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Phosphorus III chloride Phosphorous chloride Phosphorous PCl3
Systematic name |
Phosphorus trichloride |
Other names |
Phosphorus(III) chloride Phosphorous chloride |
Molecular formula | PCl3 |
Molar mass | 137.33 g/mol |
Appearance | colourless liquid |
CAS number | [7719-12-2] |
EINECS number | 231-749-3 |
MSDS | External MSDS |
Properties | |
---|---|
Density | 1.574 g/cm3 |
Solubility |
Water: hydrolysis Methanol: decomposes Benzene: soluble Chloroform: soluble Diethyl ether: soluble |
Melting point | -93.6 °C (179.6 K) |
Boiling point | 76.1 °C (349.3 K) |
Standard enthalpy of formation ΔfH0liq |
−319.7 kJ/ mol (liquid) |
Structure | |
Molecular geometry | Trigonal pyramidal |
Bond angle | 100 ° |
Bond length | P-Cl 204 pm (2.04 Å) |
Dipole moment | 0.56 D |
Hazards | |
MSDS | External MSDS |
Main hazards |
Corrosive, toxic releases HCl |
NFPA 704 | |
Flash point | °C |
R/S statement |
R: 14-26/28-29-35-48/20 S: 26-36/37/39-45-7/8 |
RTECS number | TH3675000 |
The phosphorus in PCl3 is often considered to have the +3 oxidation state and the chlorine atoms are considered to be in the -1 oxidation state. Most of its reactivity is consistent with this description.
PCl3 is important indirectly as a precursor to PCl5, POCl3 and PSCl3. which in turn enjoy many applications in herbicides, insecticides, plasticisers, oil additives, and flame retardants.
For example oxidation of PCl3 gives POCl3, which is used for the manufacture of triphenyl phosphate and tricresyl phosphate, which find application as flame retardants and plasticisers for PVC. They are also used to make insecticides such as diazinon. Phosphonates include the herbicide glyphosate,
PCl3 is the precursor to triphenylphosphine for the Wittig reaction, and phosphite esters which may be used as industrial intermediates, or used in the Horner-Wadsworth-Emmons reaction, both important methods for making alkenes. It can be used to make trioctylphosphine oxide (TOPO), used as an extraction agent, although TOPO is usually made via the corresponding phosphine.
PCl3 is also used directly as a reagent in organic synthesis. It is used to convert primary and secondary alcohols into alkyl chlorides, or carboxylic acids into acyl chlorides, although thionyl chloride generally gives better yields than PCl3.
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