1,3-Dimethyl-2-nitrobenzene

Base Information

• Chemical Name: 1,3-Dimethyl-2-nitrobenzene
• CAS No.: 81-20-9
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2904.20
• European Community (EC) Number: 201-333-6
• NSC Number: 9811
• UN Number: 1665
• UNII: 6G9386D931
• DSSTox Substance ID: DTXSID7025134
• Nikkaji Number: J54.461B
• Wikidata: Q27264862
• ChEMBL ID: CHEMBL1609131
• Mol file: 81-20-9.mol

Synonyms:2,6-dimethylnitrobenzene

Chemical Property of 1,3-Dimethyl-2-nitrobenzene

Chemical Property:

• Appearance/Colour: colourless to light yellow liquid
• Vapor Pressure: 0.136mmHg at 25°C
• Melting Point: 14-16 °C(lit.)
• Refractive Index: n20/D 1.521(lit.)
• Boiling Point: 224.4 °C at 760 mmHg
• Flash Point: 87.8 °C
• PSA: 45.82000
• Density: 1.129 g/cm³
• LogP: 2.73480
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 143
• Transport DOT Label: Poison

Purity/Quality:

98% ^*data from raw suppliers

1,3-Dimethyl-2-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N,Xn,F, T
• Hazard Codes: N,Xn,F,T,Xi
• Statements: 51/53-20/21-40-36/37/38-23/24/25-38-11
• Safety Statements: 61-36/37-36-26-16-45-36/37/39-13-24-9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)[N+](=O)[O-]
• Uses: 2-Nitro-m-xylene is employed as a pharmaceutical intermediate in organic synthesis. It is also used in the preparation of Direct Violet 7 and solvent Red 26. Further, it is used in the petrochemical industry.

Technology Process of 1,3-Dimethyl-2-nitrobenzene

There total 23 articles about 1,3-Dimethyl-2-nitrobenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2,4-dimethyl-3-nitrobenzoic acid (39053-47-9) → 2,6-dimethylnitrobenzene (81-20-9)

Guidance literature:

With sulfolane; sodium hydrogencarbonate; at 210 ℃; for 2h;

Reference yield: 93.0%

2,6-dimethylaniline (87-62-7) → 2,6-dimethylnitrobenzene (81-20-9)

Guidance literature:

With tert.-butylhydroperoxide; potassium iodide; In water; acetonitrile; at 80 ℃; for 15h;

DOI:10.1002/adsc.200800641

Reference yield: 89.0%

2,6-dimethylbenzene boronic acid (100379-00-8) → 2,6-dimethylnitrobenzene (81-20-9)

Guidance literature:

With N-Bromosuccinimide; [bis(trifluoroacetoxy)iodo]benzene; sodium nitrite; In acetonitrile; at 20 ℃; for 3h; regioselective reaction;

DOI:10.1039/c5ob00337g

upstream raw materials:

2,4-dimethyl-1,3,5-trinitrobenzene

(2,4-dimethyl-3-nitro-phenyl)amine

4,6-dimethyl-5-nitro-m-phenylenediamine

m-xylene

Downstream raw materials:

2,4-dimethyl-3-nitro-benzyl chloride

3-methyl-2-nitrobenzoic acid

2,4-dinitro-m-xylene

N-(2,6-dimethylphenyl)hydroxylamine

Refernces

• 1、 Armatas, Gerasimos S.,Daikopoulou, Vassiliki,Koutsouroubi, Eirini D.,Lykakis, Ioannis N.,Skliri, Euaggelia. "Selective Mild Oxidation of Anilines into Nitroarenes by Catalytic Activation of Mesoporous Frameworks Linked with Gold-Loaded Mn3O4 Nanoparticles". . . Retrieved 2021/11/01.
• 2、 -. "Method and device for preparing methylnitro-benzene by channelization". Paragraph 0050; 0051; 0052. . Retrieved 2019/02/04.