2,3-Dimethyl-4-nitroanisole

Base Information

• Chemical Name: 2,3-Dimethyl-4-nitroanisole
• CAS No.: 81029-03-0
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: 29093090
• European Community (EC) Number: 279-674-5
• UNII: GPU9ZBM6V5
• DSSTox Substance ID: DTXSID00230865
• Nikkaji Number: J236.368B
• Wikidata: Q72470980
• Mol file: 81029-03-0.mol

Synonyms:2,3-Dimethyl-4-nitroanisole;81029-03-0;1-Methoxy-2,3-dimethyl-4-nitrobenzene;2,3-Dimethyl-p-nitroanisole;4-Methoxy-2,3-dimethylnitrobenzene;3-Methoxy-6-nitro-o-xylene;Benzene, 1-methoxy-2,3-dimethyl-4-nitro-;GPU9ZBM6V5;EINECS 279-674-5;1-METHOXY-2,3-DIMETHYL-4-NITRO-BENZENE;4-methoxy-2,3-dimethyl-1-nitrobenzene;UNII-GPU9ZBM6V5;4-Nitro-2,3-dimethylanisole;SCHEMBL4466194;DTXSID00230865;MFCD00007163;2,3-Dimethyl-4-nitroanisole, 95%;AKOS015851690;AC-3794;AM62106;CS-W017160;AS-63160;BP-10023;1-Methoxy-2,3-dimethyl-4-nitrobenzene #;D2409;FT-0641804;A19866

Chemical Property of 2,3-Dimethyl-4-nitroanisole

Chemical Property:

• Appearance/Colour: light beige-green powder and chunks
• Vapor Pressure: 0.0017mmHg at 25°C
• Melting Point: 70-73 °C(lit.)
• Refractive Index: 1.534
• Boiling Point: 303.2 °C at 760 mmHg
• Flash Point: 141.2 °C
• PSA: 55.05000
• Density: 1.148 g/cm³
• LogP: 2.74340
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Dimethyl-4-nitroanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1C)OC)[N+](=O)[O-]
• Uses: 2,3-Dimethyl-4-nitroanisole was used:as starting material in the synthesis of conformationally restricted derivatives of lavendustin Ain the synthesis of 1,4-piperazine-2,5-diones

Technology Process of 2,3-Dimethyl-4-nitroanisole

There total 10 articles about 2,3-Dimethyl-4-nitroanisole 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: 40.0%

2,3-dimethylanisole (2944-49-2) → 4-Methoxy-2,3-dimethylnitrobenzene (81029-03-0)

Guidance literature:

With nitric acid; acetic acid; at 20 ℃; for 18h;

DOI:10.1021/op100185x

Reference yield: 24.1%

tetranitromethane (509-14-8) + 2,3-dimethylanisole (2944-49-2) → 4-Methoxy-2,3-dimethylnitrobenzene (81029-03-0) + 3-methoxy-4,5-dimethylbenzoic acid (188017-02-9) + 1-methoxy-5,6-dimethyl-t-6-nitro-r-3-trinitromethylcyclohexa-1,4-diene + 1-methoxy-5,6-dimethyl-c-6-nitro-r-3-trinitromethylcyclohexa-1,4-diene

Guidance literature:

In acetonitrile; at 20 ℃; for 8h; Further byproducts given; Irradiation;

DOI:10.3891/acta.chem.scand.51-0073

Reference yield: 15.1%

tetranitromethane (509-14-8) + 2,3-dimethylanisole (2944-49-2) → 4-Methoxy-2,3-dimethylnitrobenzene (81029-03-0) + 1-Methoxy-2,3-dimethyl-5-trinitromethyl-benzene + 1-Methoxy-2,3-dimethyl-4-trinitromethyl-benzene + 1-methoxy-5,6-dimethyl-t-6-nitro-r-3-trinitromethylcyclohexa-1,4-diene

Guidance literature:

In dichloromethane; at 20 ℃; for 8h; Further byproducts given; Irradiation;

DOI:10.3891/acta.chem.scand.51-0073

upstream raw materials:

2,3-dimethylanisole

tetranitromethane

Downstream raw materials:

2,3-dimethyl-4-methoxyaniline

1-[2-(3-methoxy-2-methyl-6-nitrophenyl)-vinyl]-pyrrolidine

4-acetamino-1-methoxy-2,3-dimethylbenzene

Refernces

• 1、 Butts, Craig P.,Eberson, Lennart,Hartshorn, Michael P.,Robinson, Ward T.,Timmerman-Vaughan, David J.. "Photochemical nitration by tetranitromethane. Part XXXVII. Adduct formation and the regiochemistry of attack of trinitromethanide ion on radical cations in the photochemical reactions of 2-methyl-, 2,3-dimethyl- and 2,4-Dimethylanisoles". . p. 73 - 87. Retrieved 2007/10/03.