | | Purification Methods | Crystallise p-chloranil from acetic acid, acetone, *benzene, EtOH or toluene, dry it in a vacuum over P2O5, or from acetic acid and drying over NaOH in a vacuum desiccator. It can be sublimed under vacuum at 290o. A sample may contain significant amounts of the o-chloranil isomer as impurity. Purify it by triple sublimation under vacuum and recrystallise before use. It is a skin and mucous membrane irritant. [UV: Pummerer et al. Chem Ber 85 545 1952, Brook J Chem Soc 5040 1952, Beilstein 7 IV 2083.] |
| | Chloranil Preparation Products And Raw materials |
| Raw materials | Ferric chloride-->Pentachlorophenol-->Sodium pentachlorophenolate | | Preparation Products | 6-Bromoquinoline-->Michler's ketone-->Permanent Violet RL-->Enoxacin-->Reactive Blue 198-->Direct Blue 106-->7H-DIBENZO[C,G]CARBAZOLE-->polyphenylene (IV)-->REMASTRAL BLUE FFRL-->TRANS-1,3-PENTADIENE-->2,5-BIS(1-AZIRIDINYL)-3,6-DICHLORO-2,5-CYCLOHEXADIENE-1,4-DIONE-->2,3,5,6-TETRACHLOROPHENOL-->3,5-DICHLORO-4-METHOXYBENZOIC ACID-->6-DEHYDRONANDROLONE-->P-DIAZOBENZENESULFONIC ACID-->3-BROMOFLUORANTHENE-->Tetrachloro-o-benzoquinone-->Formic acid-->Diindolo[3,2-b:3',2'-m]triphenodioxazinetrisulfonic acid, 8,18-dichloro-5,15-dihydro-, trisodium salt-->2,9-Triphenodioxazinedisulfonic acid, 6,13- dichloro-3,10-bis[(4-chlorophenyl)amino]-, disodium salt 2,9-triphenodioxazinedisulfonic acid, 6,13-dichloro-3,10-bis[(4-chlorophenyl)am 9-triphenodioxazinedisulfonic acid,6,13-dichloro-3,10-bis[(4-chlorophenyl)amino]- disodium salt 2,9-Triphenodioxazinedisulfonic acid,6,13-dichloro-3,10-bis[(4-chlorophenyl)amino]-,disodium salt-->C.I. Sulphur Blue 12 |
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