2-chloro-2H-1,3,2λ5-benzodioxaphosphol-2-one

• ChemBase ID: 149152
• Molecular Formular: C6H4ClO3P
• Molecular Mass: 190.520921
• Monoisotopic Mass: 189.9586583
• SMILES: c1ccc2c(c1)OP(=O)(O2)Cl
• Canonical SMILES: ClP1(=O)Oc2c(O1)cccc2
• InChI: InChI=1S/C6H4ClO3P/c7-11(8)9-5-3-1-2-4-6(5)10-11/h1-4H
• InChIKey: KMWSGKPLIWNTEF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-2H-1,3,2λ^5-benzodioxaphosphol-2-one
• IUPAC Traditional name: 2-chloro-1,3,2λ^5-benzodioxaphosphol-2-one
• Synonyms: Catechol cyclophosphorochloridate; 2-Chloro-1,3,2-benzodioxaphosphole 2-oxide; o-Phenylene chlorophosphate; o-Phenylene phosphorochloridate; 2-氯-1,3,2-二氧环磷烯2-氧化物; 氯磷酸-1,2-亚苯基二酯; 邻亚苯基氯膦酸

Database IDs

• CAS Number: 1499-17-8
• EC Number: 216-106-7
• MDL Number: MFCD00005854
• Beilstein Number: 142368
• PubChem SID: 162243320; 24849594
• PubChem CID: 73909

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.8438851
• LogD (pH = 7.4): 1.8438851
• Log P: 1.8438851
• Molar Refractivity: 40.6854 cm^3
• Polarizability: 16.264135 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 56-62 °C
• Boiling Point: 120 °C/9 mmHg(lit.)

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 14-34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: 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 2
• Supplemental Hazard Statements: Reacts violently with water.
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (AT)
• Grade: technical; technical grade
• Empirical Formula (Hill Notation): C6H4ClO3P

DETAILS

Sigma Aldrich - 156140

Packaging
5 g in glass bottle
Application
Reactant for preparation of:
• Uridine diphosphate-glucose derivatives as potential chain terminators of β-glucan biosynthesis with antifungal activity1
• Vinyloxy phosphorus monomers2
• Phosphorylation agent3

Sigma Aldrich - 78400

Other Notes
Phosphorylating agent which reacts rapidly with alcohols4,5,6
Application
Reactant for preparation of:
• Uridine diphosphate-glucose derivatives as potential chain terminators of β-glucan biosynthesis with antifungal activity1
• Vinyloxy phosphorus monomers2
• Phosphorylation agent3