Methyl 2-formylbenzoate

Base Information

• Chemical Name: Methyl 2-formylbenzoate
• CAS No.: 4122-56-9
• Molecular Formula: C9H8O3
• Molecular Weight: 164.161
• Hs Code.: 29183000
• European Community (EC) Number: 802-108-0
• NSC Number: 52152
• DSSTox Substance ID: DTXSID60961507
• Nikkaji Number: J101.519B
• Wikidata: Q72490893
• Mol file: 4122-56-9.mol

Synonyms:Methyl 2-formylbenzoate;4122-56-9;2-Carbomethoxybenzaldehyde;Methyl o-formylbenzoate;Benzoic acid, formyl-, methyl ester;Phthalaldehydic acid, methyl ester;MFCD00204231;2-formylbenzoic acid methyl ester;Methyl 2-formylbenzenecarboxylate;Benzoic acid, 2-formyl-, methyl ester;SCHEMBL121356;METHYL-2-FORMYLBENZOATE;2-(Methoxycarbonyl)benzaldehyde;Formyl-benzoic acid methyl ester;DTXSID60961507;2-formyl-benzoic acid methyl ester;NSC52152;BBL103145;CL8542;NSC-52152;STL556955;AKOS001111170;AM84164;CS-W004677;GLYCEROPHOSPHATEDISODIUMSALT:HYDRATE;SY012783;FT-0628455;EN300-13720;A20418;10X-0992;J-522021;Z54125420

Chemical Property of Methyl 2-formylbenzoate

Chemical Property:

• Appearance/Colour: pale yellow solid.
• Vapor Pressure: 0.004mmHg at 25°C
• Melting Point: 50 °C
• Refractive Index: 1.5411
• Boiling Point: 280.039 °C at 760 mmHg
• Flash Point: 122.171 °C
• PSA: 43.37000
• Density: 1.181 g/cm³
• LogP: 1.28570
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-Formylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1C=O

Technology Process of Methyl 2-formylbenzoate

There total 53 articles about Methyl 2-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: 100.0%

o-carboxybenzaldehyde (119-67-5) + methyl iodide (74-88-4) → methyl o-formylbenzoate (4122-56-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 1h; Heating;

DOI:10.1021/jo00052a066

Reference yield: 98.0%

methanol (67-56-1) + 3-hydroxy-1(3H)-isobenzofuranone (16859-59-9) → methyl o-formylbenzoate (4122-56-9)

Guidance literature:

With potassium carbonate; In acetone; Inert atmosphere;

DOI:10.1016/j.tet.2009.08.066

Reference yield: 91.0%

o-carboxybenzaldehyde (119-67-5) + diazomethyl-trimethyl-silane (18107-18-1) → methyl o-formylbenzoate (4122-56-9)

Guidance literature:

In methanol; hexane; at 20 ℃; for 2h;

DOI:10.1039/c3ob40900g

upstream raw materials:

3-methoxy-3H-isobenzofuran-1-one

methanol

3-chloro-1(3H)-isobenzofuranone

methyl 2-cyanobenzoate

Downstream raw materials:

(Z)-methyl 2-[(5-oxo-2-phenyloxazol-4(5H)-ylidene)-methyl]-benzoate

2-{[(E)-2-(1H-Indol-3-yl)-ethylimino]-methyl}-benzoic acid methyl ester

5,15-Bis(2-(methoxycarbonyl)phenyl)-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphine

2-benzoyloxy-2-(2'-methoxycarbonylphenyl)-acetonitrile

Refernces

• 1、 Murata, Shigeru,Ohtawa, Yasuki,Tomioka, Hideo. "Matrix Studies of the Photolysis of o-Carbomethoxyphenyldiazomethane. Direct Observation of Carbonyl Ylide and Its Photoinduced Valence Tautomerization". . p. 853 - 856. Retrieved 1989.
• 2、 Scherrer, Dominik,Schilling, Mauro,Luber, Sandra,Fox, Thomas,Spingler, Bernhard,Alberto, Roger,Richmond, Craig J.. "Ruthenium water oxidation catalysts containing the non-planar tetradentate ligand, biisoquinoline dicarboxylic acid (biqaH2)". . p. 19361 - 19367. Retrieved 2016.
• 3、 Marcos, Carlos F.,Marcaccini, Stefano,Menchi, Gloria,Pepino, Roberto,Torroba, Tomás. "Studies on isocyanides: synthesis of tetrazolyl-isoindolinones via tandem Ugi four-component condensation/intramolecular amidation". . p. 149 - 152. Retrieved 2008.
• 4、 Roubelakis, Manolis M.,Bediako, D. Kwabena,Dogutan, Dilek K.,Nocera, Daniel G.. "Influence of the proton relay spacer on hydrogen electrocatalysis by cobalt hangman porphyrins". . p. 714 - 723. Retrieved 2021/06/21.
• 5、 Wood, James M.,Satam, Nishikant S.,Almeida, Renata G.,Cristani, Vinicius S.,de Lima, Dênis P.,Dantas-Pereira, Luiza,Salom?o, Kelly,Menna-Barreto, Rubem F.S.,Namboothiri, Irishi N.N.,Bower, John F.,da Silva Júnior, Eufranio N.. "Strategies towards potent trypanocidal drugs: Application of Rh-catalyzed [2?+?2?+?2] cycloadditions, sulfonyl phthalide annulation and nitroalkene reactions for the synthesis of substituted quinones and their evaluation against Trypanosoma cruzi". . . Retrieved 2020/06/23.