1515-83-9

Basic information

• Product Name: 1-(methoxymethyl)-4-nitrobenzene
• CAS NO: 1515-83-9
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.162
• Mol File: 1515-83-9.mol

Chemical Properties

• Boiling Point: 258.2°C at 760 mmHg
• Flash Point: 119.2°C
• Density: 1.19g/cm³
• Vapor Pressure: 0.0224mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: 1-(methoxymethyl)-4-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(methoxymethyl)-4-nitrobenzene(1515-83-9)
• EPA Substance Registry System: 1-(methoxymethyl)-4-nitrobenzene(1515-83-9)

Safety Data

• Hazardous Substances Data: 1515-83-9(Hazardous Substances Data)

Usage

Molecular weight

167.16 g/mol

Physical state

Yellow crystalline solid

Usage

Protecting group for alcohols in organic synthesis

Removal method

Mild acidic conditions

Industry application

Pharmaceutical industry (intermediate for drug synthesis)

Additional applications

Organic electronics, precursor for other organic compounds

Versatility

Diverse applications in various industries

Upstream product

• 1455-13-6 deuteromethanol 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 910251-11-5 potassium trifluoro(methoxymethyl)boranuide 
• 17763-80-3 para-nitrophenyl triflate 
• 67-56-1 methanol 
• 39628-94-9 4-nitrobenzyl methanesulfonate 
• 100-14-1 4-nitrobenzyl chloride 
• 64-17-5 ethanol 
• 4450-68-4 4-nitrobenzyl tosylate 
• 107-30-2 chloromethyl methyl ether 
• 586-78-7 para-nitrophenyl bromide 
• 619-73-8 4-nitrobenzyl chloride 
• 149-73-5 trimethyl orthoformate 
• 1445-45-0 Trimethyl orthoacetate 

Downstream Products

• 555-16-8 4-nitrobenzaldehdye 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 30090-17-6 4-isobutylaniline 
• 1135-12-2 p-benzylaniline 
• 22868-34-4 2-(4-nitrophenyl)benzothiazole 
• 6631-86-3 S-(p-chlorophenyl) p-nitrothiobenzoate 
• 1314096-28-0 C₁₅H₁₇NO 
• 80936-64-7 benzoic acid-(4-methoxymethyl-anilide) 
• 929908-22-5 N,N'-bis-(4-methoxymethyl-phenyl)-1,6,7,12-tetrachloro-3,4:9,10-perylene-diimide 
• 106-49-0 p-toluidine 
• 62-23-7 4-nitro-benzoic acid 
• 100143-75-7 N-(α-methoxy-4-nitrobenzyl)succinimide 
• 80936-82-9 4-methoxymethyl-phenylamine 
• 619-72-7 4-nitrobenzonitrile 

Relevant articles and documents

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For solvolyses of various benzyl substrates in ethanol-water (EW) and methanol-water (MW) mixtures, product selectivities (S) are reported for chlorides at 75°C defined as follows using molar concentrations: S= ([ether product]/[alcohol product]) × ([water]/[alcohol solvent]). The results support earlier evidence that solvolyses of 4-nitrobenzyl substrates are S N2 processes, which are not susceptible to mechanistic changes over the whole range of solvents from water to alcohol. S values at 25 and/or 45°C in EW and MW, and additional kinetic data including kinetic solvent isotope effects (KSIE) are reported for solvolyses of 4-nitrobenzyl mesylate and tosylate. A kinetic model, explaining both rates and product, is proposed; a general medium effect due to solvent polarity is combined in one parameter with solvent effects on the nucleophilicity of the water and alcohol molecules acting as nucleophiles in SN2 reactions. According to this model, as alcohol is added to water the rate of reaction decreases due to a decrease in solvent polarity, but the nucleophilicity of water increases relative to alcohol. The availability of experimental rate and product data over the whole range of solvent compositions from alcohol to water, reveals limitations of alternative approaches using activities. Copyright

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