Other grades of this product :
| Tosyl cyanide Basic information |
| Tosyl cyanide Chemical Properties |
| Melting point | 47-50 °C (lit.) | | Boiling point | 105-106 °C/1 mmHg (lit.) | | density | 1.3055 (rough estimate) | | refractive index | 1.5650 (estimate) | | Fp | >230 °F | | storage temp. | 2-8°C | | BRN | 2048159 | | CAS DataBase Reference | 19158-51-1(CAS DataBase Reference) |
| Tosyl cyanide Usage And Synthesis |
| Chemical Properties | White powder | | Uses | p-Toluenesulfonyl cyanide can be used in:- The preparation of polyfunctional nitriles.
- Free-radical cyanation of B-alkylcatecholboranes.
- The synthesis of 4-hyroxypyridines by hetero-Diels-Alder reaction with 1,3-bis-silyl enol ethers.
| | Uses | Tosyl cyanide is used in a free-radical cyanation of B-alkylcatecholboranes. Also used as a component in a hetero-Diels-Alder reaction with 1,3-bis-silyl enol ethers leading to 4-hyroxypyridines.
| | Synthesis Reference(s) | Tetrahedron Letters, 10, p. 3351, 1969 DOI: 10.1017/S0009838800024678 | | General Description | p-Toluenesulfonyl cyanide is an electron-deficient nitrile. It undergoes hetero-Diels-Alder reaction with silyl enol ether of cyclohexenone to yield hydrolytically sensitive [4+2] adduct. It also undergoes facile [2+3] cycloaddition reaction with azides to form 5-sulfonyl tetrazoles. p-Toluenesulfonyl cyanide also reacts with alcohols in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or 1,4-diazabicyclo[2.2.2]octane (DABCO) to yield sulfinates. |
| Tosyl cyanide Preparation Products And Raw materials |
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