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262099

Sigma-Aldrich

Phosphorus(V) oxychloride

99.999%

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Synonym(s):
Phosphorus(V) oxide chloride, Phosphoryl chloride
Linear Formula:
POCl3
CAS Number:
Molecular Weight:
153.33
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

5.3 (vs air)

Quality Level

vapor pressure

104 mmHg ( 50 °C)
28 mmHg ( 20 °C)

Assay

99.999%

form

liquid

pH

1 (20 °C)

bp

105.8 °C (lit.)

mp

1.25 °C (lit.)

density

1.645 g/mL at 25 °C (lit.)

SMILES string

ClP(Cl)(Cl)=O

InChI

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

InChI key

XHXFXVLFKHQFAL-UHFFFAOYSA-N

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1 of 4

This Item
2011708.223398.45113
Phosphoryl chloride for synthesis

Sigma-Aldrich

8.22339

Phosphoryl chloride

Phosphoryl chloride Msynth™plus

Sigma-Aldrich

8.45113

Phosphoryl chloride

vapor pressure

104 mmHg ( 50 °C), 28 mmHg ( 20 °C)

vapor pressure

104 mmHg ( 50 °C), 28 mmHg ( 20 °C)

vapor pressure

36 hPa ( 20 °C)

vapor pressure

36 hPa ( 20 °C)

assay

99.999%

assay

99%

assay

≥99.0% (argenometric)

assay

≥99.0% (argenometric)

form

liquid

form

liquid

form

liquid

form

liquid

pH

1 (20 °C)

pH

1 (20 °C)

pH

1.0 (25 °C, 5 g/L in H2O)

pH

1.0 (25 °C, 5 g/L in H2O)

bp

105.8 °C (lit.)

bp

105.8 °C (lit.)

bp

105.3 °C/1013 hPa

bp

105.3 °C/1013 hPa

Application

Phosphorus(V) oxychloride can be used as:
  • A dehydrating agent in organic synthesis.
  • A reagent in the cyclization of substituted aryl amides by Bischler−Napieralski cyclization reaction.
  • A precursor for phosphorus diffusion in the p-type silicon solar cells processing.

It can also be used in the Vilsmeier-Haack reaction to synthesize aromatic aldehydes.

accessory

Product No.
Description
Pricing

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1A - STOT RE 1 Inhalation

Target Organs

Respiratory Tract

Supplementary Hazards

Storage Class Code

6.1B - Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Patil P, et al.
Green Chemistry, 22(20), 6902-6911 (2020)
Optimization of phosphorus emitter formation from POCl 3 diffusion for p-type silicon solar cells processing
Ghembaza H, et al.
Silicon, 10(2), 377-386 (2018)
Asymmetric transfer hydrogenation of imines catalyzed by a Noyori-type Ru (II) complex-a parametric study
Pechavcek J, et al.
Tetrahedron Asymmetry, 24(4), 233-239 (2013)
Rapid one-pot radiosynthesis of [carbonyl-. sup. 11C] formamides from primary amines and [. sup. 11C] CO. sub. 2.
Luzi Federico, et al.
EJNMMI radiopharmacy and chemistry, 5(1), 377-386 (2020)
G B Quistad et al.
Chemical research in toxicology, 13(7), 652-657 (2000-07-18)
Phosphorus oxychloride (POCl(3)) is an intermediate in the synthesis of many organophosphorus insecticides and chemical warfare nerve gases that are toxic to insects and mammals by inhibition of acetylcholinesterase (AChE) activity. It was therefore surprising to observe that POCl(3), which

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