616-69-3

Basic information

• Product Name: 3-NIRO-O-XYLENE
• Synonyms: 3-NIRO-O-XYLENE;3,5-Dinitro-o-xylene;4,5-Dimethyl-1,3-dinitrobenzene;1,2-diMethyl-3,5-dinitrobezene
• CAS NO: 616-69-3
• Molecular Formula: C₈H₈N₂O₄
• Molecular Weight: 196.16
• Mol File: 616-69-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 334.9 °C at 760 mmHg
• Flash Point: 165.6 °C
• Appearance: /
• Density: 1.346 g/cm³
• Vapor Pressure: 0.000241mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: 3-NIRO-O-XYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NIRO-O-XYLENE(616-69-3)
• EPA Substance Registry System: 3-NIRO-O-XYLENE(616-69-3)

Safety Data

• Hazardous Substances Data: 616-69-3(Hazardous Substances Data)

Usage

General Description

3-NIRO-O-XYLENE is a chemical compound that is often used in various industrial applications. It is primarily used as an intermediate in the production of dyes, polymers, resins, pharmaceuticals, agricultural chemicals and other organic chemicals. Additionally, it plays a crucial role in several chemical reactions due to its unique chemical properties. Despite its various uses, exposure to this chemical should be limited as it can potentially cause harmful effects, particularly skin and eye irritation. As such, proper handling and safety measures should be exercised when dealing with this particular chemical.

InChI:InChI=1/C8H8N2O4/c1-5-3-7(9(11)12)4-8(6(5)2)10(13)14/h3-4H,1-2H3

Upstream product

• 99-51-4 4-nitro-o-xylene 
• 95-47-6 o-xylene 
• 7697-37-2 nitric acid 
• 2198-54-1 N-(3,4-dimethylphenyl)acetamide 
• 83-41-0 2,3-dimethylnitrobenzene 
• 861545-90-6 (2-methyl-4,6-dinitro-phenyl)-malonic acid diethyl ester 
• 18905-50-5 2-chloro-1-methyl-3,5-dinitrobenzene 
• 99321-75-2 5,6-dimethyl-2,6-dinitrocyclohexa-2,4-dienyl acetate 
• 99321-70-7 5,6-dimethyl-2,6-dinitrocyclohexa-2,4-dienyl methyl ether 
• 108-24-7 acetic anhydride 
• 860752-01-8 (2-methyl-4,6-dinitro-phenyl)-acetic acid 

Downstream Products

• 75038-11-8 1,2-dimethyl-3,4,5-trinitro-benzene 
• 102312-36-7 2,3-dimethyl-1,4,5-trinitro-benzene 
• 106837-44-9 2,3-dimethyl-5-nitro-phenylamine 
• 5628-47-7 methyl 5-amino-2,3-dimethylbenzoate 
• 5628-57-9 5-hydroxy-2,3-dimethyl-benzoic acid 
• 5628-58-0 methyl 5-hydroxy-2,3-dimethylbenzoate 
• 110969-50-1 acide dimethyl-2,3 nitro-5 benzoique 
• 90557-86-1 2,3-Dimethyl-5-nitro-benzamid 
• 90557-88-3 3,4-Dimethyl-5-nitro-benzamid 
• 90922-71-7 methyl 2,3-dimethyl-5-nitrobenzoate 
• 52911-59-8 2,3-dimethyl-5-nitrobenzonitrile 
• 52911-61-2 3,4-dimethyl-5-nitrobenzonitrile 
• 64823-22-9 3,4-dimethyl-5-nitro-aniline 
• 92505-48-1 3-Amino-4,5-dimethylphenol 

Relevant articles and documents

Nitration of deactivated aromatic compounds via mechanochemical reaction

A variety of deactivated arenes were nitrated to their corresponding nitro derivatives in excellent yields under high-speed ball milling condition using Fe(NO3)3·9H2O/P2O5 as nitrating reagent. A radical involved mechanism was proposed for this facial, eco-friendly, safe, and effective nitration reaction.

The dinitration of dimethylacetanilides

The orientation of dinitration of the dimethylacetanilides has been examined by 1H NMR methods and a possible enhancement of the hyperconjugative influence of a methyl group has been considered as an additional factor augmenting the effect of the steric i

ipso Nitration. XXVI. Nitration of 1,2-dimethyl-4-nitrobenzene. Formation and reactions of adducts

Nitration of 1,2-dimethyl-4-nitrobenzene in a mixture of acetic anhydride and trifluoroacetic anhydride gives the diastereoisomers of 4,5-dimethyl-2,4-dinitrocyclohexa-2,5-dienyl acetate (50percent), in addition to the 1,2-dimethyldinitrobenzenes.In moderate and more strongly acid conditions the adduct gives 4-nitro-, 3,4-dinitro-, and 3,5-dinitro-o-xylene.In neutral and weakly acid solutions 4-nitro- and 3,5-dinitro-o-xylene are formed by a radical and a sigmatropic pathway.The adduct reacts facilely with nucleophiles by allylic substitution to give a 5,6-dimethyl-6-nitrocyclohexa-2,4-dienyl derivative which, in many instances, undergoes a second allylic substitution to a new 4,5-dimethyl-2,4-dinitrocyclohexa-2,5-dienyl derivative.Depending on the nature of the introduced substituent, these 2,4- and 2,5-dienyl products may eliminate nitrous acid, under the reaction conditions, to give the corresponding aromatic compound.The dienyl acetates undergo acid-catalysed transesterification to the corresponding dienols.