Methyl 4-((dimethylamino)methyl)benzoate

Base Information

• Chemical Name: Methyl 4-((dimethylamino)methyl)benzoate
• CAS No.: 18153-53-2
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• DSSTox Substance ID: DTXSID60494163
• Nikkaji Number: J2.745.466F
• Wikidata: Q82341320
• Mol file: 18153-53-2.mol

Synonyms:methyl 4-((dimethylamino)methyl)benzoate;18153-53-2;methyl 4-[(dimethylamino)methyl]benzoate;Benzoic acid, 4-[(dimethylamino)methyl]-, methyl ester;SCHEMBL5067508;DTXSID60494163;VRMRUPQVRWFJAV-UHFFFAOYSA-N;Methyl 4-dimethylaminomethyl-benzoate;AKOS008953531;methyl 4-(dimethylaminomethyl)benzoate;AM86704;methyl4-((dimethylamino)methyl)benzoate;BP-20167;BS-21785;methyl 4(N,N-dimethylaminomethyl)benzoate;N,N-dimethyl-4-methoxycarbonylbenzylamine;methyl 4-(N,N-dimethylaminomethyl)benzoate;methyl 4-[(dimethylamino) methyl]benzoate;BB 0263225;CS-0208308;4-(dimethylaminomethyl)-benzoic acid methyl ester

Chemical Property of Methyl 4-((dimethylamino)methyl)benzoate

Chemical Property:

• Boiling Point: 259.0±23.0 °C(Predicted)
• PKA: 8.36±0.28(Predicted)
• PSA: 29.54000
• Density: 1.050±0.06 g/cm3(Predicted)
• LogP: 1.53480
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-((dimethylamino)methyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC1=CC=C(C=C1)C(=O)OC

Technology Process of Methyl 4-((dimethylamino)methyl)benzoate

There total 17 articles about Methyl 4-((dimethylamino)methyl)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: 99.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) → methyl 4-(N,N-dimethylaminomethyl)benzoate (18153-53-2)

Guidance literature:

With dimethyl amine; In methanol;

Reference yield: 96.0%

methyl 4-(dimethylcarbamoyl)benzoate (21928-11-0) → methyl 4-(N,N-dimethylaminomethyl)benzoate (18153-53-2)

Guidance literature:

With dihydrogen hexachloroplatinate(IV) hexahydrate; 1,1,3,3-Tetramethyldisiloxane; In tetrahydrofuran; toluene; at 75 ℃; for 5h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ja9055307

Reference yield: 89.5%

Methyl 4-(bromomethyl)benzoate (2417-72-3) + dimethyl amine (124-40-3) → methyl 4-(N,N-dimethylaminomethyl)benzoate (18153-53-2)

Guidance literature:

In methanol; ethanol; at 20 ℃; Schlenk technique;

DOI:10.1039/c9cc01939a

upstream raw materials:

formaldehyd

methyl 4-(aminomethyl)benzoate hydrochloride

Methyl 4-(bromomethyl)benzoate

dimethyl amine

Downstream raw materials:

4-(N,N-dimethylaminomethyl) benzoyl chloride

4-methyl-benzoic acid methyl ester

1,2-bis(4-methoxycarbonylphenyl)ethane

[4-(methoxycarbonyl)phenyl]acetic acid