Methyl 4-formylbenzoate

Base Information

• Chemical Name: Methyl 4-formylbenzoate
• CAS No.: 1571-08-0
• Deprecated CAS: 1365387-11-6
• Molecular Formula: C9H8O3
• Molecular Weight: 164.161
• Hs Code.: 29183000
• European Community (EC) Number: 216-385-5
• NSC Number: 28459
• UNII: NH766742VV
• DSSTox Substance ID: DTXSID4025610
• Nikkaji Number: J47.044I
• Wikidata: Q27284866
• Metabolomics Workbench ID: 123706
• ChEMBL ID: CHEMBL1607943
• Mol file: 1571-08-0.mol

Synonyms:METHYL 4-FORMYLBENZOATE;1571-08-0;Methyl p-formylbenzoate;4-Carbomethoxybenzaldehyde;Benzoic acid, 4-formyl-, methyl ester;Methyl terephthalaldehydate;4-(Methoxycarbonyl)benzaldehyde;p-Carbomethoxybenzaldehyde;Methyl-p-formyl benzoate;4-Formylbenzoic Acid Methyl Ester;Methyl terephthaldehydate;Terephthalaldehydic acid, methyl ester;Methyl benzaldehyde-4-carboxylate;methyl4-formylbenzoate;p-Formylbenzoic acid methyl ester;4-Carboxybenzaldehyde methyl ester;p-Methoxycarbonylbenzaldehyde;2-Methoxycarbonylbenzaldehyde;MFCD00006950;methyl-4-formylbenzoate;NSC 28459;CCRIS 6063;HSDB 5842;EINECS 216-385-5;Terephthalaldehydic Acid Methyl Ester;UNII-NH766742VV;p-(Methoxycarbonyl)benzaldehyde;DTXSID4025610;NH766742VV;4-formyl-benzoic acid methyl ester;NSC-28459;DTXCID005610;CAS-1571-08-0;Methyl 4-FormYl-Benzoate;methyl p formylbenzoate;Methyl 4-formylbezoate;methyl 4 formylbenzoate;mono-Methyl terephthlate;p-carbomethoxybenzaldehye;4-Carbmethoxybenzaldehyde;methyl-4-formyl-benzoate;4-carbomethoxy benzaldehyde;4-Formylbenzoic acid methyl;4-methoxycarbonylbenzaldehyde;SCHEMBL79533;4-formyl benzoic acid methyl;MLS002415742;Methyl 4-formylbenzoate, 99%;4-formylbenzoic acid methylester;CHEMBL1607943;methyl 4-formylbenzenecarboxylate;4-HC(O)-C6H4-COOCH3;4-formylbenzoic acid, methyl ester;NSC28459;STR02252;Tox21_202369;Tox21_303302;AB9721;BBL011959;LS-903;STK199271;AKOS000268627;AS-5672;CS-W009013;METHYL 4-FORMYLBENZOATE [HSDB];NCGC00091198-01;NCGC00091198-02;NCGC00091198-03;NCGC00091198-04;NCGC00257074-01;NCGC00259918-01;AC-23115;AC-24989;BP-12332;SMR001252203;SY003456;AM20060844;BB 0265897;FT-0633673;T0012;EN300-15457;A25132;Q-201377;Q27284866;Z18297598

Chemical Property of Methyl 4-formylbenzoate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 4.41E-05mmHg at 25°C
• Melting Point: 59-63 °C(lit.)
• Refractive Index: 1.5260 (estimate)
• Boiling Point: 265 °C at 760 mmHg
• Flash Point: 144 °C
• PSA: 43.37000
• Density: 1.181 g/cm³
• LogP: 1.28570
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: insoluble
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

≥99% ^*data from raw suppliers

4-FormylbenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: COC(=O)C1=CC=C(C=C1)C=O
• Uses: 4-Formylbenzoic Acid Methyl Ester is a benzoic acid derivative with antioxidant activity. Methyl 4-formylbenzoate is used in the preparation of dimethyl terephthalate. It is also used as an active pharmaceutical ingredient intermediate and fluorescent brightener intermediate.

Technology Process of Methyl 4-formylbenzoate

There total 142 articles about Methyl 4-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: 91.0%

methyl 4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]benzoate (862387-17-5) → 1,2,3,4,5-pentamethylcyclopentadiene (4045-44-7) + methyl 4-formylbenzoate (1571-08-0)

Guidance literature:

With trichloroacetic acid; In dichloromethane; at 28 ℃; for 1.5h;

DOI:10.1016/j.tet.2006.01.097

Reference yield: 89.0%

4-Carboxybenzaldehyde (619-66-9) + methyl salicylate (119-36-8,8024-54-2) → salicylic acid (69-72-7,25496-36-0,8052-31-1) + methyl 4-formylbenzoate (1571-08-0)

Guidance literature:

4-Carboxybenzaldehyde; With potassium carbonate; In N,N-dimethyl acetamide; at 110 ℃; for 0.5h;

methyl salicylate; at 110 ℃; for 24h;

DOI:10.1055/s-0033-1340285

Reference yield: 85.0%

di(p-tolyl) sulfoxide (1774-35-2) + 4-(methoxycarbonyl)benzyl alcohol (6908-41-4,58590-49-1) → di-(p-tolyl)sulfane (620-94-0) + methyl 4-formylbenzoate (1571-08-0)

Guidance literature:

With per-rhenic acid; In toluene; for 24h; Reflux;

DOI:10.1016/j.tetlet.2012.08.145

upstream raw materials:

1,4-benzenedicarboxylic acid dimethyl ester

ethanol

2-nitropropane

Methyl 4-(bromomethyl)benzoate

Downstream raw materials:

1-((4-formylphenyl)carbonyl)piperidine

methyl 4-(1,3-dioxolan-2-yl)benzoate

4-((E)-3-oxoprop-1-enyl)-benzoic acid methyl ester

1,2-bis(4-chlorophenyl)ethane

Refernces

Heteroleptic dipyrrin/bipyridine complexes of ruthenium(ll)

10.1021/ic8016497

The research focuses on the synthesis and characterization of heteroleptic dipyrrinato/2,2'-bipyridine complexes of Ruthenium(II), marking the first report of such complexes. The study involves the preparation of ligand L from methyl 4-formylbenzoate, followed by its reaction with [Ru(bipy)2Cl2] under microwave irradiation to form complex [1a]PF6. This complex is then hydrolyzed to yield complex 1b, which is characterized by various spectroscopic techniques including 1H NMR, 13C NMR, ESI-MS, UV/vis spectroscopy, and X-ray crystallography. The research also explores the coordination chemistry of dipyrromethene (dipyrrin) ligands and their potential applications in light-harvesting and energy transfer systems. The study further investigates the electronic transitions and vibrational modes of the complexes using resonance Raman spectroscopy and discusses the potential of these complexes as dyes in dye-sensitized solar cells. The experiments also include the synthesis of complex 2a and its conversion to 2b, with detailed analyses of their UV/vis absorption spectra and resonance Raman spectra to understand the electronic transitions and chromophores involved. The research concludes with the potential of these complexes for light-harvesting and energy transfer, suggesting further work to explore their applications in solar cells.