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Trimethyl phosphate is a mild methylating agent, useful for dimethylation of anilines and related heterocyclic compounds. [2] The method is complementary to the traditional Eschweiler-Clarke reaction in cases where formaldehyde engages in side reactions.
As a ligand, trimethyl phosphite has a smaller cone angle and better acceptor properties relative to trimethylphosphine. A representative derivative is the colorless tetrahedral complex Ni(P(OMe) 3) 4 (m.p. 108 °C). [4] The tridentate ligand called the Kläui ligand is derived from trimethyl phosphite. The formation of this ligand illustrates ...
Dimethyl methylphosphonate can be prepared from trimethyl phosphite and a halomethane (e.g. iodomethane) via the Michaelis–Arbuzov reaction. [2]Dimethyl methylphosphonate is a schedule 2 chemical as it may be used in the production of chemical weapons.
Tris(trimethylsilyl)phosphine is prepared by treating trimethylsilyl chloride, white phosphorus, and sodium-potassium alloy: [2] 1/4 P 4 + 3 Me 3 SiCl + 3 K → P(SiMe 3) 3 + 3 KCl
Phosphites are oxidized to phosphate esters: P(OR) 3 + [O] → OP(OR) 3. This reaction underpins the commercial use of some phosphite esters as stabilizers in polymers. [6] Alkyl phosphite esters are used in the Perkow reaction for the formation of vinyl phosphonates, and in the Michaelis–Arbuzov reaction to form phosphonates.
Trimethylphosphine is a highly basic ligand that forms complexes with most metals. As a ligand, trimethylphosphine's Tolman cone angle is 118°. [7] This angle is an indication of the amount of steric protection that this ligand provides to the metal that to which it is bound.
A trimethylsilyl group (abbreviated TMS) is a functional group in organic chemistry.This group consists of three methyl groups bonded to a silicon atom [−Si(CH 3) 3], which is in turn bonded to the rest of a molecule.
Phosphoryl chloride is used on an industrial scale for the manufacture of phosphate esters (organophosphates). These have a wide range of uses, including as flame retardants ( bisphenol A diphenyl phosphate , TCPP and tricresyl phosphate ), plasticisers for PVC and related polymers ( 2-ethylhexyl diphenyl phosphate ) and hydraulic fluids. [ 11 ]
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