Ethyl 3-formylbenzoate

Base Information

• Chemical Name: Ethyl 3-formylbenzoate
• CAS No.: 33745-47-0
• Molecular Formula: C10H10 O3
• Molecular Weight: 178.188
• DSSTox Substance ID: DTXSID80454603
• Nikkaji Number: J488.801D
• Wikidata: Q72479200
• Mol file: 33745-47-0.mol

Synonyms:Ethyl 3-formylbenzoate;33745-47-0;3-Formyl-Benzoic Acid Ethyl Ester;3-Ethoxycarbonylbenzaldehyde;3-formylbenzoic acid ethyl ester;Ethyl3-formylbenzoate;3-carbethoxybenzaldehyde;SCHEMBL97218;DTXSID80454603;XZYGRRSTJVFZLS-UHFFFAOYSA-N;MFCD08064275;3-FORMYL-BENZOICACIDETHYLESTER;AKOS006222050;AS-57831;CS-0169487;FT-0713877;F87389;A821918

Chemical Property of Ethyl 3-formylbenzoate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 287.5°Cat760mmHg
• Flash Point: 125°C
• PSA: 43.37000
• Density: 1.145g/cm³
• LogP: 1.67580
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

3-FormylbenzoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC(=C1)C=O
• Uses: Ethyl 3-formylbenzoate is used as pharmaceutical intermediate.

Technology Process of Ethyl 3-formylbenzoate

There total 13 articles about Ethyl 3-formylbenzoate 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: 84.0%

m-formylphenyl benzoic acid (619-21-6) + ethyl iodide (75-03-6) → 3-formyl-benzoic acid ethyl ester (33745-47-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 14h; Inert atmosphere;

DOI:10.1002/chem.201303120

Reference yield: 82.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + m-bromobenzoic aldehyde (3132-99-8) + ethanol (64-17-5) → 3-formyl-benzoic acid ethyl ester (33745-47-0)

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

Reference yield: 75.0%

ethyl 3-bromomethylbenzoate (62290-17-9) → 3-formyl-benzoic acid ethyl ester (33745-47-0)

Guidance literature:

With manganese(IV) oxide; In chloroform; at 60 ℃; for 4h;

DOI:10.1246/cl.2005.194

upstream raw materials:

ethanol

m-formylphenyl benzoic acid

ethyl 3-cyanobenzoate

ethyl 3-bromomethylbenzoate

Downstream raw materials:

5,10,15,20-tetrakis(3’-carboxyphenyl)porphyrin tetraethyl ester

5,10,15,20-tetrakis(3-carboxyphenyl)porphyrin

Refernces

• 1、 Castelló-Micó, Alicia,Knochel, Paul. "Zincation and Magnesiation of Functionalized Silylated Cyanohydrins Using TMP-Bases". . p. 155 - 169. Retrieved 2017/10/07.
• 2、 Horiuchi, Hiroaki,Hosaka, Masahiro,Mashio, Hiroyuki,Terata, Motoki,Ishida, Shintaro,Kyushin, Soichiro,Okutsu, Tetsuo,Takeuchi, Toshiyuki,Hiratsuka, Hiroshi. "Silylation improves the photodynamic activity of tetraphenylporphyrin derivatives in vitro and in vivo". supporting information. p. 6054 - 6060. Retrieved 2014/05/20.