Trimethylsilyldiazomethane

[18107-18-1] C4H10N2Si (MW 114.25) (one-carbon homologation reagent; stable, safe substitute for diazomethane; [CNN] 1,3-dipole for the preparation of azoles1) Physical Data: bp 96 °C/775 mmHg; nD25 1.4362.2 Solubility: sol most organic solvents; insol H2O. Form Supplied in: commercially available as 2 M and 10 w/w% solutions in hexane, and 10 w/w% solution in CH2Cl2. Analysis of Reagent Purity: concentration in hexane is determined by 1H NMR.3 Preparative Method: prepared by the diazo-transfer reaction of Trimethylsilylmethylmagnesium Chloride with Diphenyl Phosphorazidate (DPPA) (eq 1).3 (1) Handling, Storage, and Precautions: should be protected from light.