3-(Methoxymethyl)aniline

Base Information

• Chemical Name: 3-(Methoxymethyl)aniline
• CAS No.: 53473-83-9
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 2922199090
• European Community (EC) Number: 818-020-0
• DSSTox Substance ID: DTXSID10516107
• Nikkaji Number: J89.787F
• Mol file: 53473-83-9.mol

Synonyms:3-(methoxymethyl)aniline;53473-83-9;MFCD06804494;3-Methoxymethylaniline;Benzenamine, 3-(methoxymethyl)-;SCHEMBL633486;DTXSID10516107;IRMGVBTVFRYBGN-UHFFFAOYSA-N;AMY20229;AKOS000163210;BS-13225;SY003772;FT-0649927;EN300-31924;A870715;Z285163816

Chemical Property of 3-(Methoxymethyl)aniline

Chemical Property:

• Vapor Pressure: 0.07mmHg at 25°C
• Refractive Index: 1.551
• Boiling Point: 229.385°C at 760 mmHg
• Flash Point: 97.175°C
• PSA: 35.25000
• Density: 1.048g/cm³
• LogP: 1.99640
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

98%min ^*data from raw suppliers

3-(Methoxymethyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCC1=CC(=CC=C1)N

Technology Process of 3-(Methoxymethyl)aniline

There total 7 articles about 3-(Methoxymethyl)aniline 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-(methoxymethyl)-3-nitrobenzene (1515-84-0) → 3-(1-methoxymethyl)phenylamine (53473-83-9)

Guidance literature:

With palladium 10% on activated carbon; hydrazine hydrate; In ethanol; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.201500102

Reference yield:

3-Nitrobenzyl alcohol (619-25-0) → 3-(1-methoxymethyl)phenylamine (53473-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / sodium hydride / tetrahydrofuran / 0 - 20 °C

2: 23 percent / hydrogen / Pd/C / ethanol / 1965.21 Torr

With hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmc.2006.11.005

Reference yield:

3-aminobenzenemethanol (1877-77-6) + methyl iodide (74-88-4) → 3-(1-methoxymethyl)phenylamine (53473-83-9)

Guidance literature:

3-aminobenzenemethanol; With sodium hydride; In tetrahydrofuran;

methyl iodide; In tetrahydrofuran; for 1h;

DOI:10.1021/jm058220g

upstream raw materials:

1-(methoxymethyl)-3-nitrobenzene

methyl bromide

3-Nitrobenzyl alcohol

3-aminobenzenemethanol

Downstream raw materials:

4-methyl-N-(3-methoxymethyl-phenyl)-3-[4-(2,2,2-trifluoro-acetyl)-piperazin-1-yl]benzenesulfonamide

9H-fluoren-9-ylmethyl 1,7-bis(3-methoxymethylphenylamino)-4-(3-(3-methoxymethylphenylamino)-3-oxopropyl)-1,7-dioxoheptan-4-ylcarbamate

N-(3-methoxymethylphenyl)-2,2-diphenylbenzo[d][1,3]dioxole-5-carboxamide

4-tert-butyl-1-(3-(3,4-dihydroxybenzamido)benzyl)pyridinium bromide

Refernces

• 1、 -. "Liquid crystal aligning agent for photoalignment, liquid crystal alignment film and liquid crystal display device using it, and diamine and polymer". Page/Page column 137-138. . Retrieved 2021/04/07.
• 2、 Fortin, Sebastien,Moreau, Emmanuel,Patenaude, Alexandre,Desjardins, Michel,Lacroix, Jacques,Rousseau, Jean L.C.,C-Gaudreault, Rene. "N-Phenyl-N′-(2-chloroethyl)ureas (CEU) as potential antineoplastic agents. Part 2: Role of ω-hydroxyl group in the covalent binding to β-tubulin". . p. 1430 - 1438. Retrieved 2008/02/13.