777161

11-Hydroxyundecylphosphonic acid

≥95% (GC)

• Synonym(s): P-(11-Hydroxyundecyl)phosphonic acid
• Empirical Formula (Hill Notation): C₁₁H₂₅O₄P
• CAS Number: 83905-98-0
• Molecular Weight: 252.29
• MDL number: MFCD11982869
• UNSPSC Code: 12352103
• PubChem Substance ID: 329767889
• NACRES: NA.23

Properties

• Assay: ≥95% (GC)
• form: powder
• mp: 107-111 °C
• SMILES string: OCCCCCCCCCCCP(O)(O)=O
• InChI: 1S/C11H25O4P/c12-10-8-6-4-2-1-3-5-7-9-11-16(13,14)15/h12H,1-11H2,(H2,13,14,15)
• InChI key: PPCDEFQVKBXBPS-UHFFFAOYSA-N

Description

General description

11-Hydroxyundecylphosphonic acid (HUPA) is an alkyl phosphonic acid that forms a self-assembled monolayer (SAM) on a variety of metal oxides and metal surfaces. It forms a hydroxyl terminated SAM that provides a physiological stability and controls the surface density of the coating.

Application

An organophosphonate surface modifier for label-free and low-cost biosensing applications;
Organophosphonic acid self-assembled monolayers (SAMs);
A hydroxyalkylphosphonate monolayer used to covalently bind primary amine groups in protein domains using chloroformate-derived crosslinking

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable