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8.22322

Sigma-Aldrich

Phosphorus trichloride

for synthesis

Synonym(s):

Phosphorus trichloride, Phosphorus(III) chloride, Phosphorus chloride

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About This Item

CAS Number:
Molecular Weight:
137.33
MDL number:
UNSPSC Code:
12352302
EC Index Number:
231-749-3
NACRES:
NA.22

vapor pressure

131 hPa ( 20 °C)

Quality Level

Assay

≥99% (argentometric)

form

liquid

potency

18 mg/kg LD50, oral (Rat)

pH

1 (20 °C, 5 g/L in H2O)

bp

76 °C/1013 hPa

mp

-94 °C

density

1.57 g/cm3 at 20 °C

storage temp.

2-30°C

InChI

1S/Cl3P/c1-4(2)3

InChI key

FAIAAWCVCHQXDN-UHFFFAOYSA-N

General description

for synthesis

Application

Phosphorus trichloride (PCl3) can be used as:
  • A chlorinating agent for the alcohols, aldehydes, ketones, and carboxylic acids.
  • A reagent to convert alcohols, diols, and phenols to phosphites.
  • A reducing agent to reduce sulfoxides, amine N-oxides, and hydroxy amides to corresponding sulfides, amines, and amides.

It can also be used as a reagent to synthesize:
  • Phosphaindolizines and thiazolodiazaphospholes by reacting with quaternary ammonium salts.
  • Phosphorus-containing ligand molecules via the introduction of the phosphorus atom.
  • Benzidronate by treating with phenylacetic acid and phosphorous acid in methanesulfonic acid, followed by hydrolysis.

Analysis Note

Assay (argentometric)≥ 99.0 %Density (d 20 °C/ 4 °C)1.572 - 1.574

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Regulatory Information

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Phosphorus (III) Chloride
Moder Kenneth P
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Efficient synthesis of benzidronate applying of phosphorus trichloride and phosphorous acid.
Grun A, et al.
Letters in Drug Design & Discovery, 12(1), 78-84 (2015)

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