Showing Compound Phosphoryl chloride (FDB013347)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:39 UTC

Update date

2015-07-20 22:58:05 UTC

Primary ID

FDB013347

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Phosphoryl chloride

Description

Etherification and esterification agent for modification of food starch Like phosphate, phosphoryl chloride is tetrahedral in shape. It features three P-Cl bonds and one very strong P=O double bond, with an estimated bond dissociation energy of 533.5 kJ/mol. On the basis of bond length and electronegativity, the Schomaker-Stevenson rule suggests that the double bond form is very dominant (in contrast with POF3). The P=O bond does not resemble the ? bond in a carbonyl group as in a ketone. The appropriate description of the P-O interaction is a matter of long discussion. Older textbooks favor a description that invokes participation of the d-orbitals on phosphorus. Some of these d-orbitals project toward the O atom, overlapping with p-orbitals on oxygen. More modern texts seem to favor a description where the P-O ? bonding involves the ?* components of the P-Cl bonds. These descriptions do not consider a role for d-orbitals.; Phosphoryl chloride (commonly called phosphorus oxychloride) is a colourless liquid with the formula POCl3. It hydrolyses in moist air to phosphoric acid to release choking fumes of hydrogen chloride. It is manufactured industrially on a large scale from phosphorus trichloride and oxygen or phosphorus pentoxide. It is mainly used to make phosphate esters such as tricresyl phosphate.

CAS Number

10025-87-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
[PCL3O]	ChEBI
Phosphoric trichloride	ChEBI
Phosphoroxidchlorid	ChEBI
Phosphoroxychlorid	ChEBI
Phosphortrichloridoxid	ChEBI
Phosphorus oxychloride	ChEBI
Phosphorus trichloride oxide	ChEBI
Phosphorus(V) trichloride oxide	ChEBI
Phosphorylchlorid	ChEBI
POCl3	ChEBI
Trichlorure de phosphoryle	ChEBI
Fosforoxychlorid	HMDB
OPCl3	HMDB
Oxychlorid fosforecny	HMDB
Phosphoric chloride	HMDB
Phosphorous oxychloride	HMDB
Phosphoroxychloride	HMDB
Phosphorus chloride	HMDB
Phosphorus chloride oxide (pocl3)	HMDB
Phosphorus oxide chloride	HMDB
Phosphorus oxide trichloride	HMDB
Phosphorus oxytrichloride	HMDB
Phosphorus(V) oxide chloride	HMDB
Phosphorus(V) oxychloride	HMDB
Phosphoryl trichloride	HMDB
Trichloridooxidophosphorus	HMDB
Trichlorooxophosphorus(V)	HMDB
Trichlorophosphine oxide	HMDB
Trichlorophosphorus oxide	HMDB
Phosphoryl chloride	ChEBI
[PCl3O]	biospider
Oric chloride	HMDB
Oric trichloride	ChEBI
Orous oxychloride	HMDB
Oroxidchlorid	ChEBI
Oroxychlorid	ChEBI
Oroxychloride	HMDB
Ortrichloridoxid	ChEBI
Orus chloride	HMDB
Orus chloride oxide (pocl3)	HMDB
Orus oxide chloride	HMDB
Orus oxide trichloride	HMDB
Orus oxychloride	ChEBI
Orus oxytrichloride	HMDB
Orus trichloride oxide	ChEBI
Orus(V) oxide chloride	HMDB
Orus(V) oxychloride	HMDB
Orus(V) trichloride oxide	ChEBI
Oryl chloride	ChEBI
Oryl trichloride	HMDB
Orylchlorid	ChEBI
Phosphorus chloride oxide (POCl3)	biospider
Phosphorus oxychloride [UN1810] [Corrosive]	biospider
Phosphorus(v) oxide chloride	biospider
Phosphorus(v) oxychloride	biospider
Phosphorus(v) trichloride oxide	biospider
Trichloridooxidoorus	HMDB
Trichloroine oxide	HMDB
Trichloroorus oxide	HMDB
Trichlorooxoorus(V)	HMDB
Trichlorure de oryle	ChEBI

Predicted Properties

Property	Value	Source
logP	1.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	25.37 m³·mol⁻¹	ChemAxon
Polarizability	9.44 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

Cl3OP

IUPAC name

phosphoroyl trichloride

InChI Identifier

InChI=1S/Cl3OP/c1-5(2,3)4

InChI Key

XHXFXVLFKHQFAL-UHFFFAOYSA-N

Isomeric SMILES

ClP(Cl)(Cl)=O

Average Molecular Weight

153.332

Monoisotopic Molecular Weight

151.875234255

Classification

Description

Belongs to the class of inorganic compounds known as halogen oxides. These are inorganic compounds containing an oxygen atom of an oxidation state of -2, in which the heaviest atom bonded to the oxygen is a halogen.

Kingdom

Inorganic compounds

Super Class

Homogeneous non-metal compounds

Class

Halogen organides

Sub Class

Halogen oxides

Direct Parent

Halogen oxides

Alternative Parents

Inorganic oxides

Substituents

Halogen oxide
Inorganic oxide

Molecular Framework

Not Available

External Descriptors

phosphorus coordination entity (CHEBI:30336 )

Ontology

Disposition

Source:

Food

Role

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	Cl 69.36%; O 10.43%; P 20.20%	DFC
Melting Point	Mp 1-1.5°	DFC
Boiling Point	Bp 107-107.5°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d254 1.67	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Phosphoryl chloride, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udi-0900000000-5c46befa3028eba4a34d	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-8ba138ebff631ad13b8f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-8ba138ebff631ad13b8f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0900000000-8ba138ebff631ad13b8f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-dbc9a67946553812d424	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-dbc9a67946553812d424	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-0900000000-dbc9a67946553812d424	Spectrum