Trimethylolpropane phosphite
Trimethylolpropane phosphite, CHC(CHO)P, is a phosphite ester used as a ligand in organometallic chemistry. Trimethylolpropane phosphite is sometimes abbreviated to EtCage. It is a white solid that is soluble in organic solvents. It is also highly toxic. Preparation and reactions. It is prepared by reaction of trimethylolpropane with phosphorus trichloride or by transesterification with trimethylphosphite: The first member of this series was derived from trimethylolethane, but these derivatives are often poorly soluble. For this reason, the ethyl derivative has received more attention. Reactions. The compound forms an isolable ozonide, which degrades above 0 °C to release singlet  O. Coordination chemistry. Several EtCage complexes are known, since the ligand is highly basic (for a phosphite) and has a small ligand cone angle (101°). Illustrative complexes include [(EtCage)Mo(CO)], [Ir(CO)(EtCage)] and (CpMe)RuCl(EtCage), shown below. Safety. Trimethylolpropane phosphite is very toxic and is a convulsant. LD is 1.1 mg per kg bodyweight (mice, i.p.).