4,5-Dimethoxy-2-nitroaniline

Base Information

• Chemical Name: 4,5-Dimethoxy-2-nitroaniline
• CAS No.: 7595-31-5
• Molecular Formula: C8H10N2O4
• Molecular Weight: 198.178
• Hs Code.: 2922299090
• European Community (EC) Number: 850-572-8
• DSSTox Substance ID: DTXSID40405272
• Nikkaji Number: J36.337E
• Wikidata: Q72468112
• Mol file: 7595-31-5.mol

Synonyms:4,5-dimethoxy-2-nitroaniline;7595-31-5;MFCD00087550;Benzenamine, 4,5-dimethoxy-2-nitro-;4,5-dimethoxy-2-nitrophenylamine;5-amino-4-nitroveratrole;2-nitro-4,5-dimethoxyaniline;SCHEMBL3480822;4,5 -dimethoxy-2-nitroaniline;DTXSID40405272;LDAJFLKWQVYIFG-UHFFFAOYSA-N;AKOS000118299;FE-0773;(4,5-dimethoxy-2-nitro-phenyl)-amine;SY018636;CS-0233924;FT-0667229;EN300-13715;C13926;A865587;AE-641/00387010;J-514096;J-514245;Z94601152

Chemical Property of 4,5-Dimethoxy-2-nitroaniline

Chemical Property:

• Vapor Pressure: 4.54E-06mmHg at 25°C
• Melting Point: 171 °C
• Refractive Index: 1.579
• Boiling Point: 383 °C at 760 mmHg
• PKA: 0.57±0.25(Predicted)
• Flash Point: 185.4 °C
• PSA: 90.30000
• Density: 1.307 g/cm³
• LogP: 2.29860
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 198.06405680
• Heavy Atom Count: 14
• Complexity: 206

Purity/Quality:

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

4,5-Dimethoxy-2-nitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)N)[N+](=O)[O-])OC

Technology Process of 4,5-Dimethoxy-2-nitroaniline

There total 22 articles about 4,5-Dimethoxy-2-nitroaniline 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%

4-Acetylamino-1,2-dimethoxy-5-nitrobenzene (99069-17-7) → 4-amino-5-nitroveratrol (7595-31-5)

Guidance literature:

With potassium hydroxide; In methanol; water; for 0.5h; Heating;

Reference yield: 85.0%

4,5-dimethoxy-1,2-dinitrobenzene (3395-03-7) → 4-amino-5-nitroveratrol (7595-31-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; In water; at 55 ℃; under 760.051 Torr;

DOI:10.1021/acs.orglett.1c03258

Reference yield: 76.0%

N-(4,5-dimethoxy-2-nitrophenyl)pyrimidin-2-amine → 4-amino-5-nitroveratrol (7595-31-5)

Guidance literature:

N-(4,5-dimethoxy-2-nitrophenyl)pyrimidin-2-amine; With triethylsilane; trifluoroacetic acid; at 50 ℃; Inert atmosphere;

With acetic acid; hydrazine; In methanol; at 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03493

upstream raw materials:

4,5-dimethoxy-1,2-dinitrobenzene

ammonium acetate

3,4-dimethoxy-2-nitroaniline

4-Acetylamino-1,2-dimethoxy-5-nitrobenzene

Downstream raw materials:

N-(4',5'-Dimethoxy-2'-nitrophenyl)-6-amino-4-carbomethoxy-5-nitro-1,3-benzdioxol

N-methyl-2-nitro-4,5-dimethoxyaniline

6,7-dimethoxy-2,3-diphenylquinoxaline

2,3-Dimethyl-6,7-dimethoxy-chinoxalin

Refernces

• 1、 Pawar, Govind Goroba,Brahmanandan, Abhilashamole,Kapur, Manmohan. "Palladium(II)-catalyzed, heteroatom-directed, regioselective C-H nitration of anilines using pyrimidine as a removable directing group". . p. 448 - 451. Retrieved 2016/02/18.
• 2、 -. "UV-absorbers for ophthalmic lens materials". Page/Page column 7; 8. . Retrieved 2010/10/03.