11-Hydroxyundecylphosphonic acid, 95%

Base Information

• Chemical Name: 11-Hydroxyundecylphosphonic acid, 95%
• CAS No.: 83905-98-0
• Molecular Formula: C₁₁H₂₅O₄P
• Molecular Weight: 252.291
• Mol file: 83905-98-0.mol

Synonyms:

Chemical Property of 11-Hydroxyundecylphosphonic acid, 95%

Chemical Property:

• Melting Point: 107-111 °C
• PSA: 87.57000
• LogP: 2.66730

Purity/Quality:

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

11-Hydroxyundecylphosphonic acid ≥95% (GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: HUPA is mainly used as a spacer/linker that forms a SAM on titanium oxide (TiO2) surfaces to immobilize the surface atoms for the formation of biocompatible materials for biomedical applications. It can also be used to functionalize the silicon-photonic resonators for biosensing applications.

Technology Process of 11-Hydroxyundecylphosphonic acid, 95%

There total 6 articles about 11-Hydroxyundecylphosphonic acid, 95% 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: 93.0%

(11-hydroxyundecyl)phosphonic acid diethyl ester (83905-97-9) → 11-hydroxyundecylphosphonic acid (83905-98-0)

Guidance literature:

With trimethylsilyl bromide; In dichloromethane; at 20 ℃; for 6h; Inert atmosphere;

Reference yield: 87.0%

acetic acid 11-(diethoxyphosphoryl)undecyl ester (129065-08-3) → 11-hydroxyundecylphosphonic acid (83905-98-0)

Guidance literature:

acetic acid 11-(diethoxyphosphoryl)undecyl ester; With trimethylsilyl bromide; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere;

With methanol; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.poly.2016.01.027

Reference yield:

1-Bromo-11-hydroxyundecane (1611-56-9) → 11-hydroxyundecylphosphonic acid (83905-98-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: p-TsOH / CH₂Cl₂ / 24 h

2.1: 12 h / Heating

3.1: p-TsOH / methanol / 1.5 h

4.1: (CH₃)3SiBr / CH₂Cl₂ / 24 h

4.2: MeOH / CH₂Cl₂ / 24 h

With trimethylsilyl bromide; toluene-4-sulfonic acid; In methanol; dichloromethane;

DOI:10.1021/ja994524e

upstream raw materials:

(11-hydroxyundecyl)phosphonic acid diethyl ester

2-[(11-bromoundecyl)oxy]tetrahydro-2H-pyran

1-Bromo-11-hydroxyundecane

diethyl 11-[(2-tetrahydro-2H-pyranyl)oxy]undecyl-phosphonate

Refernces

• 1、 Andrews, Brooke,Almahdali, Sarah,James, Karmel,Ly, Sandrine,Crowder, Katherine N.. "Copper oxide surfaces modified by alkylphosphonic acids with terminal pyridyl-based ligands as a platform for supported catalysis". . p. 360 - 369. Retrieved 2016/07/06.
• 2、 Skulason, Hjalti,Frisbie, C. Daniel. "Detection of discrete interactions upon rupture of au microcontacts to self-assembled monolayers terminated with -S(CO)CH3 or -SH". . p. 9750 - 9760. Retrieved 2007/10/03.