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Tosylmethyl isocyanide

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Tosylmethyl isocyanide Basic information
Tosylmethyl isocyanide Chemical Properties
  • Melting point:109-113 °C(lit.)
  • Density 1.2721 (rough estimate)
  • refractive index 1.5270 (estimate)
  • storage temp.  -20°C
  • solubility water: slightly soluble
  • form Liquid
  • color Clear
  • Water Solubility insoluble
  • Sensitive Moisture Sensitive
  • Merck 14,9556
  • BRN 3592382
  • InChIKeyBBNNLJMGPASZPD-UHFFFAOYSA-N
  • CAS DataBase Reference36635-61-7(CAS DataBase Reference)
Safety Information
  • Hazard Codes T,Xi
  • Risk Statements 23/24/25
  • Safety Statements 36/37-45-38-36/37/39-28A
  • RIDADR UN 2811 6.1/PG 3
  • WGK Germany 3
  • 21
  • Hazard Note Irritant
  • HazardClass 6.1(b)
  • PackingGroup III
  • HS Code 29299000
MSDS
Tosylmethyl isocyanide Usage And Synthesis
  • Chemical PropertiesPale yellow to light brown crystalline powder
  • UsesReagent for use in the preparation of biologically active pyrroles and imidazoles.1,2
  • UsesTosylmethyl 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.
  • UsesVersatile synthon in organic chemistry, especially in the synthesis of heterocyclic Compounds.
  • Purification MethodsUse 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].
Tosylmethyl isocyanide Preparation Products And Raw materials
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