4-(Diethylamino)benzoic acid

Base Information

• Chemical Name: 4-(Diethylamino)benzoic acid
• CAS No.: 5429-28-7
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 29224999
• European Community (EC) Number: 226-582-8
• NSC Number: 14115
• UNII: G7YGH249XU
• DSSTox Substance ID: DTXSID9063877
• Nikkaji Number: J81.027D
• ChEMBL ID: CHEMBL1535775
• Mol file: 5429-28-7.mol

Synonyms:4-(Diethylamino)benzoic acid;5429-28-7;4-Diethylaminobenzoic Acid;Benzoic acid, 4-(diethylamino)-;p-(Diethylamino)benzoic acid;4-N,N-Diethylaminobenzoic acid;EINECS 226-582-8;MFCD00002538;NSC 14115;NSC-14115;4-(Diethylamino)benzoicacid;4-(diethylamino)benzoic;p-Diethylaminobenzoic acid;ChemDiv3_014193;4-diethylamino benzoic acid;4-diethylamino-benzoic acid;G7YGH249XU;Oprea1_667232;SCHEMBL64440;MLS000586673;BIDD:GT0606;CHEMBL1535775;DTXSID9063877;p-(N,N-diethylamino)benzoic acid;HMS1513F03;HMS2587A04;ADAL1058218;NSC14115;p-(N,N'-Diethylamino)benzoic Acid;4-(Diethylamino)benzoic acid, 99%;STK412050;AKOS000119496;CS-W010685;PS-4056;IDI1_029991;NCGC00245937-01;AC-11358;SMR000208052;D2493;EU-0033312;FT-0618341;EN300-19912;AB00543202-06;AK-968/41025165;SR-01000597213;SR-01000597213-1;W-105646;F0850-6791;Z104476068;3-[2-(cyclohexylamino)pyrimidin-5-yl]-N-[2-(4-ethylpiperazin-1-yl)ethyl]benzamide

Chemical Property of 4-(Diethylamino)benzoic acid

Chemical Property:

• Appearance/Colour: light green fine crystalline powder
• Vapor Pressure: 3.25E-05mmHg at 25°C
• Melting Point: 192-193 °C
• Refractive Index: 1.5041 (estimate)
• Boiling Point: 340.8 °C a t760 mmHg
• PKA: 3.65±0.10(Predicted)
• Flash Point: 159.9 °C
• PSA: 40.54000
• Density: 1.117 g/cm³
• LogP: 2.23100
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in hot methanol.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

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

4-Diethylaminobenzoic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CC)C1=CC=C(C=C1)C(=O)O
• Uses: 4-(Diethylamino)benzoic acid is used as a reactant in the preparation of amides by acylation of amines using (acyl)benzotriazoles.

Technology Process of 4-(Diethylamino)benzoic acid

There total 13 articles about 4-(Diethylamino)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: 74.0%

4-Diethylaminobenzaldehyde (120-21-8) → 4-(diethylamino)benzoic acid (5429-28-7)

Guidance literature:

With potassium hydroxide; sodium hydroxide; In neat (no solvent); Heating;

DOI:10.1080/00304948.2017.1260396

Reference yield:

p-Diethylamino-α,α,α-trifluoracetophenon (65613-24-3) → 4-(diethylamino)benzoic acid (5429-28-7)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; for 2h;

DOI:10.1246/cl.2006.1090

Reference yield:

2,2,2-trifluoro-1-(4-fluorophenyl)ethanone (655-32-3) → 4-(diethylamino)benzoic acid (5429-28-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dimethylsulfoxide / 0.5 h

2: aq. NaOH / dimethylformamide / 2 h

With sodium hydroxide; triethylamine; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1246/cl.2006.1090

upstream raw materials:

(4-(diethylamino)phenyl)methanol

4-amino-benzoic acid

ethyl iodide

N-ethyl-N-phenylamine

Downstream raw materials:

p-N,N-diethylaminobenzoic acid ethyl ester

4-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-N,N-diethyl-aniline

N-nitroso N-ethyl-N-(4-nitroaniline)

2,4-dinitro-N-ethylaniline

Refernces

• 1、 Pietrzak, Marek,J?drzejewska, Beata,M?drzejewska, Dorota,Bajorek, Agnieszka. "Convenient Synthesis of p-Aminobenzoic Acids and their Methyl Esters". . p. 45 - 52. Retrieved 2017/01/22.