2,3,6-Trimethoxyphenylboronic acid

Base Information

• Chemical Name: 2,3,6-Trimethoxyphenylboronic acid
• CAS No.: 380430-67-1
• Molecular Formula: C9H13BO5
• Molecular Weight: 212.01
• Hs Code.: 2931900090
• European Community (EC) Number: 689-085-9
• DSSTox Substance ID: DTXSID40378573
• Wikidata: Q72513837
• Mol file: 380430-67-1.mol

Synonyms:380430-67-1;2,3,6-TRIMETHOXYPHENYLBORONIC ACID;(2,3,6-trimethoxyphenyl)boronic Acid;2,3,6-Trimethoxybenzeneboronic acid;(2,3,6-TRIMETHOXY)BENZENEBORONIC ACID;AKOS BRN-0423;DTXSID40378573;(2,3,6-trimethoxyphenyl)boronicAcid;MFCD03411944;AKOS004119212;AB14303;PS-9483;CS-0150632;FT-0656722;A25142;H11781;2,3,6-Trimethoxyphenylboronic acid, AldrichCPR;EN300-7370080;2,3,6-TRIMETHOXYBENZENEBORONIC ACID 95%;BORONIC ACID, (2,3,6-TRIMETHOXYPHENYL)-(9CI);Z1509570153

Chemical Property of 2,3,6-Trimethoxyphenylboronic acid

Chemical Property:

• Vapor Pressure: 2.61E-07mmHg at 25°C
• Melting Point: 34-40℃
• Refractive Index: 1.513
• Boiling Point: 405.7 °C at 760 mmHg
• PKA: 8.15±0.58(Predicted)
• Flash Point: 199.1 °C
• PSA: 68.15000
• Density: 1.21g/cm³
• LogP: -0.60780
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 212.0856037
• Heavy Atom Count: 15
• Complexity: 189

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3,6-TrimethoxyphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1OC)OC)OC)(O)O

Technology Process of 2,3,6-Trimethoxyphenylboronic acid

There total 3 articles about 2,3,6-Trimethoxyphenylboronic 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: 99.0%

1,2,3-trimethoxybenzene (621-23-8) + Trimethyl borate (121-43-7,63156-11-6) → 2,3,6-trimethoxyphenylboronic acid (380430-67-1)

Guidance literature:

1,2,3-trimethoxybenzene; With n-butyllithium; In diethyl ether; hexane; at 23 ℃; for 1.5h;

Trimethyl borate; In diethyl ether; hexane; at 23 ℃; for 2h; Further stages.;

DOI:10.1021/jm020335m

Reference yield: 60.7%

Trimethyl borate (121-43-7,63156-11-6) + 1,2,4-trimethoxy-benzene (135-77-3) → 2,3,6-trimethoxyphenylboronic acid (380430-67-1)

Guidance literature:

1,2,4-trimethoxy-benzene; With n-butyllithium; In diethyl ether; hexane; at -10 - 20 ℃; Inert atmosphere;

Trimethyl borate; In diethyl ether; hexane; at -10 ℃; Inert atmosphere;

With water; ammonium chloride; In ethyl acetate;

DOI:10.1080/00397910902805598

Reference yield:

1,2,4-trimethoxy-benzene (135-77-3) → 2,3,6-trimethoxyphenylboronic acid (380430-67-1)

Guidance literature:

1,2,4-trimethoxy-benzene; With n-butyllithium; In diethyl ether; at -40 - 20 ℃;

With Trimethyl borate; In diethyl ether; at -78 - 20 ℃;

With hydrogenchloride; In water; ethyl acetate; at 20 ℃;

upstream raw materials:

1,2,3-trimethoxybenzene

Trimethyl borate

1,2,4-trimethoxy-benzene

Downstream raw materials:

2’,3’,6’-trimethoxyisoflavanone

allyl 4-oxo-3-(2,3,6-trimethoxyphenyl)chroman-3-carboxylate

8-amino-1,2-dihydroxy-benzo[c]chromen-6-one

Refernces

• 1、 Alves, Ana P. L.,Junior, Jose Augusto B. C.,Slana, Glaucia B. A.,Cardoso, Jari N.,Wang, Qiang,Lopes, Rosangela S. C.,Lopes, Claudio C.. "Synthesis of 1,2,4-trimethoxybenzene and its selective functionalization at C-3 by directed metalation". experimental part. p. 3693 - 3709. Retrieved 2009/12/06.