|
|
| | ISOCYANOBENZENE Basic information |
| Product Name: | ISOCYANOBENZENE | | Synonyms: | PHENYLISOCYANIDE;Phenyl isonitrile;Phenyl carbylamine;ISOCYANOBENZENE;Benzoisonitrile;Benzene, isocyano-;PHENYL ISOCYANIDE (1-ISOCYANOBENZENE);1-ISOCYANOBENZENE | | CAS: | 931-54-4 | | MF: | C7H5N | | MW: | 103.12 | | EINECS: | 213-239-2 | | Product Categories: | | | Mol File: | 931-54-4.mol |  |
| | ISOCYANOBENZENE Chemical Properties |
| Boiling point | 183.35°C (rough estimate) | | density | 1.0248 (rough estimate) | | refractive index | 1.6760 (estimate) | | solubility | Chloroform (Soluble), Methanol (Slightly) | | form | Oil to Thick Oil | | color | Very Dark Red to Black |
| Risk Statements | 20/21/22 | | Safety Statements | 26-36/37/39 | | RIDADR | UN 1672 6.1/ PGI | | HazardClass | 6.1 | | PackingGroup | I |
| | ISOCYANOBENZENE Usage And Synthesis |
| Uses | Isocyanobenzene is used in the study of the inhibition mechanism of reconstituted cytochrome p-450scc-linked monooxygenase system by antimycotic reagent and other inhibitors. | | Preparation | To a flask containing 7.9 gm (0.33 mole) of sodium hydride in 100 ml of tetrahydrofuran is slowly added a mixture of 9.3 gm (0.1 mole) of aniline and 25.3 gm (0.10 mole) of bromoform. After the addition, the reaction is stirred for 1-2 hr at room temperature, and water is added (100 ml) dropwise. Ether (200 ml) is added and the ether layer washed four times with 50-ml portions of water, three times with 20-ml portions of dilute hydrochloric acid, and then with water. The resulting ether layer is dried over sodium sulfate, concentrated, and the residue distilled to afford 4.7 gm (45%), b.p. 52-53°C (13 mm Hg).
 | | Definition | ChEBI: Phenyl isocyanide is an isocyanide. | | Precautions |
Should be used freshly distilled. Foul smelling liquid; should be stored and used in a fume hood. Contaminated equipment should be washed with 5% methanolic sulfuric acid.
| | References |
1. For general reviews on isocyanide chemistry, see: (a) Isonitrile Chemistry; Ugi, I., Ed.; Academic: New York, 1971. (b) Periasamy, M. P.; Walborsky, H. M. OPP 1979, 11, 295.
2. For applications in heterocyclic synthesis, see: Marcaccini, S.; Torroba, T. OPP 1993, 25, 141.
3. (a) Grundmann, C. CB 1958, 91, 1380. (b) Ugi, I.; Meyr, R. OS 1961, 41, 101. (c) Obrecht, R.; Herrmann, R.; Ugi, I. S 1985, 400.
4. Figueroa-Villar, J. D.; Carnieiro, C. L.; Cruz, E. R. H 1992, 34, 891
|
| | ISOCYANOBENZENE Preparation Products And Raw materials |
|