7509-11-7

Basic information

• Product Name: 4,5-DIMETHOXY-2-NITROTOLUENE
• Synonyms: 4,5-DIMETHOXY-2-NITROTOLUENE;1,2-Dimethoxy-4-methyl-5-nitrobenzene;4,5-Dimethoxy-2-nitroluene;5-Nitrohomoveratrole;NSC 105304;NSC 407251;4,5-Dimethoxy-2-nitrotoluene 5-Nitrohomoveratrole
• CAS NO: 7509-11-7
• Molecular Formula: C₉H₁₁NO₄
• Molecular Weight: 197.19
• Mol File: 7509-11-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 119-120°C
• Boiling Point: 317.7 °C at 760 mmHg
• Flash Point: 147.3 °C
• Appearance: /
• Density: 1.191g/cm³
• Vapor Pressure: 0.000704mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4,5-DIMETHOXY-2-NITROTOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIMETHOXY-2-NITROTOLUENE(7509-11-7)
• EPA Substance Registry System: 4,5-DIMETHOXY-2-NITROTOLUENE(7509-11-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 7509-11-7(Hazardous Substances Data)

Usage

General Description

4,5-Dimethoxy-2-Nitrotoluene is an organic compound that falls under the category of aromatic ethers, specifically a methoxy derivative of nitrotoluene. Its chemical formula is C9H11NO4 and it appears as a fine to coarse tan to yellow solid. 4,5-DIMETHOXY-2-NITROTOLUENE is used in the preparation of certain dyes and as a precursor in the making of chemical intermediates. It has a molar mass of 197.19 g/mol. The properties of this chemical make it valuable in the chemical industry, however, it should be handled with care as it could pose risks to human health and environment due to its potentially harmful side effects.

InChI:InChI=1/C9H11NO4/c1-6-4-8(13-2)9(14-3)5-7(6)10(11)12/h4-5H,1-3H3

Upstream product

• 494-99-5 1,2-dimethoxy-4-methylbenzene 
• 62492-41-5 1-chloro-2-methoxy-5-methyl-4-nitrobenzene 
• 124-41-4 sodium methylate 
• 52806-46-9 1-bromo-4,5-dimethoxy-2-methylbenzene 
• 112251-88-4 4-methyl-2,5-dinitroanisole 
• 21873-14-3 4-(4,5-dimethoxy-2-nitro-benzylidene)-2-phenyl-4H-oxazol-5-one 
• 78792-72-0 2-methoxy-5-methyl-4-nitro-phenol 
• 77-78-1 dimethyl sulfate 
• 68906-21-8 4-methyl-5-nitrobenzene-1,2-diol 
• 74-88-4 methyl iodide 
• 117890-18-3 2-methoxy-4-methyl-5-nitrophenol 
• 709-09-1 3,4-dimethoxynitrobenzene 
• 67-68-5 dimethyl sulfoxide 
• 50-00-0 formaldehyd 

Downstream Products

• 103095-42-7 5-ethoxy-4-methoxy-2-nitro-toluene 
• 16620-95-4 1-(4,5-dimethoxy-2-nitro-benzyl)-2-methyl-1,2-dihydro-isoquinoline 
• 7509-10-6 4,5-dimethoxy-2,3-dinitro-toluene 
• 41864-45-3 4,5-dimethoxy-2-methylaniline 
• 68906-21-8 4-methyl-5-nitrobenzene-1,2-diol 
• 117890-18-3 2-methoxy-4-methyl-5-nitrophenol 
• 614-13-1 2-methoxy-5-methyl-1,4-benzoquinone 
• 860189-86-2 (4,5-dimethoxy-2-nitro-phenyl)-pyruvic acid 
• 73357-23-0 2-(4,5-dimethoxy-2-nitrophenyl)ethan-1-ol 
• 78792-72-0 2-methoxy-5-methyl-4-nitro-phenol 
• 671789-92-7 4,5-diethoxy-2-nitro-toluene 
• 179691-30-6 2-(4,5-dimethoxy-2-nitrophenyl)ethyl chloroformate 
• 179691-44-2 5'-O-(2-(4,5-dimethoxy-2-nitrophenyl)ethoxycarbonyl)thymidine 
• 749819-92-9 4-amino-5-methyl-pyrocatechol 

Relevant articles and documents

A switchable oxidation process leading to two various versatile pharmaceutical intermediates

An efficient high-yielding and environmentally benign switchable oxidation process that can selectively produce two different versatile synthetic intermediates is disclosed. One of the two intermediates, 2,3-dimethoxy-5- methylcyclohexa-2,5-diene-1,4-dione (coenzyme Q0), is obtained by means of a telescoped two-step synthetic protocol that in the first step involves treatment of the substrate (1,2,3-trimethoxy-5-methylbenzene) with hydrogen peroxide in acetic acid with p-toluene sulphonic acid present as a Bronsted acid catalyst, succeeded by a telescoped second step that entails treatment with fuming nitric acid to achieve the target molecule in an excellent isolated yield (88%). If the substrate is treated directly with nitric acid (65%) in glacial acetic acid two different products can be obtained, namely acetic acid 3,4,5-trimethoxybenzyl ester in a superb isolated yield (93%) or, under slightly altered reaction conditions, 1,2,3-trimethoxy-5- (nitromethyl)benzene in a moderate to low yield (35%) and low selectivity. The two pathways leading to the two different products in the nitric acid oxidation protocol were investigated by means of DFT calculations as an aid to elaborate a proposal for the reaction mechanism.

Structural requirements for ipso-nitration with cerium(IV) ammonium nitrate (CAN)

Compounds in which the carbon skeleton contains at least a diarylmethane with the aromatic rings appropriately substituted by electron donating groups exhibited ipso-nitration when treated with cerium(IV) ammonium nitrate (CAN).

Effects of superoxide anion generated from aromatic radical anions produced in nucleophilic aromatic photosubstitution reactions

Superoxide anion is generated from aromatic radical anions produced in nucleophilic aromatic photosubstitutions when the reactions are carried out in non-deoxygenated solutions of polar aprotic solvents. Superoxide anion thus generated displaces cyanide anion from acetonitrile and benzyl cyanide, ethoxide anion from ethyl acetate, and methanesulfenate anion from dimethyl sulfoxide. Hence, non-deoxygenated polar aprotic solvents should be avoided in nucleophilic aromatic photosubstitution reactions.