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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)

Quality Level

200

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.)

functional group

phosphine oxide

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

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Description
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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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK2068
MKCK2067
MKCH7454
MKBZ2141V
MKBX8047V

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Isocyanide 2.0
Patil P, et al.
Green Chemistry, 22(20), 6902-6911 (2020)
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)
Patrick J O'Brien et al.
Biochemistry, 41(9), 3207-3225 (2002-02-28)
Escherichia coli alkaline phosphatase (AP) is the prototypical two metal ion catalyst with two divalent zinc ions bound approximately 4 A apart in the active site. Studies spanning half a century have elucidated many structural and mechanistic features of this
Gül Altınbaş Ozpınar et al.
Journal of molecular modeling, 17(12), 3209-3217 (2011-03-03)
Because of discrepancies in the available experimental data, an extensive theoretical investigation of the formation of the Vilsmeier-Haack (VH) complex has been carried out. The barriers to complex formation calculated using eight different density functional methods (BLYP, B2-PLYP, B3LYP, B3PW91
Eric S Melby et al.
PloS one, 6(4), e18420-e18420 (2011-04-13)
Phosphorus (P) has only one stable isotope and therefore tracking P dynamics in ecosystems and inferring sources of P loading to water bodies have been difficult. Researchers have recently employed the natural abundance of the ratio of (18)O/(16)O of phosphate
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