29418-59-5

Basic information

• Product Name: 4-Nitro-4'-methoxyazobenzene
• Synonyms: 4'-Methoxy-4-nitroazobenzene;4'-Nitro-4-methoxyazobenzene;4-Nitro-4'-methoxyazobenzene
• CAS NO: 29418-59-5
• Molecular Formula: C₁₃H₁₁N₃O₃
• Molecular Weight: 257.2447
• Mol File: 29418-59-5.mol

Chemical Properties

• Boiling Point: 434.4°Cat760mmHg
• Flash Point: 216.5°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 2.42E-07mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: 4-Nitro-4'-methoxyazobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Nitro-4'-methoxyazobenzene(29418-59-5)
• EPA Substance Registry System: 4-Nitro-4'-methoxyazobenzene(29418-59-5)

Safety Data

• Hazardous Substances Data: 29418-59-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H11N3O3/c1-19-13-8-4-11(5-9-13)15-14-10-2-6-12(7-3-10)16(17)18/h2-9H,1H3/b15-14+

Upstream product

• 186581-53-3 diazomethane 
• 1435-60-5 4-(4'-hydroxyphenylazo)nitrobenzene 
• 940-00-1 (4-methoxyphenyl)trimethylstannane 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 100-66-3 methoxybenzene 
• 100-01-6 4-nitro-aniline 
• 108-95-2 phenol 
• 4485-08-9 4-nitrosonitrobenzene 
• 104-94-9 4-methoxy-aniline 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 100-16-3 4-nitrophenylhydrazone 

Downstream Products

• 119-27-7 2,4-dinitroanisole 
• 100-05-0 4-nitrobenzenediazonium chloride 
• 1947-31-5 4-nitro-benzenediazonium; bromide 
• 90993-24-1 p-Nitrophenyldiazonium-perbromid 
• 61694-11-9 4-nitro-benzenediazonium; acetate 
• 29848-48-4 4-nitro-benzenediazonium; picrate 
• 97525-28-5 4-nitro-benzenediazonium; naphthalene-1-sulfonate 
• 104-94-9 4-methoxy-aniline 
• 100-01-6 4-nitro-aniline 

Relevant articles and documents

A asymmetric to P for the preparation of compounds (by machine translation)

The present invention discloses a non-symmetrical P-composition preparation method, in order to backward and halogenated aromatic hydrocarbons as raw material, solid alkali catalyst in dichloromethane in a two-phase system to conduct the condensation reaction, to obtain the asymmetric double-substituted jingjing passes through catalytic oxidation, to prepare the asymmetric P-compound. For the method of the invention the product yield is greater than 85% and above, the purity of the product reach 98% and above. The invention compared with the prior art, safe and convenient operation, the operating environment is greatly improved, avoiding the danger in operation of the diazotization step. The invention mild reaction conditions, good selectivity, process is easy to control, the un-reacted organic raw materials can be recycled, thereby greatly reducing the environmental protection COD treatment intensity, the product quality is stable, it is suitable for industrial production. (by machine translation)

Formal [4+2] cycloaddition of 3-ethoxycyclobutanones with azo compounds

Azobenzenes reacted with 3-ethoxycyclobutanoes to give 2,3-dihydro-pyridazin-4(1H)-ones by using EtAlCl2as a Lewis acid. Thus, ring cleavage of 3-ethoxycyclobutanones took place to form a zwitterionic intermediate by activation with EtAlCl2, and intermolecular formal [4+2] cycloaddition of the zwitterionic intermediate proceeded with azobenzenes to give 2,3-dihydro-pyridazin-4(1H)-ones after elimination of ethanol. Regioselectivity for cycloaddition of unsymmetrical azobenzenes, ring contraction and chemoselective reduction of 2,3-dihydro-pyridazin-4(1H)-ones, and [4+2] cycloaddition to 4-phenyl-1,2,4-triazolin-3,5-dione are also described.

A New and Regioselective Synthesis of Aromatic Diazene Derivatives

A new method for the preparation of aromatic diazene derivatives 3a-l, 5, 7a, b, 9 under very mild conditions is described.The reaction of trialkylarylstannanes with nitro-substituted benzenediazonium tetrafluoroborates leads, by strict ipso substitution, to the corresponding diaryldiazenes in satisfactory to high yields.Due to the excellent leaving group quality of the stannyl group azo compounds may be prepared which are not accessible by normal electrophilic azo coupling.The products can be valuable precursors, obtained by reduction of the amines or other derivatizations, for consecutive aromatic compounds.Key Words: Aromatic substitution, electrophilic / Azo compounds, synthesis of / Diazonium compounds, aromatic, coupling reaction of, with trialkylarylstannanes / Trialkylarylstannanes, application of

Anion-catalyzed Phase-transfer Catalysis. I. Application to Diazo-coupling Reactions

Anion-catalyzed phase-transfer catalysis was evidenced in the diazo-coupling reactions of the arenediazonium ion with a range of diazophile components in liquid-liquid- and liquid-solid two-phase systems.The tetrakisborate ion was effective as an anionic catalyst to accelerate the reactions.Comparisons of the reaction rates in the two-phase system with those in solution systems indicated that the acceleration was due to the increased activity of the cationic reagent, partly by solubilization and partly by the dehydration of such cationic species in the nonpolar organic phase.

BASIC PROPERTIES OF 4-ARYLAZO-PHENOLS AND 4-ARYLAZO-ANISOLES

The conditions in which 4-arylazo-phenols and 4-arylazo-anisoles have basic properties have been studied.We have also determined the equilibrium constants of the reactions between 4-arylazo-phenols or 4-arylazo-anisoles with perchloric acid in nitromethane, acetonitrile and acetic acid.Conclusions have been drawn from the influence of the nature of solvent and substituent at the benzene ring on equilibrium constant values.