3-Methoxyphenylboronic acid

Base Information

• Chemical Name: 3-Methoxyphenylboronic acid
• CAS No.: 10365-98-7
• Molecular Formula: C7H9BO3
• Molecular Weight: 151.958
• Hs Code.: 29319090
• UNII: T4XV2NE6NL
• DSSTox Substance ID: DTXSID50370260
• Nikkaji Number: J778.551H
• Wikidata: Q72517508
• ChEMBL ID: CHEMBL485741
• Mol file: 10365-98-7.mol

Synonyms:3-Methoxyphenylboronic acid;10365-98-7;(3-methoxyphenyl)boronic acid;3-Methoxybenzeneboronic acid;3-methoxyphenyl boronic acid;MFCD00161359;3-methoxyphenylboronicacid;m-methoxyphenylboronic acid;M-METHOXYBENZENEBORONIC ACID;boronic acid, (3-methoxyphenyl)-;T4XV2NE6NL;M-ANISYLBORONIC ACID;Boronic acid, B-(3-methoxyphenyl)-;(3-Methoxyphenyl)Boranediol;cloralbetaine;Phenylboronic Acid, 6;UNII-T4XV2NE6NL;D0ZD6Z;3-methoxylphenylboronic acid;m-methoxy-phenylboronic acid;SCHEMBL5140;3-methoxy phenylboronic acid;3-methoxy-phenylboronic acid;3-methoxyphenyl-boronic acid;3-methoxybenzene boronic acid;3-methoxybenzene-boronic acid;3-methoxyl-phenylboronic acid;3-methoxylphenyl boronic acid;3-(methoxy)phenylboronic acid;3-methoxy phenyl boronic acid;3-methoxy-phenyl-boronic acid;3-methoxylbenzene boronic acid;3- methoxybenzene boronic acid;3-methoxy-benzene boronic acid;3-methyoxy-phenyl boronic acid;3-(methoxy)-phenylboronic acid;CHEMBL485741;(3-methoxy-phenyl)-boronic acid;BDBM26127;NLLGFYPSWCMUIV-UHFFFAOYSA-;dihydroxy-(3-methoxyphenyl)borane;DTXSID50370260;NLLGFYPSWCMUIV-UHFFFAOYSA-N;[3-(methyloxy)phenyl]boronic acid;BCP03523;STK503704;AKOS000266688;AB04236;AC-5360;AS-2330;CS-W000854;SB74535;NCGC00249569-01;BP-12122;PD181465;SY001862;A1871;AM20060324;FT-0615985;M1322;EN300-67368;Q-102219;F9995-1012;Z381513356;3-Methoxylphenylboronic Acid (contains varying amounts of Anhydride);3-Methoxybenzeneboronic acid, m-Methoxybenzeneboronic acid, m-Anisylboronic acid;InChI=1/C7H9BO3/c1-11-7-4-2-3-6(5-7)8(9)10/h2-5,9-10H,1H3

Chemical Property of 3-Methoxyphenylboronic acid

Chemical Property:

• Appearance/Colour: White to light yellow needle crystal
• Vapor Pressure: 0.000149mmHg at 25°C
• Melting Point: 160-163 °C(lit.)
• Refractive Index: 1.524
• Boiling Point: 318.6 °C at 760 mmHg
• PKA: 8.10±0.10(Predicted)
• Flash Point: 146.5 °C
• PSA: 49.69000
• Density: 1.17 g/cm³
• LogP: -0.62500
• Storage Temp.: 0-6°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.0644743
• Heavy Atom Count: 11
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

3-Methoxyphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)OC)(O)O
• Uses: suzuki reaction 3-Methoxyphenylboronic Acid is a phenylboronic acid used to investigate boron function in plants.

Technology Process of 3-Methoxyphenylboronic acid

There total 14 articles about 3-Methoxyphenylboronic 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: 98.0%

3-methoxyphenylboronic acid pinacol ester (325142-84-5) → 3-methoxyphenylboronic acid (10365-98-7,1107579-37-2)

Guidance literature:

With polystyrene boronic acid; trifluoroacetic acid; In acetonitrile; for 18h; Heating;

DOI:10.1016/j.tetlet.2004.07.014

Reference yield: 92.1%

3-methoxyphenyl bromide (2398-37-0) + Trimethyl borate (121-43-7,63156-11-6) → 3-methoxyphenylboronic acid (10365-98-7,1107579-37-2)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; hexane;

Reference yield: 92.0%

Triisopropyl borate (5419-55-6) → 3-methoxyphenylboronic acid (10365-98-7,1107579-37-2)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; hexane; water; toluene; at -78 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/om5006512

upstream raw materials:

triisobutyl borate

(3-methoxyphenyl)magnesium bromide

3-methoxyphenylboronic acid pinacol ester

3-methoxyphenyl bromide

Downstream raw materials:

2-(3-Methoxy-phenyl)-4-methyl-nicotinic acid ethyl ester

2-{2-[2-(3-Methoxy-phenyl)-1H-indol-3-yl]-ethyl}-isoindole-1,3-dione

3-(3-methoxyphenyl)cyclohex-2-en-1-one

3-methoxy-1-iodobenzene

Refernces

• 1、 Han, Min Su,Lim, Taeho,Ryoo, Jeong Yup. "Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source". . p. 10966 - 10972. Retrieved 2020.
• 2、 Kajimoto et al.. "". . p. 1712,1714. Retrieved 1977.
• 3、 Miyamura, Hiroyuki,Yasukawa, Tomohiro,Zhu, Zhiyuan,Kobayashi, Shū. "Asymmetric 1,4-Addition of Arylboronic Acids to β,γ-Unsaturated α-Ketoesters using Heterogeneous Chiral Metal Nanoparticle Systems". supporting information. p. 353 - 359. Retrieved 2019/12/15.