4-Methoxy-2-methylaniline

Base Information

• Chemical Name: 4-Methoxy-2-methylaniline
• CAS No.: 102-50-1
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 29222990
• European Community (EC) Number: 203-036-7
• NSC Number: 66563
• UN Number: 2810
• UNII: F0E8Y56GUK
• DSSTox Substance ID: DTXSID2020349
• Nikkaji Number: J33.857E
• Wikidata: Q27155934
• ChEMBL ID: CHEMBL1361784
• Mol file: 102-50-1.mol

Synonyms:2-cresidine;2-methyl-4-methoxyaniline;meta-cresidine

Chemical Property of 4-Methoxy-2-methylaniline

Chemical Property:

• Appearance/Colour: brick red crystals or liquid
• Vapor Pressure: 0.023mmHg at 25°C
• Melting Point: 13-14 °C(lit.)
• Refractive Index: n20/D 1.565(lit.)
• Boiling Point: 249.4 °C at 760 mmHg
• PKA: 5.05±0.10(Predicted)
• Flash Point: 113.5 °C
• PSA: 35.25000
• Density: 1.065 g/cm³
• LogP: 2.16700
• Storage Temp.: Refrigerator
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), DMSO, Methanol (Slightly)
• Water Solubility.: insoluble,
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 105
• Transport DOT Label: Poison

Purity/Quality:

98%, ^*data from raw suppliers

4-Methoxy-2-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn,T
• Hazard Codes: Xi,Xn,T
• Statements: 36/37/38-40-45
• Safety Statements: 26-36/37/39-53-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=C(C=CC(=C1)OC)N
• Uses: 4-Methoxy-2-methylaniline is a reagent used in organic synthesis of more complex compounds that have a more specific function. For example, enzyme inhibitors.

Technology Process of 4-Methoxy-2-methylaniline

There total 20 articles about 4-Methoxy-2-methylaniline 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: 98.5%

5-methoxy-2-nitrotoluene (5367-32-8) → 2-methyl-4-methoxyaniline (102-50-1)

Guidance literature:

With hydrogen; platinum(IV) oxide; In isopropyl alcohol; under 2327.2 Torr;

DOI:10.1021/ac00032a004

Reference yield: 89.0%

4-methoxy-2-methylphenyl boronic acid (208399-66-0) → 2-methyl-4-methoxyaniline (102-50-1)

Guidance literature:

With sodium hydroxide; hydroxylamine-O-sulfonic acid; In acetonitrile; at 20 ℃; for 16h;

DOI:10.1021/jo5025078

Reference yield: 80.0%

4-bromo-3-methylanisole (27060-75-9) → 2-methyl-4-methoxyaniline (102-50-1)

Guidance literature:

With ammonium sulfate; (R)-(-)-1-[(S_P)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; bis(tri-ortho-tolylphosphine)palladium⁽⁰⁾; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 6h; Inert atmosphere; Glovebox;

DOI:10.1021/ol501739g

upstream raw materials:

N-(4-methoxy-2-methylphenyl)acetamide

5-methoxy-2-nitrotoluene

methanol

N-(o-tolyl)hydroxylamine

Downstream raw materials:

N-(4-methoxy-2-methylphenyl)acetamide

3-hydroxy-naphthalene-2-carboxylic acid 4-methoxy-2-methyl-anilide

4-chloro-2-(4-methoxy-2-methyl-anilino)-benzoic acid

4-bromo-3-methylanisole

Refernces

• 1、 Chen, Danyi,Zhou, Yanmei,Zhou, Haifeng,Liu, Sensheng,Liu, Qixing,Zhang, Kaili,Uozumi, Yasuhiro. "Metal-free Reduction of Nitro Aromatics to Amines with B 2 (OH) 4 /H 2 O". . p. 1765 - 1768. Retrieved 2018.
• 2、 Voth, Samantha,Hollett, Joshua W.,Mccubbin, J. Adam. "Transition-metal-free access to primary anilines from boronic acids and a common +NH2 equivalent". . p. 2545 - 2553. Retrieved 2015.
• 3、 -. "Method for reducing aromatic nitro into arylamine". Paragraph 0113-0116. . Retrieved 2020/07/15.
• 4、 -. "Synthesis method of amino-anisole compound". Paragraph 0147-0149. . Retrieved 2020/08/09.