119-10-8

Basic information

• Product Name: 4-Methyl-2-nitroanisole
• Synonyms: 1-METHOXY-4-METHYL-2-NITROBENZENE;4-METHOXY-3-NITROTOLUENE;4-METHYL-2-NITROANISOLE;4-METHYL-2-NITROPHENOL-METHYL ETHER;P-NITRO-O-CRESYL METHYL ETHER;1-methoxy-4-methyl-2-nitro-benzen;Methoxynitrotoluene;methyl 2-nitro-p-tolyl ether
• CAS NO: 119-10-8
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16
• EINECS: 204-296-4
• Product Categories: Intermediates of Dyes and Pigments;Aromatic Ethers;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Building Blocks;Chemical Synthesis;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 119-10-8.mol
• Article Data: 22

Chemical Properties

• Melting Point: 8-9 °C(lit.)
• Boiling Point: 154 °C14 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.205 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00384mmHg at 25°C
• Refractive Index: n20/D 1.557(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (sparingly), DMSO (Slightly)
• CAS DataBase Reference: 4-Methyl-2-nitroanisole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-2-nitroanisole(119-10-8)
• EPA Substance Registry System: 4-Methyl-2-nitroanisole(119-10-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 119-10-8(Hazardous Substances Data)

Usage

Uses

4-Methyl-2-nitroanisole may be used in the synthesis of 1-dibromomethyl-4-methoxy-2-nitrobenzene.

General Description

Nucleophilic substitution reactions of 4-methyl-2-nitroanisole in neat cyclohexylamine and piperidine have been reported.

InChI:InChI=1/C8H9NO3/c1-6-3-4-8(12-2)7(5-6)9(10)11/h3-5H,1-2H3

Upstream product

• 67-56-1 methanol 
• 89-60-1 1-chloro-4-methyl-2-nitro-benzene 
• 119-33-5 4-methyl-2-nitrophenol 
• 77-78-1 dimethyl sulfate 
• 610-39-9 3,4-Dinitrotoluene 
• 124-41-4 sodium methylate 
• 104-93-8 p-methylanizole 
• 67-63-0 isopropyl alcohol 
• 108-93-0 cyclohexanol 
• 509-14-8 tetranitromethane 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 56-23-5 tetrachloromethane 
• 106-44-5 p-cresol 

Downstream Products

• 190908-10-2 7-methoxy-2,4-dimethylindole 
• 35485-95-1 bis-(2-methoxy-5-methyl-phenyl)-diazene 
• 141600-28-4 5,5'-dimethoxy-2,2'-dimethyl-benzidine 
• 120-71-8 Cresidine 
• 168766-14-1 2-(4-methoxy-3-nitrophenyl)ethanol 
• 185062-89-9 (2-methoxy-5-methyl-3-nitrophenyl)methanol 
• 620604-72-0 2-(4-nitro-5-methoxy-2-methylphenyl)acetonitrile 
• 620604-73-1 2-(4-amino-5-methoxy-2-methylphenyl)acetonitrile 

Relevant articles and documents

Interaction between Electron Donor and Acceptor Groups in Some Trisubstituted Benzenes. Part 1. Relative Reactivities of 4-Substituted 1,2-Dinitrobenzenes towards Sodium Methoxide

In an effort to study the effects of 'through conjugation' on the properties of some 1,2,4-trisubstituted benzenes, the rates of reaction of a series of four 4-substituted 1,2-dinitrobenzenes with sodium methoxide in methanol have been studied.Although reactivities at the 2-position were qualitatively in the order to be expected from inductive effects, those at the 1-position were highly sensitive to the influence of mesomeric donor action of the 4-substituent.Relatively large effects were seen for the 4-alkyl derivatives; and C-H hyperconjugation appeared to be stronger than C-C hyperconjugation.

Direct Acetoxylation of Arenes

Acetoxylation of arenes is an important reaction and an unmet need in chemistry. We report a metal-free, direct acetoxylation reaction using sodium nitrate under an anhydrous environment of trifluoroacetic acid, acetic acid, and acetic anhydride. Arenes (31 examples), with oxidation potentials (Eox, in V vs SCE) lower than benzene (2.48 V), were acetoxylated with good yields and regioselectivity. A stepwise, single electron-transfer mechanism is proposed.

Direct nitration method of electron-enriched aromatic hydrocarbons

The invention discloses a direct nitration method of electron-enriched aromatic hydrocarbons, and belongs to the field of organic synthesis. The direct nitration method is a novel green free radical nitration method; aromatic hydrocarbons are taken as raw materials, acetonitrile, dichloromethane, chloroform, or acetone is taken as a reaction solvent, at room temperature conditions, the raw materials and green nitration reagent tert-butyl nitrite (TBN) are subjected to free radical nitration so as to obtain nitro-aromatic compounds. According to the direct nitration method, no metal is adoptedin reaction, tert-butyl nitrite is directly adopted in nitration reaction. Electron-donating groups such as OMe are introduced, the electron density of aromatic compounds is increased, the nitration reaction possibility is increased. The using amount of tert-butyl nitrite is reduced; only a product and tert-butyl alcohol are generated, environment pollution is reduced. The direct nitration methodis promising in application prospect in the field of nitro-aromatic compound synthesis, green nitration is realized, and a novel idea is provided for large-scale industrialized nitro-aromatic compoundproduction.

Steroid and nitro phenol esters from Bignonia unguis-cati roots

Two new esters, β-sitosterol cerotate 1 and 2-(4-hydroxy-3-nitrophenyl)ethyl stearate 2 have been isolated from the roots of Bignonia unguis-cati (Bignoniaceae) and their structures are elucidated by spectroscopic and chemical studies.