Methyl 3-(dimethylamino)benzoate

Base Information

• Chemical Name: Methyl 3-(dimethylamino)benzoate
• CAS No.: 16518-64-2
• Molecular Formula: C10H13 N O2
• Molecular Weight: 179.219
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID30394449
• Nikkaji Number: J47.921G
• Wikidata: Q63392255
• Mol file: 16518-64-2.mol

Synonyms:methyl 3-(dimethylamino)benzoate;16518-64-2;3-(Dimethylamino)benzoic Acid Methyl Ester;Methyl 3-Dimethylaminobenzoate;Benzoic acid, 3-(dimethylamino)-, methyl ester;Methyl3-(Dimethylamino)benzoate;3-(CH3)2NC6H4COOCH3;Benzyl5-BromoamylEther;SCHEMBL641703;DTXSID30394449;MFCD00144731;Methyl 3-(N,N-dimethylamino)benzoate;AKOS003885417;s11690;3-Dimethylamino-benzoic acid methyl ester;BS-21666;CS-0213405;D2069;FT-0693537;3-DIMETHYLAMINOBENZOIC ACID METHYL ESTER;A882408;Q63392255;InChI=1/C10H13NO2/c1-11(2)9-6-4-5-8(7-9)10(12)13-3/h4-7H,1-3H

Chemical Property of Methyl 3-(dimethylamino)benzoate

Chemical Property:

• Vapor Pressure: 0.00368mmHg at 25°C
• Refractive Index: 1.545
• Boiling Point: 280.9°Cat760mmHg
• PKA: 3.76±0.10(Predicted)
• Flash Point: 112.9°C
• PSA: 29.54000
• Density: 1.084g/cm³
• LogP: 1.53920
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

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

Methyl 3-(Dimethylamino)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=CC(=C1)C(=O)OC

Technology Process of Methyl 3-(dimethylamino)benzoate

There total 16 articles about Methyl 3-(dimethylamino)benzoate 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: 99.9%

methanol (67-56-1) + 3-(dimethylamino)benzoic acid (99-64-9) → 3-(dimethylamino)benzoic acid methyl ester (16518-64-2)

Guidance literature:

With sulfuric acid; at 80 ℃; for 40h;

DOI:10.1039/b922021f

Reference yield: 94.0%

(trimethylsilyl)diazomethane (34472-65-6) + 3-(dimethylamino)benzoic acid (99-64-9) → 3-(dimethylamino)benzoic acid methyl ester (16518-64-2)

Guidance literature:

In methanol; diethyl ether; dichloromethane; at 0 ℃; for 2.33333h;

Reference yield: 87.0%

3-dimethylaminobenzyl alcohol (23501-93-1) + potassium methanolate (865-33-8) → 3-(dimethylamino)benzoic acid methyl ester (16518-64-2)

Guidance literature:

With tellurium; bismuth (III) nitrate pentahydrate; 5%-palladium/activated carbon; oxygen; In methanol; at 60 ℃; for 8h; under 760.051 Torr;

DOI:10.1021/ol402428e

upstream raw materials:

3-carboxy-tri-N-methyl-anilinium betaine

Methyl 3-aminobenzoate

dimethyl sulfate

methanol

Downstream raw materials:

2-(2-chloro-4-pyrimidinyl)-1-[3-(dimethylamino)phenyl]ethanone

N,N-dimethyl-3-(1,3,4-oxadiazol-2-yl)aniline

methyl 3-(N,N-dimethylamino)benzoate-N-oxide

methyl 2-hydroxy-3-(N,N-dimethylamino)benzoate

Refernces

• 1、 Bismuto, Alessandro,Boehm, Philip,Morandi, Bill,Roediger, Sven. "Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide". . p. 17887 - 17896. Retrieved 2020/08/19.
• 2、 Naksomboon, Kananat,Poater, Jordi,Bickelhaupt, F. Matthias,Fernández-Ibá?ez, M. ángeles. "Para-Selective C-H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis". supporting information. p. 6719 - 6725. Retrieved 2019/05/06.