3-Methoxy-N,N-dimethylaniline

Base Information

• Chemical Name: 3-Methoxy-N,N-dimethylaniline
• CAS No.: 15799-79-8
• Molecular Formula: C9H13NO
• Molecular Weight: 151.208
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID00166337
• Nikkaji Number: J148.692F
• Wikidata: Q72468822
• Mol file: 15799-79-8.mol

Synonyms:3-Methoxy-N,N-dimethylaniline;15799-79-8;3-Dimethylaminoanisole;N,N-Dimethyl-m-anisidine;3-Methoxy-N,N-dimethylbenzenamine;MFCD00051779;3-dimethylamino-anisole;SCHEMBL820669;m-Methoxy- N,N-dimethylanilin;n1,n1-dimethyl-3-methoxyaniline;DTXSID00166337;AKOS006228641;Benzenamine, 3-methoxy-N,N-dimethyl-;DS-5104;SB76573;SY049841;3-Methoxy-N,N-dimethylaniline, AldrichCPR;CS-0151327;D1288;FT-0629548;D-4820;F17174;EN300-1703444;A927410;InChI=1/C9H13NO/c1-10(2)8-5-4-6-9(7-8)11-3/h4-7H,1-3H

Chemical Property of 3-Methoxy-N,N-dimethylaniline

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.174mmHg at 25°C
• Refractive Index: 1.5575-1.5595
• Boiling Point: 212.4 °C at 760 mmHg
• PKA: 4?+-.0.10(Predicted)
• Flash Point: 60.8 °C
• PSA: 12.47000
• Density: 0.998 g/cm³
• LogP: 1.76120
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 114

Purity/Quality:

98% ^*data from raw suppliers

N,N-Dimethyl-m-anisidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37/39-26-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC(=CC=C1)OC
• Uses: N,N-Dimethyl-m-anisidine is a phenyl amide with antineoplastic and antibacterial properties. It can be used to produce C20H19NO4. It will need reagent tributyl orthoformate and solvent propan-2-ol with reaction time of 90 min.

Technology Process of 3-Methoxy-N,N-dimethylaniline

There total 34 articles about 3-Methoxy-N,N-dimethylaniline 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: 96.3%

carbonic acid dimethyl ester (616-38-6) + m-Hydroxyaniline (591-27-5) → 3-methoxy-N,N-dimethylaniline (15799-79-8)

Guidance literature:

With tetrabutyl-ammonium chloride; sodium hydroxide; at 160 ℃;

Reference yield: 96.0%

m-methoxy-N,N-dimethylaniline-N-oxide (102440-07-3) → 3-methoxy-N,N-dimethylaniline (15799-79-8)

Guidance literature:

With phenylsilane; In acetonitrile; for 0.166667h; chemoselective reaction; Irradiation;

DOI:10.1002/cphc.202100108

Reference yield: 95.0%

1-chloro-3-methoxy-benzene (2845-89-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-methoxy-N,N-dimethylaniline (15799-79-8)

Guidance literature:

With NHC-Pd(II)-Im; potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jo301811n DOI:10.1021/jo301811n

upstream raw materials:

m-Anisidine

dimethyl sulfate

methyl iodide

3-methoxyphenyl bromide

Downstream raw materials:

3-methoxy-N,N-dimethyl-4-nitroso-aniline

m-methoxy-N,N-dimethylaniline-N-oxide

5-methoxy-N,N-dimethyl-2,4-dinitro-aniline

5-methoxy-N-methyl-2,4,N-trinitro-aniline

Refernces

• 1、 -. "Compound used as blue pressure-sensitive dye and preparation method and application thereof". Paragraph 0020; 0021. . Retrieved 2021/02/06.
• 2、 Liu, Xiang,Loh, Teck-Peng,Qiang, Wenwen,Wang, Jing,Ye, Sen,Zhu, Longfei. "Additive-freeN-methylation of amines with methanol over supported iridium catalyst". . p. 3364 - 3375. Retrieved 2021/06/06.