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Merck
CN

79582

Phosphorus(V) oxychloride

puriss. p.a., ≥99.0% (AT)

Synonym(s):

Phosphorus(V) oxide chloride, Phosphoryl chloride

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About This Item

Linear Formula:
POCl3
CAS Number:
10025-87-3
Molecular Weight:
153.33
UNSPSC Code:
12352101
PubChem Substance ID:
57652803
EC Number:
233-046-7
MDL number:
MFCD00011443
Assay:
≥99.0% (AT)
Form:
liquid

Key Documents

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Product Name

Phosphorus(V) oxychloride, puriss. p.a., ≥99.0% (AT)

InChI key

XHXFXVLFKHQFAL-UHFFFAOYSA-N

InChI

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

SMILES string

ClP(Cl)(Cl)=O

vapor density

5.3 (vs air)

vapor pressure

104 mmHg ( 50 °C)
28 mmHg ( 20 °C)

grade

puriss. p.a.

assay

≥99.0% (AT)

form

liquid

reaction suitability

reagent type: oxidant

bp

105.8 °C (lit.)

mp

1.25 °C (lit.)

density

1.645 g/mL at 25 °C (lit.)

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

Quality Level

200

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Application

Phosphorus(V) oxychloride is a chlorinating agent that reacts with dimethylformamide (DMF) to form Vilsmeier reagent used for Vilsmeier-Haack formylation of aromatic compounds.

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory Tract

supp_hazards

EUH014,EUH029

Storage Class

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

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBH2544
STBH8125
STBH6024
STBH4722
STBH2038

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Nitrogen bridgehead compounds. Part 30. Vilsmeier?Haack formylation of 6, 7, 8, 9-tetrahydro-4 H-pyrido [1, 2-a] pyrimidin-4-ones.
Horvath A
Journal of the Chemical Society. Perkin Transactions 1, 369-377 (1983)
Vilsmeier Reagent: An Efficient Reagent for the Transformation of 2-Aminobenzamides into Quinazolin-4 (3 H)-one Derivatives.
Farzipour S, et al.
Synthetic Communications, 44(4), 481-487 (2014)
Vilsmeier-Haack formylation of 2-(1H-pyrazol-1-yl) ethanol and its methyl derivatives.
Rstakyan VI, et al.
Russ. J. Gen. Chem., 85(5), 1191-1193 (2015)
Regioselective formylation of pyrazolo [3, 4-b] pyridine and pyrazolo [1, 5-a] pyrimidine systems using Vilsmeier?Haack conditions.
Quiroga J
Tetrahedron Letters, 49(17), 2689-2691 (2008)
Acylation of indoles by Duff reaction and Vilsmeier-Haack formylation and conformation of N-formylindoles.
Chatterjee A and Biswas KM.
The Journal of Organic Chemistry, 38(23), 4002-4004 (1973)
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