5-Methoxy-2-formylphenylboronic acid

Base Information

• Chemical Name: 5-Methoxy-2-formylphenylboronic acid
• CAS No.: 40138-18-9
• Molecular Formula: C8H9BO4
• Molecular Weight: 179.968
• Hs Code.: 29310099
• DSSTox Substance ID: DTXSID60370256
• Nikkaji Number: J3.127.539C
• Wikidata: Q72489926
• Mol file: 40138-18-9.mol

Synonyms:5-Methoxy-2-formylphenylboronic acid;40138-18-9;2-Formyl-5-methoxyphenylboronic acid;(2-formyl-5-methoxyphenyl)boronic acid;2-Formyl-5-methoxybenzeneboronic acid;5-Methoxy-2-formylphenylboronicacid;5-METHOXY-2-FORMYLBENZENEBORONIC ACID;SCHEMBL155441;DTXSID60370256;YISYHZMNRATPRA-UHFFFAOYSA-N;MFCD03001335;AKOS004116321;AB12798;AM90095;PS-9548;2-(Dihydroxyboryl)-4-methoxybenzaldehyde;CS-0113149;FT-0612458;N12142;EN300-7363409;A824928;J-500818

Chemical Property of 5-Methoxy-2-formylphenylboronic acid

Chemical Property:

• Appearance/Colour: Yellowish-beige powder
• Vapor Pressure: 9.83E-08mmHg at 25°C
• Melting Point: 155-160 °C
• Refractive Index: 1.537
• Boiling Point: 417.967 °C at 760 mmHg
• PKA: 7.75±0.53(Predicted)
• Flash Point: 206.579 °C
• PSA: 66.76000
• Density: 1.26 g/cm³
• LogP: -0.81250
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 180.0593889
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

5-Methoxy-2-formylphenylboronicacid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1)OC)C=O)(O)O
• Uses: suzuki reaction 5-Methoxy-2-formylphenylboronic acid is a reagent used in the total synthesis of laetevirenol A via intramolecular Friedel-Crafts alkylation.

Technology Process of 5-Methoxy-2-formylphenylboronic acid

There total 3 articles about 5-Methoxy-2-formylphenylboronic 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: 50.0%

4-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1196474-59-5) → (2-formyl-5-methoxyphenyl)boronic acid (40138-18-9)

Guidance literature:

4-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde; With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 0.333333h;

With hydrogenchloride; In water; at 20 ℃; for 2h;

DOI:10.1039/d1cc03026d

Reference yield: 25.0%

4-methoxy-benzaldehyde (123-11-5) → (2-formyl-5-methoxyphenyl)boronic acid (40138-18-9)

Guidance literature:

4-methoxy-benzaldehyde; With n-butyllithium; N,N',N'-trimethylenediamine; In tetrahydrofuran; hexane; at -20 - -7 ℃; for 24.5h; Inert atmosphere;

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

With hydrogenchloride; In tetrahydrofuran; hexane; water; for 0.5h; Reflux;

DOI:10.1002/ejoc.201201575

Reference yield:

→ (2-formyl-5-methoxyphenyl)boronic acid (40138-18-9)

Guidance literature:

upstream raw materials:

4-methoxy-benzaldehyde

4-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Downstream raw materials:

C₂₀H₁₈N₂O₄

aristololactam BIII

4-methoxy-2-[1-(4-trifluoromethoxyphenyl)-1H-imidazol-4-yl]-benzaldehyde

C₂₀H₁₉NO₃