3-(Ethoxycarbonyl)benzoic acid

Base Information

• Chemical Name: 3-(Ethoxycarbonyl)benzoic acid
• CAS No.: 18189-42-9
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• European Community (EC) Number: 853-671-4
• Nikkaji Number: J1.237.534D
• Wikidata: Q107891290
• Mol file: 18189-42-9.mol

Synonyms:3-(ethoxycarbonyl)benzoic acid;Ethyl hydrogen isophthalate;SCHEMBL557443;isophthalic acid monoethyl ester;isophthalic acid mono ethyl ester;HOPNITFHNCUXTG-UHFFFAOYSA-N;AKOS006293905;EN300-176855

Chemical Property of 3-(Ethoxycarbonyl)benzoic acid

Chemical Property:

• Melting Point: 115-117 °C(Solv: water (7732-18-5))
• Boiling Point: 349.0±25.0 °C(Predicted)
• PKA: 3.83±0.10(Predicted)
• PSA: 66.43000
• Density: 1.241±0.06 g/cm3(Predicted)
• LogP: 0.22680
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC(=C1)C(=O)O

Technology Process of 3-(Ethoxycarbonyl)benzoic acid

There total 9 articles about 3-(Ethoxycarbonyl)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: 93.0%

carbon monoxide (201230-82-2) + 3-iodobenzoic acid methyl ester (58313-23-8) → 4-carboxybenzoic acid ethyl ester (18189-42-9)

Guidance literature:

With amphiphilic resin-supported phosphine-palladium; water; potassium carbonate; at 25 ℃; for 12h; under 760 Torr;

DOI:10.1021/jo990631f

Reference yield: 77.0%

carbon dioxide (124-38-9,18923-20-1) + 3-iodobenzoic acid methyl ester (58313-23-8) → 4-carboxybenzoic acid ethyl ester (18189-42-9)

Guidance literature:

3-iodobenzoic acid methyl ester; With phenyllithium; In tetrahydrofuran; diethyl ether; cyclohexane; at -60 ℃; for 3.88889E-06h; Flow reactor;

carbon dioxide; In tetrahydrofuran; diethyl ether; cyclohexane; at -60 ℃; Flow reactor;

DOI:10.1002/chem.201402520

Reference yield: 65.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + ethanol (64-17-5) + m-bromobenzoic acid (585-76-2) → 4-carboxybenzoic acid ethyl ester (18189-42-9)

Guidance literature:

With dmap; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 90 ℃; for 0.5h; Microwave irradiation;

DOI:10.1039/c3nj00548h

upstream raw materials:

diethyl isophthalate

carbon monoxide

3-iodobenzoic acid methyl ester

ethanol

Downstream raw materials:

N-prop-2-ynyl-isophthalamic acid ethyl ester

3-(3-thiophen-2-yl-[1,2,4]oxadiazol-5-yl)-benzoic acid ethyl ester

3-carbethoxybenzoyl chloride

C₁₅H₂₀N₂O₅