89-58-7

Basic information

• Product Name: 2,5-Dimethylnitrobenzene
• Synonyms: 1,4-DiMethyl-2-nitrobenzene, 95+%;2,5-Dimethylnitrobenzene/Nitro-p-xylene;NITRO-P-XYLENE;2,5-DIMETHYLNITROBENZENE;2-NITRO-1,4-DIMETHYLBENZENE;2-NITRO-4-XYLENE;2-NITRO-P-XYLENE;1,4-dimethyl-2-nitro-benzen
• CAS NO: 89-58-7
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: 201-920-7
• Mol File: 89-58-7.mol
• Article Data: 42

Chemical Properties

• Melting Point: -25°C
• Boiling Point: 121°C 13mm
• Flash Point: 104℃
• Appearance: pale yellow liquid
• Density: 1.13
• Vapor Pressure: 0.0586mmHg at 25°C
• Refractive Index: 1.5400-1.5440
• Storage Temp.: Sealed in dry,Room Temperature
• Stability: Stable. Incompatible with strong bases, strong oxidizing agents.
• CAS DataBase Reference: 2,5-Dimethylnitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethylnitrobenzene(89-58-7)
• EPA Substance Registry System: 2,5-Dimethylnitrobenzene(89-58-7)

Safety Data

• Statements: 36/37-39/23/24/25
• Safety Statements: 26-36/37/39-24/25
• RIDADR: 1665
• RTECS: ZE4686600
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 89-58-7(Hazardous Substances Data)

Usage

Chemical Properties

pale yellow liquid

Synthesis Reference(s)

Synthesis, p. 690, 1978 DOI: 10.1055/s-1978-24859

General Description

Clear pale yellow to amber liquid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2,5-Dimethylnitrobenzene is incompatible with strong oxidizers and strong bases .

Fire Hazard

2,5-Dimethylnitrobenzene is probably combustible.

InChI:InChI=1/C8H9NO2/c1-6-3-4-7(2)8(5-6)9(10)11/h3-5H,1-2H3

Upstream product

• 106-42-3 para-xylene 
• 3460-29-5 4-nitro-2,5-xylidine 
• 67-56-1 methanol 
• 54874-33-8 (E)-1,4-dimethyl-4-nitrocyclohexa-2,5-dien-1-ol 
• 54874-32-7 (E)-1,4-dimethyl-4-nitrocyclohexa-2,5-dienyl acetate 
• 54874-31-6 1,4-dimethyl-c-4-nitrocyclohexa-2,5-dien-r-1-yl acetate 
• 7697-37-2 nitric acid 
• 75-52-5 nitromethane 
• 95-72-7 2-chloro-1,4-dimethyl-benzene 
• 780820-44-2 3,6-dimethyl-2-(trimethylsilyl)phenyl triflate 
• 7325-46-4 1,4-phenylenediacetic acid 
• 1455471-51-8 2,2'-(2-nitro-1,4-phenylene)diacetic acid 
• 108-24-7 acetic anhydride 

Downstream Products

• 610-29-7 2-nitroterephthalic acid 
• 95-78-3 2,5-Dimethylaniline 
• 609-92-7 2,5-dimethyl-1,3-dinitrobenzene 
• 711-41-1 2,3-dinitro-p-xylene 
• 3096-64-8 N-(2,5-dimethylphenyl)hydroxylamine 
• 3096-71-7 2,5-dimethyl-4-amino phenol 
• 103264-29-5 (4-methyl-2-nitro-phenyl)-pyruvic acid 
• 18102-22-2 1-(chloromethyl)-2,5-dimethyl-3-nitrobenzene 
• 31684-75-0 4-benzoyl-2,5-dimethylaniline 
• 18714-08-4 N-(2,5-Dimethyl-phenyl)-imidophosphorsaeure-triethylester 
• 22846-97-5 (2,5-Dimethyl-phenyl)-phosphoramidic acid diethyl ester 
• 109277-81-8 1-amino-2-(β-hydroxyethyl)-5-methylbenzene 
• 65813-72-1 2-(4-methyl-2-nitrophenyl)ethanol 
• 102781-38-4 2-(4-methyl-2-nitrophenyl)-1,3-propanediol 

Relevant articles and documents

One-pot process for preparing acetic acid -2, 5 -dimethylphenyl ester and 2,5 -dimethylnitrobenzene (by machine translation)

The method comprises the following steps of: adding acetic anhydride in a single-mouth flask; adding additional p-xylene; adding the reaction solution obtained in Step III to a separatory funnel; stirring the reaction; cooling to room temperature; and quenching the reaction solution obtained in the step three steps: adding deionized water, stirring the reaction and cooling to room temperature; and quenching the reaction solution in step three steps: adding deionized water, stirring the reaction and cooling to room temperature; and thirdly, distilling the reaction solution obtained in the step three steps into dichloromethane to volatilize to obtain a product, namely acetic acid -2 -2, 5 - 5 -dimethylphenyl ester 2,5 - and 2,5 -dimethylnitrobenzene. To the method, nitrate is used as an oxidant and a nitrate agent, the price is low,2-dimethylnitrobenzene can be obtained while the acetic acid 5 - and 2,5 -dimethylphenyl ester are obtained, two products can be obtained through one-step reaction, and the utilization rate of the raw material is improved. (by machine translation)

Method and device for preparing methylnitro-benzene by channelization

The invention discloses a method and a device for preparing methylnitro-benzene by channelization. The device comprises a storage tank, a nitrogen dioxide cylinder, an ozone generator, a flow pump, agas flowmeter, a reaction pipeline filled with a catalyst, a mixing pipeline, two T-shaped mixed joints, a cooling system, a heating system, a back pressure valve and a receiving tank. The method specifically comprises the following steps: opening the cooling system and the heating system; opening the ozone generator; arranging the flow pump and the gas flowmeter; and mixing raw materials liquid methyl benzene and nitrogen dioxide through the first T-shaped mixing joint and feeding the mixture into the mixing pipeline, then mixing the mixture with ozone in the second T-shaped mixing joint, feeding the mixture into the reaction pipeline filled with the catalyst for a nitrifying reaction, and post-treating a reaction liquid to obtain methylnitro-benzene. The method is controlled precisely and automatically, and is simple to operate, mild in reaction condition, simple in post treatment, quick to transfer mass and heat, high in safety and good in economical benefit.

HNO3/HFIP: A Nitrating System for Arenes with Direct Observation of π-Complex Intermediates

This report describes an efficient nitrating system for the nitration of arenes at room temperature by using an equivalent of nitric acid in HFIP (1,1,1,3,3,3-hexafluoroisopropanol). The π-complex intermediate of an arene with a nitronium ion stabilized by HFIP can be directly observed by UV-vis spectra and is supported by theoretical calculations.