70424-94-1

Basic information

• Product Name: METHYL 3,4,5-TRIS(BENZYLOXY)BENZOATE
• Synonyms: METHYL TRIBENZYLGALLATE;METHYL 3,4,5-TRIBENZYLOXYBENZOATE;METHYL 3,4,5-TRIS(BENZYLOXY)BENZOATE;3,4,5-TRIS(BENZYLOXY)BENZOIC ACID METHYL ESTER;3,4,5-TRIBENZYLOXYBENZOIC ACID METHYL ESTER;3,4,5-Tris(phenylMethoxy)benzoic Acid Methyl Ester;Methyl Tri-O-benzylgallate;NSC 525276
• CAS NO: 70424-94-1
• Molecular Formula: C₂₉H₂₆O₅
• Molecular Weight: 454.51
• Product Categories: Building Blocks for Dendrimers;Functional Materials;Aromatics;Intermediates
• Mol File: 70424-94-1.mol
• Article Data: 65

Chemical Properties

• Melting Point: 98 °C
• Boiling Point: 584.5 °C at 760 mmHg
• Flash Point: 249.3 °C
• Appearance: /
• Density: 1.191 g/cm³
• Vapor Pressure: 1.2E-13mmHg at 25°C
• Refractive Index: 1.605
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Acetone, Chloroform, Dichloromethane
• CAS DataBase Reference: METHYL 3,4,5-TRIS(BENZYLOXY)BENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3,4,5-TRIS(BENZYLOXY)BENZOATE(70424-94-1)
• EPA Substance Registry System: METHYL 3,4,5-TRIS(BENZYLOXY)BENZOATE(70424-94-1)

Safety Data

• Hazardous Substances Data: 70424-94-1(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Intermediate in the production of Gallic Acid derivatives.

InChI:InChI=1/C29H26O5/c1-31-29(30)25-17-26(32-19-22-11-5-2-6-12-22)28(34-21-24-15-9-4-10-16-24)27(18-25)33-20-23-13-7-3-8-14-23/h2-18H,19-21H2,1H3

Upstream product

• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 99-24-1 methyl galloate 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 1123215-07-5 methyl 3,5-bis(benzyloxy)-4-hydroxybenzoate 
• 675616-37-2 methyl 3,4,5-tris(benzyloxy)-2-bromobenzoate 
• 79831-86-0 methyl 3-(benzyloxy)-4,5-dihydroxybenzoate 

Downstream Products

• 1486-48-2 3,4,5-tribenzyloxybenzoic acid 
• 404852-31-9 3,4,5-trisbenzyloxybenzoic acid hydrazide 
• 79831-88-2 3,4,5-tribenzyloxybenzyl alcohol 
• 675616-37-2 methyl 3,4,5-tris(benzyloxy)-2-bromobenzoate 
• 675616-38-3 (E)-methyl 2-(1-octen-1-yl)-3,4,5-tribenzyloxybenzoate 
• 1486-47-1 3,4,5-tris(benzyloxy)benzoyl chloride 
• 882427-75-0 C₅₆H₄₆O₉ 
• 6137-86-6 3,4,5-tribenzyloxybenzaldehyde 
• 804477-04-1 N-(3,4,5-tris(benzyloxy)benzylidene)-N'-tosyl hydrazone 
• 1026985-36-3 5-methyl-2-(methylethyl)phenyl 3,4,5-tribenzyloxybenzoate 
• 479547-23-4 5-(3-hydroxypropyl)benzene-1,2,3-triol 
• 479547-20-1 3-(3,4,5-tris(benzyloxy)phenyl)propan-1-ol 
• 479547-26-7 1,2,3-Tris-benzyloxy-5-(3-bromo-propyl)-benzene 
• 524004-55-5 (Z)-3-(3,4,5-Tris-benzyloxy-phenyl)-acrylic acid ethyl ester 

Relevant articles and documents

A novel and reversible multifunction probe for Al3+and F? by fluorogenic and colorimetric method

A new highly selective and sensitive probe 2-hydroxy-1-formylnaphthalene trihydroxybenzoyl hydrazone (1) was designed and synthesized for sequential detection of Al3+ and F? ions with “OFF-ON-OFF” fluorescent signals. This probe 1 displays high selectivity towards Al3+ among 17 metal cations, the resultant complex [1-Al3+] formed by the coordination of 1 with Al3+ can be recognized as a sequential probe for sensing F?. Moreover, the formation of this 1-Al3+ complex with a 1:1 stoichiometry leads to a significant fluorescence enhancement at 505 nm with high selectivity, for that 1 shows “turn-on” fluorescence response to Al3+ with negligible interferences from other various metal cations, and the resultant sequential probe 1-Al3+ complex exhibits the nearly complete quenching of emission intensity with successive addition of F?, which is only specific for F?, without being hampered by the existence of other various anions. The lowest limit of detection (LOD) values of 1 and 1-Al3+ complex for separately sensing Al3+ and F? ions are determined to be 2.55 × 10?8 M and 1.48 × 10?7 M, respectively. In addition, 1 can severe as a highly selective probe towards Al3+ and F? ions by the “naked-eye” detection, for the solution color easily changing from colorless to yellow-green with the introduction of Al3+ and further to colorless upon subsequent addition of F?.

Preparation of isodehydrodigallic acid using Ullmann condensation

Isodehydrodigallic acid, which is an important component of several ellagitannin compounds, was easily synthesized using a classical Ullmann condensation reaction.

Understanding the regioselectivity in the oxidative condensation of catechins using pyrogallol-type model compounds

Catechins are found in many foods, including tea. These compounds are bioactive. Previous studies have shown that catechins form dimers on oxidation, and there seem to be distinct regioselective effects. However, the dimerization mechanism and regioselectivity are not well understood. Therefore, we investigated the oxidation of four pyrogallol-type model compounds of epigallocatechin (EGC) having various substituents with 1 equiv of copper chloride and 30% dioxane in water. Compounds having 2C-2C or 2C-4C bonds in the B-ring were obtained in different product ratios. Comparison of the oxidation rates of each compound revealed that the model compounds having an oxygen atom corresponding to the 1-position of the C-ring of EGC underwent slow oxidation. In addition, using density functional theory calculations, we found that the highest occupied molecular orbital energies of these compounds were higher than those of the others. Further, the 2C-2C-bonded oxidation product having an A-ring and an oxygen atom at the C-ring 1-position was confirmed to have the highest thermodynamic stability. From these results, it is suggested that the regioselective condensation reaction of the catechin B-ring is related to interactions between the A-rings, as indicated by earlier studies, and the presence of oxygen at the 1-position of the C-ring in EGC.