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- 2-Chloro-1,3,2-benzodioxaphosphorin-4-one
2-Chloro-1,3,2-benzodioxaphosphorin-4-one
PRICE INQUIRYCatalog Number
ACM5381997-1
Product Name
2-Chloro-1,3,2-benzodioxaphosphorin-4-one
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/5381-99-7.gif)
CAS
5381-99-7
Synonyms
C7H4ClO3P; AB1011462; 2-Chloro-2H,4H-1,3,2-benzodioxaphosphinin-4-one; 4H-1,3,2-Benzodioxaphosphorin-4-one, 2-chloro-; C-09782; OR3651T; NSC-40209; 5381-99-7; Van Boom's Reagent; 2-chloro-4 H-1,3,2-benzodioxaphosphorin-4-one;
IUPAC Name
2-chloro-1,3,2-benzodioxaphosphinin-4-one;
Molecular Weight
202.53g/mol
Molecular Formula
C7H4ClO3P;
Canonical SMILES
C1=CC=C2C(=C1)C(=O)OP(O2)Cl;
InChI
InChI=1S/C7H4ClO3P/c8-12-10-6-4-2-1-3-5(6)7(9)11-12/h1-4H;
InChI Key
BVOITXUNGDUXRW-UHFFFAOYSA-N;
Storage
2-8°C
Complexity
199
Covalently-Bonded Unit Count
1
Exact Mass
201.959g/mol
H-Bond Acceptor
3
Heavy Atom Count
12
Monoisotopic Mass
201.959g/mol
NSC Number
40209
Topological Polar Surface Area
35.5A^2
Undefined Atom Stereocenter Count
1
Application
2-Chloro-1,3,2-benzodioxaphosphorin-4-one serves as a highly effective reagent primarily used in the phosphorylation and phosphitylation of alcohols, as well as in the formation of H-phosphonates, which play a vital role in nucleotide synthesis. This white crystalline solid is known for its exceptional reactivity as a cyclic phosphitylating agent, offering rapid coupling rates and more efficient hydrolytic cleavage compared to its acyclic counterparts. Its utility extends to the synthesis of nucleoside triphosphates through interaction with acyl-protected nucleosides, highlighting its significant contribution to biochemical applications.
March 9, 2025
Highly Efficient Phosphitylation Agent for Nucleotide Synthesis
2-Chloro-1,3,2-benzodioxaphosphorin-4-one from Alfa Chemistry was exceptional in our lab. Its reactivity enhanced our phosphorylation processes, crucial for synthesizing nucleotides. Fast coupling rates were a game changer in our research efficiency.
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