[4-(phosphonomethyl)phenyl]methylphosphonic Acid

Base Information

• Chemical Name: [4-(phosphonomethyl)phenyl]methylphosphonic Acid
• CAS No.: 4546-06-9
• Molecular Formula: C8H12O6P2
• Molecular Weight: 266.127
• Hs Code.: 2931900090
• European Community (EC) Number: 811-164-5
• DSSTox Substance ID: DTXSID40276444
• Nikkaji Number: J895.361I
• Wikidata: Q82006967
• ChEMBL ID: CHEMBL358865
• Mol file: 4546-06-9.mol

Synonyms:4546-06-9;p-xylylenediphosphonic acid;[4-(phosphonomethyl)phenyl]methylphosphonic Acid;p-Xylylenebisphosphonic acid;p-xylene diphosphonic acid;Phosphonic acid, [1,4-phenylenebis(methylene)]bis-;CHEMBL358865;(1,4-Phenylenebis(methylene))diphosphonic acid;{[4-(phosphonomethyl)phenyl]methyl}phosphonic acid;SCHEMBL1617420;YSZC1233;DTXSID40276444;ZURHBENZJDSCRG-UHFFFAOYSA-N;BBL102560;BDBM50216718;MFCD05663703;STL556363;AKOS017345037;p-Xylylenediphosphonic Acid, >/=97%;CS-0373921;X0074;T72487;[1,4-phenylenebis(methylene)]bisphosphonic acid;(benzene-1,4-diyldimethanediyl)bis(phosphonic acid)

Chemical Property of [4-(phosphonomethyl)phenyl]methylphosphonic Acid

Chemical Property:

• Melting Point: 280°C(lit.)
• PSA: 134.68000
• LogP: 1.04200
• 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: 279

Purity/Quality:

99% ^*data from raw suppliers

[4-(Phosphonomethyl)phenyl]methylphosphonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CP(=O)(O)O)CP(=O)(O)O
• Uses: This molecule is used as a crosslinking agent.

Technology Process of [4-(phosphonomethyl)phenyl]methylphosphonic Acid

There total 8 articles about [4-(phosphonomethyl)phenyl]methylphosphonic 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: 96.0%

tetraethyl 1,4-xylylenediphosphonate (4546-04-7) → p-xylene diphosphonic acid (4546-06-9)

Guidance literature:

With hydrogenchloride; In water; for 20h; Reflux;

DOI:10.1021/cg301112k

Reference yield: 55.0%

1,4-bis(bromomethyl)benzene (623-24-5) + triethyl phosphite (122-52-1) → p-xylene diphosphonic acid (4546-06-9)

Guidance literature:

1,4-bis(bromomethyl)benzene; triethyl phosphite; for 0.05h; Microwave irradiation;

With water; hydrogen bromide; Microwave irradiation;

DOI:10.1080/10426500903135543

Reference yield:

p-xylylene-α,α'-bis(phosphonic acid dimethyl ester) (52577-04-5) → p-xylene diphosphonic acid (4546-06-9)

Guidance literature:

With water; In methanol; at 80 ℃;

DOI:10.1002/hlca.19930760108

upstream raw materials:

tetraethyl 1,4-xylylenediphosphonate

p-xylylene-α,α'-bis(phosphonic acid dimethyl ester)

1,4-bis(bromomethyl)benzene

p-xylylene glycol

Downstream raw materials:

tetraethyl 1,4-xylylenediphosphonate

Refernces

• 1、 Pramanik, Malay,Nandi, Mahasweta,Uyama, Hiroshi,Bhaumik, Asim. "Organic-inorganic hybrid porous sulfonated zinc phosphonate material: Efficient catalyst for biodiesel synthesis at room temperature". experimental part. p. 2273 - 2281. Retrieved 2012/09/08.
• 2、 Mayer, Cedric R.,Herve, Maryline,Lavanant, Helene,Blais, Jean-Claude,Secheresse, Francis. "Hybrid cyclic dimers of divacant heteropolyanions: Synthesis, mass spectrometry (MALDI-TOF and ESI-MS) and NMR multinuclear characterisation". . p. 973 - 977. Retrieved 2007/10/03.