135159-25-0

Basic information

• Product Name: 2,4,6-TRIMETHOXYBENZENEBORONIC ACID
• Synonyms: 1,3,5-TRIMETHOXYBENZENE-2-BORONIC ESTER;2,4,6-TRIMETHOXYPHENYLBORONIC ACID;2,4,6-TRIMETHOXYBENZENEBORONIC ACID;AKOS BRN-0177;1,3,5-TRIMETHOXYBENZENE-2-BRONIC ESTER
• CAS NO: 135159-25-0
• Molecular Formula: C₉H₁₃BO₅
• Molecular Weight: 212.01
• EINECS: -0
• Mol File: 135159-25-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 96-100℃
• Boiling Point: 413.823 °C at 760 mmHg
• Flash Point: 204.073 °C
• Appearance: /
• Density: 1.218 g/cm³
• Vapor Pressure: 1.37E-07mmHg at 25°C
• Refractive Index: 1.513
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 9.00±0.58(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 4315581
• CAS DataBase Reference: 2,4,6-TRIMETHOXYBENZENEBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRIMETHOXYBENZENEBORONIC ACID(135159-25-0)
• EPA Substance Registry System: 2,4,6-TRIMETHOXYBENZENEBORONIC ACID(135159-25-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 135159-25-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 135159-25-0 differently. You can refer to the following data:
1. suzuki reaction
2. 2,4,6-Trimethoxybenzeneboronic acid is used as an intermediate in organic syntheses and in Suzuki reaction.

InChI:InChI=1/C9H13BO5/c1-13-6-4-7(14-2)9(10(11)12)8(5-6)15-3/h4-5,11-12H,1-3H3

Upstream product

• 621-23-8 1,2,3-trimethoxybenzene 

Downstream Products

• 186342-55-2 2-(N-dicyclopropylmethyl-N-propylamino)-4-(2',4',6'-trimethoxyphenyl)pyrimidine 
• 1592413-76-7 2-(2,4-dimethoxyphenyl)-6-(2,4,6-trimethoxyphenyl)pyridine 
• 1417896-45-7 C₂₉H₃₈O₅ 
• 1402162-86-0 1-(2,4,6-trimethoxyphenyl)-1,9-dihydro[60]fullerene 
• 1352123-18-2 (2R,3S,4R)-8-bromo-3,5,7,3',4'-pentabenzyloxy-4-(2'',4'',6''-trimethoxyphenyl)-flavan 
• 1263303-70-3 C₂₅H₂₄O₅S 
• 621-23-8 1,2,3-trimethoxybenzene 
• 22807-99-4 1,3,5-trimethoxy-2-(phenylmethyl)benzene 
• 856132-23-5 tetra(tertbutyl) 2,2',2,2'''-{[6-N-(4-methoxytrityl)aminohexyl-imino]bis(methylene)bis[4-(2,4,6-trimethoxyphenyl)pyridine-6,2-diyl]bis(methylenenitrilo)}tetrakis(acetate) 
• 856133-07-8 diethyl 4-(2,4,6-trimethoxyphenyl)pyridine-2,6-dicarboxylate 
• 135159-06-7 2-{2'-Hydroxy-6,4',6'-trimethoxy-3'-[(E)-3-(4-methoxy-phenyl)-acryloyl]-biphenyl-3-yl}-5,7-dimethoxy-chromen-4-one 
• 3778-26-5 Amentoflavon 
• 335343-08-3 5,5-dimethyl-2-(2,4,6-trimethoxyphenyl)-1,3,2-dioxaborinane 

Relevant articles and documents

Pd(DPEPhos)Cl2-catalyzed Negishi cross-couplings for the formation of biaryl and diarylmethane phloroglucinol adducts

Several functionalized biaryls and diarylmethanes containing the phloroglucinol subunit were synthesized in 55-85% yields using Negishi cross-couplings of 2,4,6-trimethoxyphenylzinc chloride with aryl and benzyl halides in the presence of catalytic quantities of Pd(DPEPhos)Cl2. These simple to prepare couplings were generally complete in 1-24 h depending on the halide, and were applicable to aryl and benzyl halides containing both electron-donating and electron-withdrawing groups.

Suzuki cross-coupling reaction of sterically hindered aryl boronates with 3-iodo-4-methoxybenzoic acid methylester

The cross-coupling reaction of 3-iodo-4-methoxybenzoic acid methylester with sterically hindered arylboronic esters and especially 5,5-dimethyl-2-mesityl-1,3,2-dioxaborinane, is reported. The optimisation of the process in order to obtain biaryls in good yield by using anhydrous benzene at reflux and sodium phenoxide in the presence of 0.06 equiv. of Pd(PPh3)4 is described. (C) 2000 Elsevier Science Ltd.