2,4,6-TRIMETHOXYBENZENEBORONIC ACID

Base Information

• Chemical Name: 2,4,6-TRIMETHOXYBENZENEBORONIC ACID
• CAS No.: 135159-25-0
• Molecular Formula: C9H13BO5
• Molecular Weight: 212.01
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID40400722
• Nikkaji Number: J2.296.486K
• Wikidata: Q82203740
• Mol file: 135159-25-0.mol

Synonyms:1,3,5-trimethoxybenzene-2-bronic ester;Boronicacid, (2,4,6-trimethoxyphenyl)- (9CI);

Chemical Property of 2,4,6-TRIMETHOXYBENZENEBORONIC ACID

Chemical Property:

• Vapor Pressure: 1.37E-07mmHg at 25°C
• Melting Point: 96-100℃
• Refractive Index: 1.513
• Boiling Point: 413.823 °C at 760 mmHg
• PKA: 9.00±0.58(Predicted)
• Flash Point: 204.073 °C
• PSA: 68.15000
• Density: 1.218 g/cm³
• LogP: -0.60780
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 212.0856037
• Heavy Atom Count: 15
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

2,4,6-TrimethoxyphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=C(C=C1OC)OC)OC)(O)O
• Uses: suzuki reaction 2,4,6-Trimethoxybenzeneboronic acid is used as an intermediate in organic syntheses and in Suzuki reaction.

Technology Process of 2,4,6-TRIMETHOXYBENZENEBORONIC ACID

There total 1 articles about 2,4,6-TRIMETHOXYBENZENEBORONIC ACID 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: 71.0%

1,2,3-trimethoxybenzene (621-23-8) → (2,4,6-trimethoxyphenyl)boronic acid (135159-25-0)

Guidance literature:

1,2,3-trimethoxybenzene; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

With Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With water; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2011.01.030

Reference yield: 90.0%

tetra(tert-butyl) 2,2',2,2'-{[6-N-(4-methoxytrityl)hexylimino]bis(methylene)bis-(4-bromopyridine-6,2-diyl)bis(methylenenitrilo)}tetrakis(acetate) (856134-28-6) + (2,4,6-trimethoxyphenyl)boronic acid (135159-25-0) → 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) (856132-23-5)

Guidance literature:

With caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In DMF (N,N-dimethyl-formamide); at 95 ℃;

Reference yield: 90.0%

3'-iodo-5,7,4'-trimethoxyflavone (3754-52-7) + (2,4,6-trimethoxyphenyl)boronic acid (135159-25-0) → 5,7-Dimethoxy-2-(6,2',4',6'-tetramethoxy-biphenyl-3-yl)-chromen-4-one (135159-05-6)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; for 5h; Heating;

DOI:10.1016/S0040-4039(00)79688-2

upstream raw materials:

1,2,3-trimethoxybenzene

Downstream raw materials:

5,7-Dimethoxy-2-(6,2',4',6'-tetramethoxy-biphenyl-3-yl)-chromen-4-one

5,5-dimethyl-2-(2,4,6-trimethoxyphenyl)-1,3,2-dioxaborinane

2-(N-dicyclopropylmethyl-N-propylamino)-4-(2',4',6'-trimethoxyphenyl)pyrimidine

Amentoflavon