2,5-Dimethoxyaniline

Base Information

• Chemical Name: 2,5-Dimethoxyaniline
• CAS No.: 102-56-7
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.181
• Hs Code.: 29214200
• European Community (EC) Number: 203-040-9
• NSC Number: 4138
• UNII: V3Z5U3FL10
• DSSTox Substance ID: DTXSID4059257
• Nikkaji Number: J55.364F
• Wikidata: Q27291505
• ChEMBL ID: CHEMBL1616799
• Mol file: 102-56-7.mol

Synonyms:2,5-DIMETHOXYANILINE;102-56-7;Benzenamine, 2,5-dimethoxy-;Aminohydroquinone dimethyl ether;1-Amino-2,5-dimethoxybenzene;2,5-Dimethoxybenzenamine;Aniline, 2,5-dimethoxy-;C.I. 35811;MFCD00008368;2,5 Dimethoxyaniline;NSC 4138;EINECS 203-040-9;BRN 0776823;UNII-V3Z5U3FL10;AI3-16637;V3Z5U3FL10;NSC-4138;Imidogen, (2,5-dimethoxyphenyl)-;163493-35-4;dimethoxyaniline(2,5-);EC 203-040-9;4-13-00-02548 (Beilstein Handbook Reference);MLS000053359;2,5-Dimethoxy aniline;SMR000063286;NSC4138;2,5-dimethoxyanilin;2,5 dimethoxy aniline;2,5-di-methoxyaniline;2,5-dimethyoxy aniline;WLN: 1OR BZ DO1;SCHEMBL92071;Bencenamina, 2,5-dimetoxi-;Color Index No. 35811;Color Index Number 35811;Colour Index No. 35811;2,5-Dimethoxyaniline, 98%;Colour Index Number 35811;2-amino-1,4-dimethoxybenzene;CHEMBL1616799;DTXSID4059257;BDBM55250;cid_6602954;2,5-dimethoxyaniline;hydrochloride;STR01743;STK116276;AKOS000119452;CS-W020681;PS-3249;SB76069;(2,5-dimethoxyphenyl)amine;AC-12114;CI 35811;LS-19723;D0623;D1893;FT-0622290;EN300-33970;D77920;AB00443748-08;A896772;W-108867;Q27291505;F0728-0014;Dimethoxyaniline,97%;Dimethoxyaniline,95%

Chemical Property of 2,5-Dimethoxyaniline

Chemical Property:

• Appearance/Colour: grey to dark brown crystalline powder or lumps
• Vapor Pressure: 0.007mmHg at 25°C
• Melting Point: 78-80 °C(lit.)
• Refractive Index: 1.54
• Boiling Point: 269.999 °C at 760 mmHg
• PKA: 4.12±0.10(Predicted)
• Flash Point: 130.102 °C
• PSA: 44.48000
• Density: 1.096 g/cm³
• LogP: 1.86720
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• Water Solubility.: 4 g/L (40 ºC)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 153.078978594
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99%, ^*data from raw suppliers

2,5-Dimethoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi,Xn
• Hazard Codes: T,Xi,Xn
• Statements: 25-36/37/38-20/21/22-23/24/25
• Safety Statements: 45-36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: COC1=CC(=C(C=C1)OC)N
• Uses: 2,5-Dimethoxyaniline is used as a laccase inducer which immobilizes the enzyme laccase from Trumetes versicolor.

Technology Process of 2,5-Dimethoxyaniline

There total 23 articles about 2,5-Dimethoxyaniline 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: 99.0%

1,4-dimethoxy-2-nitrobenzene (89-39-4) → 2,5-dimethoxyaniline (102-56-7,102526-87-4)

Guidance literature:

With ethanol; iron; ammonium chloride; for 5h; Reflux;

DOI:10.1016/j.tet.2010.11.046

Reference yield: 95.0%

1-bromo-2,5-dimethoxybenzene (25245-34-5) → 2,5-dimethoxyaniline (102-56-7,102526-87-4)

Guidance literature:

With bis(tri-ortho-tolylphosphine)palladium⁽⁰⁾; (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; ammonia; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja903049z

Reference yield: 58.0%

methanol (67-56-1) + 2-Nitroanisole (91-23-6) → 2-methoxy-phenylamine (90-04-0) + 2,4-Dimethoxyaniline (2735-04-8,161687-55-4) + 2,5-dimethoxyaniline (102-56-7,102526-87-4)

Guidance literature:

With sulfuric acid; Further Variations:; Reagents; Product distribution; Electrochemical reaction;

DOI:10.1002/(SICI)1099-0690(200004)2000:8<1517::AID-EJOC1517>3.0.CO;2-I

upstream raw materials:

2,5-dimethoxyphenylurea

Methyl 2,5-dihydroxybenzoate

1,4-dimethoxy-2-nitrobenzene

4-methoxy-2H-1,4-benzoxazin-3(4H)-one

Downstream raw materials:

NSC₅₀₅₆₀

2,5-dimethoxyacetanilide

N-(2',5'-dimethoxyphenyl)-3-oxobutanamide

4-((4-amino-2,5-dimethoxyphenyl)(phenyl)methyl)-2,5-dimethoxybenzenamine

Refernces

• 1、 González, Myriam,Alcolea, Pedro José,álvarez, Raquel,Medarde, Manuel,Larraga, Vicente,Peláez, Rafael. "New diarylsulfonamide inhibitors of Leishmania infantum amastigotes". . p. 45 - 64. Retrieved 2021/05/26.
• 2、 Gunasekara, Roshan W.,Zhao, Yan. "Intrinsic Hydrophobicity versus Intraguest Interactions in Hydrophobically Driven Molecular Recognition in Water". supporting information. p. 4159 - 4162. Retrieved 2017/08/23.