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262099

Sigma-Aldrich

Phosphorus(V) oxychloride

99.999%

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
EC Number:
233-046-7
MDL number:
MFCD00011443
UNSPSC Code:
12352101
PubChem Substance ID:
24855857
NACRES:
NA.22

vapor density

5.3 (vs air)

vapor pressure

104 mmHg ( 50 °C)
28 mmHg ( 20 °C)

assay

99.999%

form

liquid

pH

1 (20 °C)

bp

105.8 °C (lit.)

mp

1.25 °C (lit.)

density

1.645 g/mL at 25 °C (lit.)

SMILES string

ClP(Cl)(Cl)=O

InChI

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

InChI key

XHXFXVLFKHQFAL-UHFFFAOYSA-N

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Application

Phosphorus(V) oxychloride can be used as:
  • A dehydrating agent in organic synthesis.
  • A reagent in the cyclization of substituted aryl amides by Bischler−Napieralski cyclization reaction.
  • A precursor for phosphorus diffusion in the p-type silicon solar cells processing.

It can also be used in the Vilsmeier-Haack reaction to synthesize aromatic aldehydes.

accessory

Product No.
Description
Pricing

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_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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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Asymmetric transfer hydrogenation of imines catalyzed by a Noyori-type Ru (II) complex-a parametric study
Pechavcek J, et al.
Tetrahedron Asymmetry, 24(4), 233-239 (2013)
Optimization of phosphorus emitter formation from POCl 3 diffusion for p-type silicon solar cells processing
Ghembaza H, et al.
Silicon, 10(2), 377-386 (2018)
Isocyanide 2.0
Patil P, et al.
Green Chemistry, 22(20), 6902-6911 (2020)
Rapid one-pot radiosynthesis of [carbonyl-. sup. 11C] formamides from primary amines and [. sup. 11C] CO. sub. 2.
Luzi Federico, et al.
EJNMMI radiopharmacy and chemistry, 5(1), 377-386 (2020)
Xiaohu Deng et al.
The Journal of organic chemistry, 76(20), 8262-8269 (2011-09-09)
A POCl(3)-mediated, direct amination reaction of heterocyclic amides/ureas with NH-heterocycles or N-substituted anilines is described. Compared to the existing methods, this operationally simple protocol provides unique reactivity and functional group compatibility because of the metal-free, acidic reaction conditions. The yields
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