4-[(Diethylamino)methyl]benzoic acid

Base Information

• Chemical Name: 4-[(Diethylamino)methyl]benzoic acid
• CAS No.: 62642-59-5
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.272
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID60359167
• Mol file: 62642-59-5.mol

Synonyms:62642-59-5;4-[(diethylamino)methyl]benzoic acid;4-DIETHYLAMINOMETHYL-BENZOIC ACID;4-((Diethylamino)methyl)benzoic acid;4-(diethylaminomethyl)benzoic acid;4-Diethylaminomethylbenzoic acid;4-Diethylaminomethyl benzoic acid;Cambridge id 6753325;Oprea1_724413;AO-365/40892378;p-diethylaminomethylbenzoic acid;SCHEMBL4289838;DTXSID60359167;alpha-diethylamino-paratoluic Acid;LXMSVTJNSQLXGX-UHFFFAOYSA-N;HMS1586J04;4-((Diethylamino)methyl)benzoicacid;MFCD03142450;STK090501;AKOS000102309;AB13779;AM87104;CS-0247600;FT-0647222;4-Diethylaminomethyl-benzoic acid, AldrichCPR;EN300-36978;N10298;SR-01000488821;SR-01000488821-1;Z255119306

Chemical Property of 4-[(Diethylamino)methyl]benzoic acid

Chemical Property:

• Vapor Pressure: 0.000185mmHg at 25°C
• Melting Point: 145-146 °C
• Boiling Point: 315.4oC at 760 mmHg
• PKA: 4.03±0.10(Predicted)
• Flash Point: 144.6oC
• PSA: 40.54000
• Density: 1.082g/cm3
• LogP: 2.22660
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 207.125928785
• Heavy Atom Count: 15
• Complexity: 194

Purity/Quality:

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

4-[(Diethylamino)methyl]benzoicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-[(Diethylamino)methyl]benzoic acid

There total 4 articles about 4-[(Diethylamino)methyl]benzoic acid 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: 63.0%

p-(chloromethyl)benzoic acid (1642-81-5) + diethylamine (109-89-7) → 4-diethylaminomethyl-benzoic acid (62642-59-5)

Guidance literature:

In acetonitrile; for 48h; Heating / reflux;

Reference yield:

methyl 4-((diethylamino)methyl)benzoate (68453-55-4) → 4-diethylaminomethyl-benzoic acid (62642-59-5)

Guidance literature:

methyl 4-((diethylamino)methyl)benzoate; With sodium hydroxide; In methanol; at 20 ℃; for 4h;

With hydrogenchloride; In methanol; water; pH=2;

DOI:10.1016/j.bmc.2015.12.001

Reference yield:

methyl 4-formylbenzoate (1571-08-0) → 4-diethylaminomethyl-benzoic acid (62642-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tris(acetoxy)borohydride / dichloromethane / 5 h / 20 °C

2.1: sodium hydroxide / methanol / 4 h / 20 °C

2.2: pH 2

With sodium tris(acetoxy)borohydride; sodium hydroxide; In methanol; dichloromethane;

DOI:10.1016/j.bmc.2015.12.001

upstream raw materials:

p-(diethylaminomethyl)benzonitrile

p-(chloromethyl)benzoic acid

diethylamine

methyl 4-formylbenzoate

Downstream raw materials:

4-diethylaminomethyl-benzoic acid-(3-dibutylamino-propyl ester)

p-Toluic acid

diethylamine

4-(Diethylaminomethyl)benzoyl chloride

Refernces

• 1、 Dai, Ze-Qin,Su, Hang,Luo, Min,Ou, Yu,Fu, Xiao-Zhong,Dong, Yong-Xi,Cha, Yu-Feng,Zhang, Shun,Huang, Yong,Wang, Yong-Lin. "Application of N-substituted (aminomethyl)benzoate strategy in design of scutellarein derivatives with improved Caco-2 cell permeability and in vitro antioxidative activity". . p. 1959 - 1965. Retrieved 2015/08/24.