21969-05-1

Basic information

• Product Name: 1-(4-Iodophenoxy)-4-nitrobenzene
• Synonyms: 1-(4-Iodophenoxy)-4-nitrobenzene;(4-Iodophenoxy)-4-nitrobenzene;(4-Iodophenoxy)-4-nitrobenzene 95%;1-IODO-4-(4-NITROPHENOXY)BENZENE
• CAS NO: 21969-05-1
• Molecular Formula: C₁₂H₈INO₃
• Molecular Weight: 341.10129
• Mol File: 21969-05-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(4-Iodophenoxy)-4-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Iodophenoxy)-4-nitrobenzene(21969-05-1)
• EPA Substance Registry System: 1-(4-Iodophenoxy)-4-nitrobenzene(21969-05-1)

Safety Data

• Hazardous Substances Data: 21969-05-1(Hazardous Substances Data)

Usage

Physical state

Yellow crystalline solid

Usage

Building block in the synthesis of pharmaceuticals and agrochemicals

Contains

Nitro group and iodophenoxy group

Application

Organic synthesis reagent

Additional uses

Manufacture of dyes, pigments, and specialty chemicals

Toxicity

Moderate toxicity

Handling

Should be handled with care in a controlled laboratory setting

Upstream product

• 620-88-2 4-nitrophenyl phenyl ether 
• 2974-94-9 4-phenoxyiodobenzene 
• 540-38-5 p-Iodophenol 
• 350-46-9 4-Fluoronitrobenzene 
• 100-02-7 4-nitro-phenol 
• 352-34-1 4-fluoro-1-iodobenzene 
• 101-84-8 diphenylether 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 856704-53-5 4-(4'-nitrophenoxy)phenylacetylene 
• 28896-49-3 bis(4-iodophenyl) ether 
• 58518-73-3 4-(4-iodo-phenoxy)-aniline 
• 1244974-58-0 4-(4-nitrophenoxy)-(trifluoromethylthio)benzene 

Relevant articles and documents

CsF/clinoptilolite: An efficient solid base in SNAr and copper-catalyzed Ullmann reactions

CsF/clinoptilolite was found to be an efficient solid base catalyst for both SNAr and Ullmann ether reactions. A general and efficient one-step procedure was developed for the synthesis of biaryl ethers via direct coupling of electron-deficient aryl halides to phenols using CsF/clinoptilolite. The protocol was also applied to electron-rich aryl halides by addition of a catalytic amount of copper oxide nanoparticles. Both SNAr and Ullmann reactions were rapid and provided good to excellent yields.

Palladium supported on zinc ferrite: An efficient catalyst for ligand free C-C and C-O cross coupling reactions

An efficient superparamagnetic Pd-ZnFe2O4 solid catalyst has been synthesized by loading Pd(0) species on zinc ferrite nanoparticles. Sonogashira cross couplings between terminal alkynes and aryl halides were achieved in the absence of any Cu co-catalyst. A Heck-Matsuda coupling reaction of structurally different aryldiazonium tetrafluoroborate substrates was preceded at 40 C in water. Cyanation of aryl halides was successfully done using K4[Fe(CN)6] as the cyanide source over Pd-ZnFe2O4. The catalyst was also employed for Ullmann type cross coupling reactions. Excellent yield of the products, reusability, and uncomplicated work-up make this catalyst efficient for C-C and C-O coupling reactions. Good yield of products, easy separation, and negligible leaching of Pd from the catalyst surface confirm the true heterogeneity in these catalytic reactions.

Ligand-free solid supported palladium(0) nano/microparticles promoted C-O, C-S, and C-N cross coupling reaction

Ligand-free solid-supported nano and microparticles of Pd(0) (SS-Pd) were used as a heterogeneous catalyst in carbon-heteroatom bond formation reactions. Nitro substituted aryl halides reacted with oxygen, sulfur, and nitrogen nucleophiles to afford the corresponding products in good yields. A one-pot sequential cross coupling and nitro-reduction was also performed using the same SS-Pd catalyst to access amine substituted carbon-heteroatomic molecules. In addition, SS-Pd could be recycled up to seven runs without a significant loss of catalytic activity.

CuI nanoparticles for C-N and C-O cross coupling of heterocyclic amines and phenols with chlorobenzenes

(Chemical Equation Presented) Employing CuI nanoparticles as an efficient catalyst for the cross-coupling reactions of various N/O nucleophilic reagents with aryl chlorides could be successfully carried out under mild conditions in the absence of both the ligands and strong bases. A variety of products including N-arylimidazoles and aryl ethers were synthesized in good to excellent yields. 2009 American Chemical Society.

METHODS AND COMPOSITIONS FOR MODULATING SPHINGOSINE-1-PHOSPHATE (S1P) RECEPTOR ACTIVITY

The present invention relates to compounds which modulate the activity of the SI P1 receptor, the use of these compounds for treating conditions associated with signaling through the S1 P1 receptor, and pharmaceutical compositions comprising these compounds.

Correlation between molecular dipole moment and centrosymmetry in some crystalline diphenyl ethers

The presence of a large molecular dipole moment in diphenyl ethers leads unequivocally to a centrosymmetric crystal structure. The Royal Society of Chemistry 2005.