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8.22339

Sigma-Aldrich

Phosphoryl chloride

for synthesis

Synonym(s):

Phosphoryl chloride, Phosphorus oxide trichloride, Phosphorus oxychloride

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About This Item

CAS Number:
10025-87-3
Molecular Weight:
153.33
MDL number:
MFCD00011443
UNSPSC Code:
12352101
EC Index Number:
233-046-7
NACRES:
NA.22

vapor pressure

36 hPa ( 20 °C)

Quality Level

200

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

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

H302 - H314 - H330 - H372

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

EUH014 - EUH029

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Poisonous substance

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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