(12-Phosphonododecyl)phosphonic acid

Base Information

• Chemical Name: (12-Phosphonododecyl)phosphonic acid
• CAS No.: 7450-59-1
• Molecular Formula: C12H28O6P2
• Molecular Weight: 330.298
• Mol file: 7450-59-1.mol

Synonyms:dodecane-1,12-diylbisphosphonic acid;dodecane-1,12-diyldiphosphonic acid;dodecane-1,12-diphosphonic acid;Phosphonic acid,1,12-dodecanediylbis;Phosphonic acid,P,P'-1,12-dodecanediylbis;

Chemical Property of (12-Phosphonododecyl)phosphonic acid

Chemical Property:

• Melting Point: 181-187oC
• Boiling Point: 552.3±56.0 °C(Predicted)
• PKA: 2.34±0.10(Predicted)
• PSA: 134.68000
• Density: 1.246±0.06 g/cm3(Predicted)
• LogP: 3.24280

Purity/Quality:

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

(12-Phosphonododecyl)phosphonic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: PDDPA can be used to functionalize zinc nanoparticles which may be used to modify the work function for solar cell (SC) based applications. It can also modify the surface of titanium by fabricating biomimetic calcium-phosphate layers which can be used in the surface treatment of dental implants.

Technology Process of (12-Phosphonododecyl)phosphonic acid

There total 4 articles about (12-Phosphonododecyl)phosphonic 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: 65.0%

tetraethyl dodecane-1,12-diyldiphosphonate (129065-07-2) → 1,12-dodecanediylbis(phosphonic acid) (7450-59-1)

Guidance literature:

tetraethyl dodecane-1,12-diyldiphosphonate; With trimethylsilyl bromide; In dichloromethane; for 24h; Inert atmosphere; Schlenk technique;

With methanol; for 3h;

DOI:10.4314/bcse.v28i1.17

Reference yield: 45.0%

1,12-dibromododecane (3344-70-5) + triethyl phosphite (122-52-1) → 1,12-dodecanediylbis(phosphonic acid) (7450-59-1)

Guidance literature:

1,12-dibromododecane; triethyl phosphite; for 0.0833333h; Microwave irradiation;

With water; hydrogen bromide; Microwave irradiation;

DOI:10.1080/10426500903135543

Reference yield:

1,12-dibromododecane (3344-70-5) → 1,12-dodecanediylbis(phosphonic acid) (7450-59-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 18 h / 150 °C / Inert atmosphere; Schlenk technique

2.1: trimethylsilyl bromide / dichloromethane / 24 h / Inert atmosphere; Schlenk technique

2.2: 3 h

With trimethylsilyl bromide; In dichloromethane;

DOI:10.4314/bcse.v28i1.17

upstream raw materials:

1,12-dibromododecane

triethyl phosphite

tetraethyl dodecane-1,12-diyldiphosphonate

Refernces

• 1、 Mungalimane, Amshumali. "High yield synthesis of some phosphonic acid derivatives as surface tethers for energy harvesting technologies". . p. 143 - 148. Retrieved 2014/03/21.
• 2、 Meziane, Dalila,Hardouin, Julie,Elias, Abdelhamid,Guenin, Erwann,Lecouvey, Marc. "Microwave michaelis-becker synthesis of diethyl phosphonates, tetraethyl diphosphonates, and their total or partial dealkylation". experimental part. p. 369 - 377. Retrieved 2010/07/16.