29723-28-2

Basic information

• Product Name: 2,4,6-TRIMETHOXY-BENZOIC ACID METHYL ESTER
• Synonyms: 2,4,6-TRIMETHOXY-BENZOIC ACID METHYL ESTER;RARECHEM AL BF 0532;Methyl 2,4,6-trimethoxybenzoate;NSC 151971
• CAS NO: 29723-28-2
• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23
• Mol File: 29723-28-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 343.8 °C at 760 mmHg
• Flash Point: 152 °C
• Appearance: /
• Density: 1.134 g/cm³
• Vapor Pressure: 6.85E-05mmHg at 25°C
• Refractive Index: 1.494
• CAS DataBase Reference: 2,4,6-TRIMETHOXY-BENZOIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRIMETHOXY-BENZOIC ACID METHYL ESTER(29723-28-2)
• EPA Substance Registry System: 2,4,6-TRIMETHOXY-BENZOIC ACID METHYL ESTER(29723-28-2)

Safety Data

• Hazardous Substances Data: 29723-28-2(Hazardous Substances Data)

Usage

General Description

2,4,6-Trimethoxy-benzoic acid methyl ester, also known as gallic acid methyl ester, is a chemical compound with the molecular formula C11H14O5. It is a methyl ester derivative of gallic acid, a naturally occurring compound found in various plants and fruits. 2,4,6-Trimethoxy-benzoic acid methyl ester is commonly used in the production of pharmaceuticals, flavorings, and fragrances. It has antioxidant properties and is being studied for its potential health benefits, including anti-inflammatory and antimicrobial effects. Additionally, it is used in the synthesis of other organic compounds and as a research tool in chemistry and biochemistry.

InChI:InChI=1/C11H14O5/c1-13-7-5-8(14-2)10(11(12)16-4)9(6-7)15-3/h5-6H,1-4H3

Upstream product

• 186581-53-3 diazomethane 
• 83-30-7 acide 2,4,6-trihydroxybenzoique 
• 7446-70-0 aluminium trichloride 
• 621-23-8 1,2,3-trimethoxybenzene 
• 79-22-1 methyl chloroformate 
• 75-91-2 tert.-butylhydroperoxide 
• 830-79-5 2,4,6-trimethoxybenzaldehyde 
• 67-56-1 methanol 
• 570-02-5 2,4,6-trimethoxybenzoic acid 
• 3147-39-5 methyl 2,4,6-trihydroxybenzoate 
• 19722-76-0 methyl-2,6-dihydroxy-4-methoxybenzoate 
• 67-64-1 acetone 
• 74-88-4 methyl iodide 
• 51116-92-8 methyl 4,6-dimethoxysalicylate 

Downstream Products

• 66625-18-1 2,4,6-Trimethoxy-3-trifluoromethylsulfanyl-benzoic acid methyl ester 
• 80202-76-2 2,4,6,2',4',2'',4''-heptamethoxytriphenylcarbinol 
• 89877-54-3 2-Hydroxy-4,6-dimethoxy-3-methyl-benzoesaeure-methylester 
• 869964-21-6 4,6-bis-tert-butyldimethylsilanyloxy-3-methyl-2-(2-oxoethyl)benzoic acid methyl ester 
• 1402589-17-6 4-(methoxycarbonyl)-6-methyl-5-(2-oxoethyl)-1,3-phenylene dibenzoate 
• 1402589-16-5 5-allyl-4-(methoxycarbonyl)-6-methyl-1,3-phenylene dibenzoate 
• 864514-39-6 methyl 2-allyl-4,6-dihydroxy-3-methylbenzoate 
• 67549-54-6 8-hydroxy-6-methoxy-3,5-dimethylisochroman-1-one 

Relevant articles and documents

Total Synthesis and Biological Evaluation of Irciniastatin A (a.k.a. Psymberin) and Irciniastatin B

Irciniastatin A (a.k.a. psymberin) and irciniastatin B are members of the pederin natural product family, which have potent antitumor activity and structural complexity. Herein, we describe a full account of our total synthesis of (+)-irciniastatin A and (-)-irciniastatin B. Our synthesis features the highly regioselective Eu(OTf)3-catalyzed, DTBMP-assisted epoxide ring opening reaction with MeOH, which enabled a concise synthesis of the C1-C6 fragment, extensive use of AZADO (2-azaadamantane N-oxyl) and its related nitroxyl radical/oxoammonium salt-catalyzed alcohol oxidation throughout the synthesis, and a late-stage assembly of C1-C6, C8-C16, and C17-C25 fragments. In addition, for the synthesis of (-)-irciniastatin B, we achieved the C11-selective control of the oxidation stage via regioselective deprotection and AZADO-catalyzed alcohol oxidation. The synthetic irciniastatins showed high levels of cytotoxic activity against mammalian cells. Furthermore, chemical footprinting experiments using synthetic compounds revealed that the binding site of irciniastatins is the E-site of the ribosome.

Copper-catalyzed methyl esterification of aromatic aldehydes and benzoic alcohols by TBHP as both oxidant and methyl source

A copper-catalyzed synthesis of methyl esters from aromatic aldehydes in the presence of tert-butyl hydrogen peroxide (TBHP) was developed via a radical reaction mechanism. TBHP acts not only as an efficient oxidant, but also as a green methyl source in such transformation. Moreover, this method could also be efficiently extended to the methyl esterification of benzylic alcohols.

TRISUBSTITUTED METHYL ALCOHOLS AND THEIR POLYMERIZABLE DERIVATIVES

Provided herein are trisubstituted methyl alcohols, preferably pH indicators that are substituted with optionally substituted aryl and or optionally substituted heteroaryl groups, and optionally include one or more polymerizable substituents.