Skip to Content
Merck
CN

Key Documents

View All Documentation

201170

Phosphorus(V) oxychloride

ReagentPlus®, 99%

Synonym(s):

Phosphorus(V) oxide chloride, Phosphoryl chloride

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Linear Formula:
POCl3
CAS Number:
10025-87-3
Molecular Weight:
153.33
NACRES:
NA.22
PubChem Substance ID:
57647818
UNSPSC Code:
12352101
EC Number:
233-046-7
MDL number:
MFCD00011443
Assay:
99%
Bp:
105.8 °C (lit.)
Vapor pressure:
104 mmHg ( 50 °C), 28 mmHg ( 20 °C)
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

vapor density

5.3 (vs air)

Quality Level

200

vapor pressure

104 mmHg ( 50 °C), 28 mmHg ( 20 °C)

product line

ReagentPlus®

assay

99%

form

liquid

dilution

(for general lab use)

pH

1 (20 °C)

bp

105.8 °C (lit.)

mp

1.25 °C (lit.)

density

1.645 g/mL at 25 °C (lit.)

functional group

phosphine oxide

SMILES string

ClP(Cl)(Cl)=O

InChI

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

InChI key

XHXFXVLFKHQFAL-UHFFFAOYSA-N

Application

Phosphorus(V) oxychloride (POCl3) is a chlorinating agent that reacts with dimethylformamide (DMF) to form Vilsmeier reagent for Vilsmeier-Haack formylation reactions.
It can also be used as a reagent in the synthesis of:
  • Quinazolin-4(3H)-one derivatives from 2-aminobenzamides via in situ preparation of Vilsmeier reagent.
  • Substituted 1-arylseleno-4-halo-2-enes by treating conjugated dienes with arylselenenamides.
  • 3-methylthioimidazo[1,2-a]pyridines and imidazo-fused heterocycles in the presence of DMSO.

Packaging

View returnable container options.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Still not finding the right product?

Explore all of our products under Phosphorus(V) oxychloride

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

监管及禁止进口产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBT4431
SHBT4430
BCCN6758
SHBT0091
SHBS9286

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Arylselenenation of conjugated dienes by arylselenenamides in the presence of phosphorus (V) oxyhalides
Antipin RL, et al.
Tetrahedron Letters, 48(4), 729-731 (2007)
DMSO-POCl3: a reagent for methylthiolation of imidazo [1, 2-a] pyridines and other imidazo-fused heterocycles
Patil SM, et al.
Tetrahedron, 69(38), 8255-8262 (2013)
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)
View All Related Papers

Global Trade Item Number

SKUGTIN
201170-1L04061838230881
201170-5G04061838118530
201170-250G04061838764256
201170-1KG04061838764249
201170-430KG-DW04061838125484