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.)

Flash point:

>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 Reference

5381-99-7(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

F 

3-10

Hazard Note 

Corrosive

HazardClass 

8

PackingGroup 

II

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE Usage And Synthesis

Chemical Properties

White Crystalline Solid

Uses

2-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.

Uses

2-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.

Uses

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

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE(5381-99-7)Related Product Information

• NAD+
• 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one 2-oxide
• DIMETHYLCHLOROPHOSPHITE
• 2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE