2-chloro-2,4-dihydro-1,3,2-benzodioxaphosphinin-4-one

• ChemBase ID: 87888
• Molecular Formular: C7H4ClO3P
• Molecular Mass: 202.531621
• Monoisotopic Mass: 201.9586583
• SMILES: O1C(=O)c2c(cccc2)OP1Cl
• Canonical SMILES: ClP1OC(=O)c2c(O1)cccc2
• InChI: InChI=1S/C7H4ClO3P/c8-12-10-6-4-2-1-3-5(6)7(9)11-12/h1-4H
• InChIKey: BVOITXUNGDUXRW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-2,4-dihydro-1,3,2-benzodioxaphosphinin-4-one
• IUPAC Traditional name: 2-chloro-1,3,2-benzodioxaphosphinin-4-one
• Synonyms: Salicyl Phosphorochloridite; NSC 40209; 2-Chloro-4H-1,2,3-benzodioxaphosphorin-4-one 90%; SalPCl; 2-Chloro-1,3,2-benzodioxaphosphorin-4-one; Salicyl chlorophosphite; 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one; 2-Chloro-4H-benzo[d][1,3,2]dioxaphosphinin-4-one; 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one; 2-氯-1,3,2-苯并二氧磷杂环己烷-4-酮; 2-氯-4H-1,3,2-苯并二氧磷-4-酮

Database IDs

• CAS Number: 5381-99-7
• MDL Number: MFCD00013353
• Beilstein Number: 1311951
• PubChem SID: 162074928; 24854081; 24859425
• PubChem CID: 237010

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4658
• LogD (pH = 7.4): 2.4658
• Log P: 2.4658
• Molar Refractivity: 46.1254 cm^3
• Polarizability: 17.577293 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Toluene
• Apperance: White Crystalline Solid
• Melting Point: 36-40 °C(lit.); 36-40°C; 36-40°C; 37-40°C
• Boiling Point: 127-128 °C/11 mmHg(lit.); 127-128°C/11mm
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F

Safety Information

• Storage Warning: Corrosive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 1; II
• Risk Statements: 14-34; 34
• Safety Statements: 20-26-36/37/39-45-60; 26-36/37/39-43-45; 26-36/37/39-43-45-Neverusewater.
• 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: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 1
• Supplemental Hazard Statements: Reacts violently with water.
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (AT); 95%; 95+%; 97%
• Grade: purum
• Empirical Formula (Hill Notation): C7H4ClO3P

DETAILS

Apollo Scientific Ltd - OR3651T

Highly reactive cyclic phosphitylating reagent which provides fast coupling rates, & hydrolic cleavage that occurs more readily than with acrylic analogs.

Sigma Aldrich - 324124

Application
Reagent used in phosphorylation and phosphitylation of alcohols and in the formation of H-phosphonates.
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 23514

Other Notes
Phosphitylating agent for nucleosides and carbohydrates1,2,3; Synthesis of triphosphates and 1-thiotriphosphates from alcohols4

Toronto Research Chemicals - C365000

Highly reactive cyclic phosphitylating reagent which provides fast coupling rates, and hydrolytic cleavage occurs more readily than with acyclic analogs.

REFERENCES

• Bannwarth,W. & Kung, E.: Tetrahedron Lett., 30, 4219 (1989)