1205-62-5

Basic information

• Product Name: (4-Nitro-benzyl)-phosphonic acid
• Synonyms: (4-Nitro-benzyl)-phosphonic acid;[(4-Nitrophenyl)methyl]phosphonic acid;p-Nitrobenzylphosphonic acid;4-Nitrobenzylphosphonic acid 97%
• CAS NO: 1205-62-5
• Molecular Formula: C₇H₈NO₅P
• Molecular Weight: 217.115881
• Mol File: 1205-62-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 222-228°C
• Appearance: /
• CAS DataBase Reference: (4-Nitro-benzyl)-phosphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Nitro-benzyl)-phosphonic acid(1205-62-5)
• EPA Substance Registry System: (4-Nitro-benzyl)-phosphonic acid(1205-62-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 1205-62-5(Hazardous Substances Data)

Usage

Description

(4-Nitro-benzyl)-phosphonic acid is an organic compound characterized by its phosphonic acid functional group and a nitro-benzyl moiety. It is known for its ability to self-assemble on various oxide surfaces and has potential applications in modifying the electronic properties of materials.

Uses

Used in Dye-Sensitized Solar Cell Devices:
(4-Nitro-benzyl)-phosphonic acid is used as a self-assembling molecule for tuning the electronic properties of electrodes in Dye-Sensitized Solar Cell Devices. Its self-assembly capability allows for the creation of well-ordered structures on oxide surfaces, which can enhance the performance of the solar cells by improving charge transport and light absorption.
Used in Surface Modification:
(4-Nitro-benzyl)-phosphonic acid is used as a surface modifier for various oxide materials. Its ability to self-assemble on oxide surfaces makes it a valuable tool for modifying the surface properties of materials, which can be beneficial in a range of applications, from improving the performance of electronic devices to enhancing the biocompatibility of medical implants.
Used in Chemical Synthesis:
(4-Nitro-benzyl)-phosphonic acid can be used as a building block or intermediate in the synthesis of more complex organic compounds, particularly those with phosphonic acid or nitro-benzyl functional groups. Its unique structure and reactivity make it a versatile component in the development of new molecules with specific properties and applications.

Upstream product

• 6881-57-8 benzylphosphonic acid 
• 3900-19-4 (4-nitro-benzyl)-phosphonic acid dibutyl ester 
• 2609-49-6 diethyl p-nitrobenzylphosphonate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 3762-27-4 dibutyl benzylphosphonate 
• 100-52-7 benzaldehyde 
• 122-52-1 triethyl phosphite 
• 100-39-0 benzyl bromide 
• 1080-32-6 O,O-diethyl benzylphosphonate 

Downstream Products

• 5424-27-1 (p-aminobenzyl)phosphonic acid 
• 99-99-0 1-methyl-4-nitrobenzene 
• 57919-10-5 phosphoric acid monoethyl ester; bis-deprotonated form 
• 1623-14-9 ethyl phosphate 
• 736-30-1 1,2-bis(4-nitrophenyl)ethane 
• 620162-40-5 benzyl phosphate 
• 14561-15-0 2.4-Dinitrobenzyl-phosphonsaeure 
• 160007-27-2 (4-nitrobenzyl)phosphonic dichloride 
• 162210-31-3 2-(4-aminobenzyl)-1,3,2-dioxaphosphorinan-2-oxide 
• 162210-26-6 2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide 
• 162210-34-6 2-(4-aminobenzyl)-1,3,2-dioxaphosphepan-2-oxide 
• 162210-29-9 2-(4-nitrobenzyl)-1,3,2-dioxaphosphepan-2-oxide 
• 132573-75-2 4-nitrobenzylphosphonothioic dichloride 
• 229006-84-2 2-(4-aminobenzyl)-1,3-dimethyl-1,3,2-diazaphosphorinane-2-oxide 

Relevant articles and documents

Erratum: Serendipitous assemblies of two large phosphonate cages: A Co 15 distorted molecular cube and a Co12 butterfly type core structure (Inorganic Chemistry (2013) 52:8 (4127-4129) DOI: 10.1021/ic3025183)

-

Synthesis, crystal structure and computational studies of 4-nitrobenzylphosphonic acid

4-Nitrobenzylphosphonic acid (1a) has been synthesized and structurally characterized by vibrational spectroscopy (IR and Raman) and single-crystal X-ray diffraction. Additionally, Hirshfeld surface analysis and computational methods have been used to com

Designing anti-inflammatory drugs from parasitic worms: A synthetic small molecule analogue of the acanthocheilonema viteae product ES-62 prevents development of collagen-induced arthritis

In spite of increasing evidence that parasitic worms may protect humans from developing allergic and autoimmune diseases and the continuing identification of defined helminth-derived immunomodulatory molecules, to date no new anti-inflammatory drugs have been developed from these organisms. We have approached this matter in a novel manner by synthesizing a library of drug-like small molecules based upon phosphorylcholine, the active moiety of the anti-inflammatory Acanthocheilonema viteae product, ES-62, which as an immunogenic protein is unsuitable for use as a drug. Following preliminary in vitro screening for inhibitory effects on relevant macrophage cytokine responses, a sulfone-containing phosphorylcholine analogue (11a) was selected for testing in an in vivo model of inflammation, collagen-induced arthritis (CIA). Testing revealed that 11a was as effective as ES-62 in protecting DBA/1 mice from developing CIA and mirrored its mechanism of action in downregulating the TLR/IL-1R transducer, MyD88. 11a is thus a novel prototype for anti-inflammatory drug development.