48180-65-0

Basic information

• Product Name: 4,4'-DIAZIDODIPHENYL ETHER
• Synonyms: DADE;4,4'-DIAZIDODIPHENYL ETHER;DADE (4-4'-Diazidodiphenyl ether)
• CAS NO: 48180-65-0
• Molecular Formula: C₁₂H₈N₆O
• Molecular Weight: 252.23
• Product Categories: photoazide
• Mol File: 48180-65-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,4'-DIAZIDODIPHENYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DIAZIDODIPHENYL ETHER(48180-65-0)
• EPA Substance Registry System: 4,4'-DIAZIDODIPHENYL ETHER(48180-65-0)

Safety Data

• Hazardous Substances Data: 48180-65-0(Hazardous Substances Data)

Usage

Uses

Used in Polymer and Resin Production:
4,4'-Diazidodiphenyl ether is used as a cross-linking agent for enhancing the mechanical and thermal properties of high-performance materials, such as adhesives, coatings, and composites.
Used in Photolithography and Photochemical Processes:
Due to its reactivity and the release of nitrogen gas upon exposure to ultraviolet or thermal energy, 4,4'-Diazidodiphenyl ether is employed in photolithography and other photochemical processes where its properties are advantageous.
Used in Manufacturing of Printed Circuit Boards:
4,4'-Diazidodiphenyl ether is utilized in the manufacturing of printed circuit boards due to its excellent photostability and resistance to chemical degradation, which are crucial for the production of reliable and durable electronic components.
Used in Protective Coatings:
4,4'-DIAZIDODIPHENYL ETHER is used as a component in protective coatings to provide enhanced durability and resistance against environmental factors, leveraging its photostability and chemical resistance.
Used in Photoresist Production:
4,4'-Diazidodiphenyl ether is used in the production of photoresists, which are essential in the semiconductor industry for creating patterns on a substrate during the manufacturing of microchips.
It is important to handle 4,4'-Diazidodiphenyl ether with care, as it is potentially harmful if ingested, inhaled, or absorbed through the skin, and it may cause irritation or allergic reactions upon contact.

Upstream product

• 101-80-4 4,4'-oxydiphenylene diamine 
• 586-78-7 para-nitrophenyl bromide 
• 100-00-5 4-chlorobenzonitrile 
• 350-46-9 4-Fluoronitrobenzene 
• 101-63-3 bis(4-nitrophenyl)ether 

Relevant articles and documents

1,3-dipolar cycloaddition: Free catalytic synthesis and esophageal cancer activity of new 1,2,3-triazole-oxydianiline-maleimide hybrids

A new series of 1,2,3-triazole-oxydianiline-maleimide hybrids 12-15 was synthesized by using 1,3-dipolar cycloaddition reaction of N-Arylmaleimides 6-9 with 4,4'-oxybis(azidobenzene) 11 under an efficient and free catalytic reaction. All the newly synthesized hybrids were characterized by their 1H NMR, F-TIR, Mass spectral data and melting points. The cytotoxic activities (in vitro) of selected hybrids against esophageal cancer of human cell line (SKG) were evaluated by MTT assay. Among them, hybrid 13 exhibited a potent inhibition activity with the IC50 value of 1.61±0.01 μM against esophageal cancer cell (SKG). Cellular mechanism investigations in esophageal carcinoma cells (SKG) elucidated that hybrid 13 inhibited cell growths in vitro and arrested cell cycle at an environmental phase. These results revealed that hybrid 13 holds a promising anticancer agent with the enhancement of further clinical applications in drug discovery field.

Chemistry of Tetradentate [C,N : C,N] Iminophosphorane Palladacycles: Preparation, Reactivity and Theoretical Calculations

A theoretical and experimental study of tetradentate [C,N : C,N] iminophosphorane palladacycles was carried out for the purpose of elucidating their behavior as compared to the parent Schiff base analogues to determine the prospect of encountering new A-frame structures for the iminophosphorane derivatives. The DFT calculations were in agreement with the experimental results regarding the performance of these ligands. New insights into the chemistry of the related dinuclear species have been obtained.

Metal- and Phenol-Free Synthesis of Biaryl Ethers: Access to Dibenzobistriazolo-1,4,7-oxadiazonines and Vancomycin-Like Glyco-Macrocycles as Antibacterial Agents

An efficient synthesis of biaryl ethers, from electron-deficient aryl halides using NaH/DMSO under metal- and phenol-free conditions, has been achieved to access dibenzo-bistriazolo-1,4,7-oxadiazonines and vancomycin-like glyco-macrocycles. A 44-membered glyco-macrocycle showed promising activity against vancomycin-resistant Staphylococcus aureus (VRSA).

Size-specific ligands for RNA hairpin loops

The targeting of one mRNA in the transcriptome requires small molecules that bind with substantial affinity and specificity. As such, compounds with specificity for individual RNA secondary structural motifs could be useful for targeting RNA. Described herein is the synthesis of a combinatorial library of 105 dimers of deoxystreptamine and the subsequent identification of compounds with specificity for specific RNA hairpin loop sizes, including tetraloops and octaloops. Such compounds will be useful for the perturbation of RNA function in vivo. Copyright

INTRAMOLECULAR EXCHANGE COUPLING OF ARYLNITRENES BY OXYGEN

A series of m,n'-diazidodiphenyl ethers (m -1, and also showed a weak dinitrene quintet spectrum with /D/hc/=0.162 cm-1 having ESR spectral intensity vs temperature dependence (Curie law) consistent with either a high-spin ground state or a very small singlet-quintet gap.Di(3-azidophenyl) ether gave a strong mononitrene peak with /D/hc/=0.996 cm-1 and a quintet dinitrene ESR spectrum (/D/hc/=0.162 cm-1) which exhibited non-linear Curie law intensity behavior consistent with the quintet being a thermally populated excited state 40 cal mol-1 above a singlet ground state.Di(4-azidophenyl) ether gave a strong mononitrene peak with /D/hc/=0.961 cm-1, but no observable spectrum related to a high-spin open-shell dinitrene.The results are consistent with oxygen being a weak exchange coupling linker in pi-conjugated open-shell molecules.The observed ground-state spin multiplicities are in accord with qualitative superexchange and connectivity models, despite any perturbations due to resonance effects between the oxygen linker and p-nitrene sites.