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Sigma-Aldrich

Phosphorus(V) oxychloride

SAJ first grade, ≥98.0%

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:
329752617

grade

SAJ first grade

vapor density

5.3 (vs air)

vapor pressure

104 mmHg ( 50 °C)
28 mmHg ( 20 °C)

Assay

≥98.0%

form

liquid

availability

available only in Japan

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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Signal Word

Danger

Hazard Statements

H302,H314,H330,H372

Hazard Classifications

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

Target Organs

Respiratory Tract

Supplementary Hazards

EUH014,EUH029

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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D M Badgujar et al.
Journal of hazardous materials, 172(1), 276-279 (2009-08-12)
1,2-Bis(2,4,6-trinitrophenyl) hydrazine (3) is one of the precursors in the synthesis of an important energetic material viz., hexanitrazobenzene. The simple and convenient lab scale synthesis of title compound (3) was carried out by the condensation of picryl chloride (2) with
Simple coupling reaction between amino acids and weakly nucleophilic heteroaromatic amines.
Gilles Quéléver et al.
Journal of combinatorial chemistry, 6(5), 695-698 (2004-09-14)
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
Bo Qin et al.
Chemistry, an Asian journal, 6(12), 3298-3305 (2011-07-23)
POCl(3)-mediated one-pot macrocyclization allows the highly selective formation of five-residue macrocycles that are rigidified by internally placed intramolecular hydrogen bonds. Mechanistic investigation by using tailored competition experiments and kinetic simulation provides a comprehensive model, supporting a chain-growth mechanism underlying the
Changjiang Yu et al.
Angewandte Chemie (International ed. in English), 51(31), 7688-7691 (2012-06-26)
Three for one: Pyrrolyldipyrromethenes having different functional groups were efficiently synthesized from POCl(3)-promoted condensations between 5-chloro-2-formylpyrrole or isoindole derivatives and suitable pyrrole or indole fragments through a novel nucleophilic aromatic substitution of the initially formed protonated azafulvene rings.
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