Phenyl dichlorophosphate NEW

Phenyl Dichlorophosphate: A Concise Overview

• Structure:C6H5OP(O)Cl2
  , featuring a phosphorus atom bonded to two chlorine atoms, one phenyl group (C6H5O−),and a phosphoryl(${\text{C}}_6{\text{H}}_5\text{O}-<span\; style="font-size:\; var(--ds-md-font-size);\; font-family:\; DeepSeek-CJK-patch,\; Inter,\; system-ui,\; -apple-system,\; BlinkMacSystemFont,\; "Segoe\; UI",\; Roboto,\; "Noto\; Sans",\; Ubuntu,\; Cantarell,\; "Helvetica\; Neue",\; Oxygen,\; "Open\; Sans",\; sans-serif;">,\; and\; a\; phosphoryl\; (</span>$$\text{P=O}$) group. Molecular weight: ~195 g/mol.

• Synthesis: Produced by reacting phosphorus oxychloride (POCl₃) with phenol (C6H5OH), releasing HCl.

• Physical Properties: Colorless to pale yellow liquid (may darken with impurities), boiling point ~240–250°C. Moisture-sensitive; soluble in organic solvents (e.g., ether, CH₂Cl₂).

• Reactivity:

• Acts as a phosphorylating agent, transferring the phosphoryl group to nucleophiles (e.g., alcohols, amines).

  Hydrolyzes in water to phenyl phosphoric acid (C6H5OP(O)(OH)2) and HCl.

  Less reactive than POCl₃ but offers selectivity in synthesis due to the phenyl group.

• Applications:

• Key intermediate in synthesizing phosphate esters (used in agrochemicals, pharmaceuticals, and flame retardants).

  Used in controlled phosphorylation reactions where milder conditions are required.

• Safety: Corrosive; releases toxic HCl fumes. Handle in a fume hood with gloves/goggles. Store anhydrously.

• Comparison: Contrasts with POCl₃ by having reduced reactivity and enhanced selectivity, making it valuable for specific organic transformations.

A versatile reagent in organic chemistry, phenyl dichlorophosphate bridges functional group manipulation and industrial applications.