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8.22339

Sigma-Aldrich

Phosphoryl chloride

for synthesis

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Synonym(s):
Phosphoryl chloride, Phosphorus oxide trichloride, Phosphorus oxychloride
CAS Number:
Molecular Weight:
153.33
MDL number:
EC Index Number:
233-046-7

vapor pressure

36 hPa ( 20 °C)

Quality Level

Assay

≥99.0% (argenometric)

form

liquid

potency

36 mg/kg LD50, oral (Rat)

pH

1.0 (25 °C, 5 g/L in H2O)

bp

105.3 °C/1013 hPa

mp

1-2 °C

density

1.68 g/cm3 at 20 °C (DIN 51757)

storage temp.

2-30°C

InChI

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

InChI key

XHXFXVLFKHQFAL-UHFFFAOYSA-N

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This Item
8.45113262099201170
Phosphoryl chloride for synthesis

Sigma-Aldrich

8.22339

Phosphoryl chloride

Phosphoryl chloride Msynth™plus

Sigma-Aldrich

8.45113

Phosphoryl chloride

assay

≥99.0% (argenometric)

assay

≥99.0% (argenometric)

assay

99.999%

assay

99%

form

liquid

form

liquid

form

liquid

form

liquid

pH

1.0 (25 °C, 5 g/L in H2O)

pH

1.0 (25 °C, 5 g/L in H2O)

pH

1 (20 °C)

pH

1 (20 °C)

bp

105.3 °C/1013 hPa

bp

105.3 °C/1013 hPa

bp

105.8 °C (lit.)

bp

105.8 °C (lit.)

mp

1-2 °C

mp

1-2 °C

mp

1.25 °C (lit.)

mp

1.25 °C (lit.)

General description

for synthesis

Application

Phosphoryl chloride is a strong Lewis acid that can be used as:
  • A phosphorylating agent for the selective phosphorylation of alcohols, amines, and thiols.
  • A dehydrating agent for alcohols, amides, and cyanohydrins.
  • A reagent to synthesize Vilsmeier reagent for Vilsmeier-Haack formylation reactions.
  • A chlorinating agent for the chlorination of heterocyclic compounds.
  • A reagent to prepare dihydroisoquinolines and isoquinolines by cyclization of N-β-phenylethyl amides via Bischler-Napieralski reaction.

Analysis Note

Assay (argentometric)≥ 99.0 %Density (d 20 °C/ 4 °C)1.673 - 1.677Identity (IR)passes test

Signal Word

Danger

Hazard Statements

Hazard Classifications

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


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Meier MS, et al.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
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