m-Xylylenediphosphonic Acid

Base Information

• Chemical Name: m-Xylylenediphosphonic Acid
• CAS No.: 144052-40-4
• Molecular Formula: C₈H₁₂O₆P₂
• Molecular Weight: 266.127
• European Community (EC) Number: 811-168-7
• ChEMBL ID: CHEMBL147362
• DSSTox Substance ID: DTXSID30598288
• Nikkaji Number: J1.370.374D
• NSC Number: 725600
• Wikidata: Q82494031
• Mol file: 144052-40-4.mol

Synonyms:m-Xylylenediphosphonic Acid;144052-40-4;[3-(phosphonomethyl)phenyl]methylphosphonic acid;CHEMBL147362;{[3-(phosphonomethyl)phenyl]methyl}phosphonic acid;SCHEMBL8040890;DTXSID30598288;BDBM50216711;MFCD22200402;NSC725600;AKOS017345024;NSC-725600;(3-Phosphonomethyl-benzyl)-phosphonic acid;CS-0373890;X0076;(1,3-Phenylenebis(methylene))diphosphonic acid;T71775;3-[(Phosphonomethyl)phenyl]methylphosphonic acid;[1,3-Phenylenebis(methylene)]bis(phosphonic acid);Phosphonic acid, P,P'-[1,3-phenylenebis(methylene)]bis-

Chemical Property of m-Xylylenediphosphonic Acid

Chemical Property:

• Melting Point: 216 °C
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 266.01091209
• Heavy Atom Count: 16
• Complexity: 289

Purity/Quality:

97% ^*data from raw suppliers

m-Xylylenediphosphonic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)CP(=O)(O)O)CP(=O)(O)O

Technology Process of m-Xylylenediphosphonic Acid

There total 7 articles about m-Xylylenediphosphonic Acid 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: 82.0%

triethyl phosphite (122-52-1) + 1,3-bis-(bromomethyl)benzene (626-15-3) → meta-xylene-α,α'-diphosphonic acid (144052-40-4)

Guidance literature:

triethyl phosphite; 1,3-bis-(bromomethyl)benzene; for 0.05h; Microwave irradiation;

With water; hydrogen bromide; Microwave irradiation;

DOI:10.1080/10426500903135543

Reference yield:

1,3-phenylenebis(methylene)bisphosphonic acid tetramethyl ester (144052-39-1) → meta-xylene-α,α'-diphosphonic acid (144052-40-4)

Guidance literature:

With water; In methanol; at 80 ℃;

DOI:10.1002/hlca.19930760108

Reference yield:

tetraethyl [1,3-phenylenedi(methylene)]bis(phosphonate) (56875-38-8) → meta-xylene-α,α'-diphosphonic acid (144052-40-4)

Guidance literature:

With hydrogenchloride; water; for 18h; Heating;

DOI:10.1039/a906507e

upstream raw materials:

1,3-phenylenebis(methylene)bisphosphonic acid tetramethyl ester

tetraethyl [1,3-phenylenedi(methylene)]bis(phosphonate)

1,3-bis-(bromomethyl)benzene

1,3-dimethanol benzene

Downstream raw materials:

[Cu(1,10-phenanthroline)(m-xylenediphosphonic acid(-2H))]