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

Base Information

• Chemical Name: 2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE
• CAS No.: 5381-99-7
• Molecular Formula: C7H4 Cl O3 P
• Molecular Weight: 202.534
• Hs Code.: 2914700090
• Mol file: 5381-99-7.mol

Synonyms:Salicylicacid, hydrogen phosphorochloridite, cyclic anhydride (7CI,8CI); Salicylic acid,phosphorochloridite, cyclic anhydride (6CI); Phosphorochloridous acid,monoester with salicylic acid, cyclic anhydride (8CI);2-Chloro-4-oxo-5,6-benzo-1,3,2-dioxaphosphorinane;2-Chloro-4H-1,3,2-benzodioxaphoshorin-4-one;2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one; 2-Chloro-4H-benzodioxaphosphorin-4-one;NSC 40209; SCP; Salicyl chlorophosphite; Salicyl phosphorochloridite

Chemical Property of 2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE

Chemical Property:

• Appearance/Colour: White Crystalline Solid
• Vapor Pressure: 0.0142mmHg at 25°C
• Melting Point: 36-40 °C(lit.)
• Boiling Point: 127-128 °C11 mm Hg(lit.)
• Flash Point: 109.7°C
• PSA: 43.35000
• Density: g/cm³
• LogP: 2.93670
• Storage Temp.: 2-8°C
• Solubility.: Soluble in acetonitrile, dichloromethane, tetrahydrofuron and di

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one(90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34-37
• Safety Statements: 26-36/37/39-43-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• 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. 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.

Technology Process of 2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE

There total 4 articles about 2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

salicylic acid (69-72-7,25496-36-0,8052-31-1) → 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one (5381-99-7)

Guidance literature:

With phosphorus trichloride; In toluene; for 5h; Heating;

DOI:10.1016/j.bmcl.2006.08.024

Reference yield:

sodium acetate (127-09-3) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one (5381-99-7) + 2-acetoxy-4-oxo-5,6-benzo-1,3,2-dioxaphosphorinane (6083-10-9) + 2-hydro-2-oxo-5,6-benzo-1,3,2λ4-dioxaphosphorin-4-one (80337-06-0)

Guidance literature:

With phosphorus trichloride; In diethyl ether; for 4h; Title compound not separated from byproducts;

DOI:10.1021/jo951308p

Reference yield:

salicylic acid (69-72-7,25496-36-0,8052-31-1) + phosphorus trichloride (7719-12-2,52843-90-0) → 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one (5381-99-7)

Guidance literature:

DOI:10.1021/ja01127a017 DOI:10.1007/BF03215857

upstream raw materials:

sodium acetate

salicylic acid

phosphorus trichloride

Downstream raw materials:

2-((2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-benzo[1,3,2]dioxaphosphinin-4-one

C₃₄H₃₇O₈P

2-pentafluorophenoxy-4-oxo-5,6-benzo-1,3,2-dioxaphosphorinane

C₅₀H₄₄NO₁₃P

Refernces

• 1、 Young. "-". . p. 1672. Retrieved 1952.
• 2、 Garifullin,Sharipova,Voloshina,Kravchenko,Kataev. "Synthesis and Antitubercular and Antibacterial Activities of Triethylammonium 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl Decyl Phosphate". . p. 1333 - 1336. Retrieved 2018/11/21.
• 3、 -. "METHOD FOR PRODUCING ORGANOACYLPHOSPHITES". Page/Page column 31. . Retrieved 2010/02/12.