Tosylmethyl isocyanide Chemical Properties
- Melting point:
- 109-113 °C(lit.)
- 1.2721 (rough estimate)
- refractive index
- 1.5270 (estimate)
- storage temp.
- water: slightly soluble
- Water Solubility
- Moisture Sensitive
- CAS DataBase Reference
- 36635-61-7(CAS DataBase Reference)
Tosylmethyl isocyanide Usage And Synthesis
Pale yellow to light brown crystalline powder
Reagent for use in the preparation of biologically active pyrroles and imidazoles.1,2
Tosylmethyl Isocyanide is used as a synthetic reagent in the preparation of variety or biologically active heterocycles such as pyrroles and imidazoles. Tosylmethyl Isocyanide is reported to inhibit [ Fe]-hydrogenase with very high affinity.
Versatile synthon in organic chemistry, especially in the synthesis of heterocyclic Compounds.
Use an efficient fume cupboard. Purify TOSMIC by dissolving (50g) in CH2Cl2 (150mL) and passing it through a column (40x3cm) containing neutral alumina (100g) in CH2Cl2 and eluting with CH2Cl2. A nearly colourless solution (700mL) is collected, evaporated in vacuo and the residue (42-47g) of TOSMIC (m 113-114o dec) is recrystallised once from MeOH (m 116-117o dec). [Hoogenboom et al. Org Synth 57 102 1977, Lensen Tetrahedron Lett 2367 1972.] It also crystallises from EtOH (charcoal) [Saito & Itano, J Chem Soc, Perkin Trans 1 1 1986].
- 010-82848833- ;010-82848833-