2-Hydroxy-1,3,2-benzodioxaphosphole 2-oxide

Base Information

• Chemical Name: 2-Hydroxy-1,3,2-benzodioxaphosphole 2-oxide
• CAS No.: 4846-23-5
• Molecular Formula: C6H5 O4 P
• Molecular Weight: 172.077
• European Community (EC) Number: 225-435-5
• DSSTox Substance ID: DTXSID10197531
• Nikkaji Number: J262.489C,J2.626.514B
• Wikidata: Q83070376
• Mol file: 4846-23-5.mol

Synonyms:4846-23-5;2-Hydroxy-1,3,2-benzodioxaphosphole 2-oxide;EINECS 225-435-5;2-HYDROXY-1,3,2-BENZODIOXAPHOSPHOLE-2-OXIDE;Catechol cyclic phosphate;C6H5O4P;SCHEMBL5804639;DTXSID10197531;C6-H5-O4-P;Phosphoric acid 1,2-phenylene ester;AKOS006275284;Pyrocatechol, cyclic hydrogen phosphate;1,3,2-Benzodioxaphosphole, 2-hydroxy-, 2-oxide;2-hydroxy-2H-1,3,2??-benzodioxaphosphol-2-one

Chemical Property of 2-Hydroxy-1,3,2-benzodioxaphosphole 2-oxide

Chemical Property:

• Vapor Pressure: 0.000165mmHg at 25°C
• Boiling Point: 317.1°Cat760mmHg
• PKA: 1.12±0.20(Predicted)
• Flash Point: 145.6°C
• PSA: 65.57000
• Density: 1.6g/cm³
• LogP: 1.55820
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 171.99254563
• Heavy Atom Count: 11
• Complexity: 187

Purity/Quality:

99%, ^*data from raw suppliers

2-HYDROXY-1,3,2-BENZODIOXAPHOSPHOLE-2-OXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)OP(=O)(O2)O

Technology Process of 2-Hydroxy-1,3,2-benzodioxaphosphole 2-oxide

There total 10 articles about 2-Hydroxy-1,3,2-benzodioxaphosphole 2-oxide 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: 55.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → pyrocatechol cyclophosphoric acid (4846-23-5)

Guidance literature:

benzene-1,2-diol; With pyridine; trichlorophosphate; at 20 ℃; for 3h;

In water; for 0.5h;

DOI:10.1007/s11426-012-4586-x

Reference yield: 25.0%

Brenzcatechylphosphorigsaureester-anilid (10154-54-8) → phosphoric acid 2-hydroxyphenyl phosphate (4918-98-3) + pyrocatechol cyclophosphoric acid (4846-23-5)

Guidance literature:

With chlorhexidine diphosphanilate; In chlorobenzene; at 30 ℃; Product distribution; Mechanism; subst. effects;

Reference yield:

tris(1,2-dioxyphenyl)cyclotriphosphazene (311-03-5) → pyrocatechol cyclophosphoric acid (4846-23-5)

Guidance literature:

With N-(2-hydroxyethyl)-N-methyl-benzamide; In toluene; at 120 ℃; for 6h; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/acs.joc.1c02318

upstream raw materials:

benzene-1,2-diol

o-phenylene chlorophosphate

Methyl-o-phenylenphosphat

Brenzcatechylphosphorigsaureester-anilid

Downstream raw materials:

phosphoric acid-(2-hydroxy-phenyl ester)-(2-hydroxy-propyl ester)

(+/-)-phosphoric acid mono-(erythro-2,3,4-trihydroxy-butyl ester)

phosphoric acid 2-hydroxyphenyl phosphate

phosphoric acid-(2-hydroxy-phenyl ester)-isopropyl ester

Refernces

• 1、 Foo, Siong Wan,Mori, Shogo,Ogawa, Saeko,Saito, Susumu,Soleymani Movahed, Farzaneh. "Phosphorus-Based Organocatalysis for the Dehydrative Cyclization of N-(2-Hydroxyethyl)amides into 2-Oxazolines". supporting information. . Retrieved 2021/12/17.
• 2、 Nifant'ev, E. E.,Kukhareva, T. S.,Soldatova, I. A.,Matrosov, E. I.. "PYROCATECHOL CYCLOPHOSPHATES IN REACTIONS WITH PROTON-CONTAINING NUCLEOPHILES". . p. 1209 - 1212. Retrieved 2007/10/02.