3-Formyl-4-methoxyphenylboronic acid

Base Information

• Chemical Name: 3-Formyl-4-methoxyphenylboronic acid
• CAS No.: 121124-97-8
• Molecular Formula: C₈H₉BO₄
• Molecular Weight: 179.968
• Hs Code.: 29319090
• European Community (EC) Number: 627-198-7
• DSSTox Substance ID: DTXSID60374693
• Nikkaji Number: J1.564.382J
• Wikidata: Q72479319
• Mol file: 121124-97-8.mol

Synonyms:3-Formyl-4-methoxyphenylboronic acid;121124-97-8;(3-formyl-4-methoxyphenyl)boronic acid;3-Formyl-4-Methoxybenzeneboronic Acid;5-BORONO-O-ANISALDEHYDE;3-Formyl-4-methoxyphenylboronicacid;Boronic acid, (3-formyl-4-methoxyphenyl)-;3-formyl-4-methoxyphenyl boronic acid;(3-formyl-4-methoxy-phenyl)boronic Acid;SCHEMBL426071;DTXSID60374693;YJQDBKGGRPJSOI-UHFFFAOYSA-N;AMY29889;3-Formyl-4-methoxyphenylboranic acid;MFCD02093661;AKOS004116392;AB10795;CS-W016010;3-formyl 4-methoxy phenyl boronic acid;3-formyl-4-methoxy-phenyl boronic acid;3-formyl-4-methoxy-phenyl-boronic acid;(3-formyl-4-methoxyphenyl)-boronic acid;AC-24808;DS-12249;FT-0615755;EN300-781034;A804662;J-512572;(3-formyl-4-methoxy-phenyl)boronic acid

Chemical Property of 3-Formyl-4-methoxyphenylboronic acid

Chemical Property:

• Appearance/Colour: White to off-white powder, essentially no odor.
• Vapor Pressure: 6.11E-07mmHg at 25°C
• Melting Point: 214-217 °C(lit.)
• Refractive Index: 1.537
• Boiling Point: 394.8 °C at 760 mmHg
• PKA: 8.21±0.10(Predicted)
• Flash Point: 192.5 °C
• PSA: 66.76000
• Density: 1.25 g/cm³
• LogP: -0.81250
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• 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:

98% ^*data from raw suppliers

3-Formyl-4-methoxyphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)OC)C=O)(O)O
• Uses: Reactant for:Copper(I)-mediated cyanationSuzuki-Miyaura cross-coupling reactionsPreparation of biologically and pharmacologically active molecules Reactant for:? ;Copper(I)-mediated cyanation1? ;Suzuki-Miyaura cross-coupling reactions2? ;Preparation of biologically and pharmacologically active molecules3 suzuki reaction

Technology Process of 3-Formyl-4-methoxyphenylboronic acid

There total 1 articles about 3-Formyl-4-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: 94.0%

4-bromo-2-(diethoxymethyl)-1-methoxybenzene (67868-79-5) → 3-formyl-4-methoxyphenylboronic acid (121124-97-8)

Guidance literature:

4-bromo-2-(diethoxymethyl)-1-methoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Inert atmosphere;

With boric acid tributyl ester; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; hexane;

DOI:10.1080/00397910903040252

Reference yield: 92.0%

Chlorotrifluoroethylene (79-38-9,9036-80-0) + 3-formyl-4-methoxyphenylboronic acid (121124-97-8) → 2-methoxy-5-(trifluorovinyl)benzaldehyde

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,4-dioxane; water; at -196 - 100 ℃; for 2h; Inert atmosphere;

Reference yield: 91.5%

3-formyl-4-methoxyphenylboronic acid (121124-97-8) → (3-(hydroxymethyl)-4-methoxy)phenylboronic acid (908142-03-0)

Guidance literature:

With sodium tetrahydroborate; ethanol; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

upstream raw materials:

4-bromo-2-(diethoxymethyl)-1-methoxybenzene

Downstream raw materials:

(3-(hydroxymethyl)-4-methoxy)phenylboronic acid

4-methoxy-3-[(Z)-(2,5-dioxoimidazolidin-4-ylidene)methyl]phenylboronic acid

C₂₄H₂₁NO₄

C₂₆H₃₆BNO₅

Refernces