Dimethyl 4-(methylthio)phenyl phosphate

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Dimethyl 4-(methylthio)phenyl phosphate


Dimethyl 4-(methylthio)phenyl phosphate is a chemical compound with the molecular formula C9H13O4PS. It is a derivative of phosphoric acid and is characterized by the presence of a methylthio group attached to a phenyl ring.

Chemical Structure[edit | edit source]

The chemical structure of Dimethyl 4-(methylthio)phenyl phosphate consists of a phenyl ring, which is a cyclic group of six carbon atoms bonded together in a hexagonal arrangement. Attached to the fourth carbon atom of the phenyl ring is a methylthio group, which consists of a methyl group (CH3) bonded to a sulfur atom. The sulfur atom is then bonded to the phosphorus atom of the phosphate group. The phosphate group is bonded to two methyl groups and an oxygen atom.

Synthesis[edit | edit source]

The synthesis of Dimethyl 4-(methylthio)phenyl phosphate typically involves the reaction of 4-(methylthio)phenol with dimethyl chlorophosphate in the presence of a base such as triethylamine. The reaction proceeds via a nucleophilic substitution mechanism, with the phenol acting as the nucleophile and the chlorophosphate acting as the electrophile.

Properties and Uses[edit | edit source]

Dimethyl 4-(methylthio)phenyl phosphate is a colorless to pale yellow liquid. It is used in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a flame retardant in certain types of plastics.

Safety[edit | edit source]

Like many organophosphates, Dimethyl 4-(methylthio)phenyl phosphate is toxic and should be handled with care. It can cause irritation to the skin and eyes, and if ingested or inhaled, can cause serious health effects.

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Contributors: Prab R. Tumpati, MD