(2-chlorophenoxy)phosphonoyl dichloride

• ChemBase ID: 145470
• Molecular Formular: C6H4Cl3O2P
• Molecular Mass: 245.427521
• Monoisotopic Mass: 243.90144904
• SMILES: c1ccc(c(c1)OP(=O)(Cl)Cl)Cl
• Canonical SMILES: Clc1ccccc1OP(=O)(Cl)Cl
• InChI: InChI=1S/C6H4Cl3O2P/c7-5-3-1-2-4-6(5)11-12(8,9)10/h1-4H
• InChIKey: VLDPXPPHXDGHEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-chlorophenoxy)phosphonoyl dichloride
• IUPAC Traditional name: 2-chlorophenoxyphosphonoyl dichloride
• Synonyms: 2-Chlorophenyl dichlorophosphate; 2-Chlorophenyl phosphorodichloridate; 2-Chlorophenyl phosphorodichloridate; 2-氯苯基二氯磷酸酯; 2-氯苯基偶磷二氯化酯; 2-氯苯基二氯膦酸酯

Database IDs

• CAS Number: 15074-54-1
• EC Number: 239-129-4
• MDL Number: MFCD00009704
• Beilstein Number: 911009
• PubChem SID: 24854090; 162239675
• PubChem CID: 84775

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.1506526
• LogD (pH = 7.4): 3.1506526
• Log P: 3.1506526
• Molar Refractivity: 50.86 cm^3
• Polarizability: 20.180023 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 135-137 °C/12 mmHg(lit.); 82-84°C/0.4mm
• Flash Point: 105 °C; 105°C(221°F); 221 °F
• Density: 1.491; 1.491 g/mL at 25 °C(lit.)
• Refractive Index: 1.5380; n20/D 1.538; n20/D 1.538(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 14-34; 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (AT); 95+%; 98+%; 99%
• Grade: purum
• Linear Formula: Cl2P(O)OC6H4Cl

DETAILS

Sigma Aldrich - 235237

Packaging
25 g in glass bottle
Application
Phosphorylating reagent for oligonucleotide synthesis via the triester method.1

Sigma Aldrich - 25928

Other Notes
Reagent for the phosphorylation in the phosphotriester synthesis of oligonucleotides1,2

REFERENCES

• Reagent for formation of the internucleotide phosphate link by the phosphotriester method: Liebigs Ann. Chem., 2392 (1981); Tetrahedron, 37, 3751 (1981).