2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE

2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE Basic information
Product Name:2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE
Synonyms:VAN BOOM'S REAGENT;SALICYLCHLOROPHOSPHITE;2-CHLORO-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE;2-CHLORO-4H-1,2,3-BENZODIOXAPHOSPHORIN-4-ONE;2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE;2-chloro-1,3,2-benzodioxaphosphonic heterocyclohexane-4-one;ChloroHbenzodioxaphosphorinone;2-Chloro-4H-1,2,3-benzodioxaphosphorin-4-one 90%
CAS:5381-99-7
MF:C7H4ClO3P
MW:202.53
EINECS:
Product Categories:Phospholipids - 13C & 2H;Biochemistry;Nucleosides, Nucleotides & Related Reagents;Phosphorylating and Phosphorothioating Agents;Phosphorylation;Protecting Agents, Phosphorylating Agents & Condensing Agents;Synthetic Organic Chemistry;Phosphorylating and Phosphitylating Agents
Mol File:5381-99-7.mol
2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE Structure
2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE Chemical Properties
Melting point 36-40 °C (lit.)
Boiling point 127-128 °C/11 mmHg (lit.)
Fp >230 °F
storage temp. 2-8°C
solubility Soluble in acetonitrile, dichloromethane, tetrahydrofuron and dimethylformamide.
form solid
color White or Colorless to Orange to Green
BRN 1311951
Stability:Water Sensitive
CAS DataBase Reference5381-99-7(CAS DataBase Reference)
Safety Information
Hazard Codes C
Risk Statements 14-34-37
Safety Statements 26-36/37/39-43-45
RIDADR UN 3261 8/PG 1
WGK Germany 3
3-10
Hazard Note Corrosive
HazardClass 8
PackingGroup II
HS Code 29349990
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE Usage And Synthesis
Chemical PropertiesWhite Crystalline Solid
Uses2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one is a reagent used in phosphorylation and phosphitylation of alcohols and in the formation of H-phosphonates. It is also reactive cyclic phosphitylating reagent involved in fast coupling rates and hydrolytic cleavage more readily compare to that of a acyclic analog.
Uses2-Chloro-1,3,2-benzodioxaphosphorin-4-one is used as a reagent:
  • In the phosphorylation and phosphitylation of alcohols.
  • In the formation of H-phosphonates which are commonly utilized in the synthesis of nucleotides.
  • To synthesize nucleoside triphosphates by treating with acyl protected nucleoside.

UsesHighly reactive cyclic phosphitylating reagent which provides fast coupling rates, and hydrolytic cleavage occurs more readily than with acyclic analogs
2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE Preparation Products And Raw materials
Raw materials4H-1,3,2-Benzodioxaphosphorin-4-one, 2-oxide-->Sodium acetate-->Salicylic acid
β-Nicotinamide adenine dinucleotide DIMETHYLCHLOROPHOSPHITE 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one 2-oxide 2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE

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