Ethyl 4-diethylaminobenzoate

Base Information

• Chemical Name: Ethyl 4-diethylaminobenzoate
• CAS No.: 10287-54-4
• Molecular Formula: C13H19 N O2
• Molecular Weight: 221.299
• Hs Code.: 2922499990
• European Community (EC) Number: 233-635-9
• NSC Number: 147493
• UNII: 577JW2U7GH
• DSSTox Substance ID: DTXSID50145551
• Nikkaji Number: J236.745I
• Wikidata: Q83010119
• Mol file: 10287-54-4.mol

Synonyms:ethyl 4-diEtAB;ethyl 4-diethylaminobenzoate

Chemical Property of Ethyl 4-diethylaminobenzoate

Chemical Property:

• Vapor Pressure: 0.000194mmHg at 25°C
• Melting Point: 39-43°C
• Refractive Index: 1.5175 (estimate)
• Boiling Point: 328°Cat760mmHg
• PKA: 4.13±0.32(Predicted)
• Flash Point: 119°C
• PSA: 29.54000
• Density: 1.03g/cm³
• LogP: 2.70950
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 206

Purity/Quality:

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

Ethyl4-(N,N-Diethylamino)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 4-diethylaminobenzoate

There total 8 articles about Ethyl 4-diethylaminobenzoate 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: 70.0%

ethyl iodide (75-03-6) + p-aminoethylbenzoate (94-09-7) → p-N,N-diethylaminobenzoic acid ethyl ester (10287-54-4)

Guidance literature:

With potassium carbonate; In acetonitrile; at 120 - 130 ℃;

DOI:10.1021/ol0519902

Reference yield: 38.6%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + phosphonic acid diethyl ester (762-04-9) + p-aminoethylbenzoate (94-09-7) → p-N,N-diethylaminobenzoic acid ethyl ester (10287-54-4) + Diethyl (p-ethoxycarbonylphenylaminomethyl)phosphonate (114416-19-2)

Guidance literature:

In benzene; for 3h; Heating;

DOI:10.1007/BF00758444

Reference yield: 24.4%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + p-aminoethylbenzoate (94-09-7) + triethyl phosphite (122-52-1) → diethyl (1-hydroxymethyl)phosphonate (3084-40-0) + p-N,N-diethylaminobenzoic acid ethyl ester (10287-54-4) + diethyl 4,4′-(methylenebis(azanediyl))dibenzoate (74763-68-1) + Diethyl (p-ethoxycarbonylphenylaminomethyl)phosphonate (114416-19-2)

Guidance literature:

In toluene; at 110 - 120 ℃; for 6.5h;

DOI:10.1007/BF00758444

upstream raw materials:

ethanol

4-(diethylamino)benzoic acid

4-amino-benzoic acid

ethyl iodide

Downstream raw materials:

4-(ethyl-nitro-amino)-3,5-dinitro-benzoic acid ethyl ester

N-ethyl-2,4,6-trinitroaniline

ethyl 4-(ethylamino)-3-nitrobenzoate

4-(ethyl-nitroso-amino)-3,5-dinitro-benzoic acid ethyl ester

Refernces

• 1、 Milosevic, Petar,Hecht, Stefan. "Design of branched and chiral solvatochromic probes: Toward quantifying polarity gradients in dendritic macromolecules". . p. 5023 - 5026. Retrieved 2007/10/03.