3-Ethoxycarbonylphenylboronic acid

Base Information

• Chemical Name: 3-Ethoxycarbonylphenylboronic acid
• CAS No.: 4334-87-6
• Molecular Formula: C9H11BO4
• Molecular Weight: 193.995
• Hs Code.: 29319090
• European Community (EC) Number: 626-771-9
• UNII: 63752S6NBJ
• DSSTox Substance ID: DTXSID20390632
• Nikkaji Number: J1.751.724D
• Wikidata: Q72471417
• ChEMBL ID: CHEMBL488800
• Mol file: 4334-87-6.mol

Synonyms:3-Ethoxycarbonylphenylboronic acid;4334-87-6;3-(Ethoxycarbonyl)phenylboronic acid;(3-ethoxycarbonylphenyl)boronic Acid;(3-(ethoxycarbonyl)phenyl)boronic acid;3-carbethoxyphenylboronic acid;m-ethoxycarbonylphenylboronic acid;MFCD02179444;3-Ethoxycarbonylbenzeneboronic acid;BENZOIC ACID, 3-BORONO-, 1-ETHYL ESTER;[3-(ethoxycarbonyl)phenyl]boronic acid;Akos Brn-0097;Ethyl 3-boronobenzoate;Ethyl 3-(Dihydroxyboranyl)Benzoate;3-(ethoxycarbonyl)phenyl boronic acid;Phenylboronic Acid, 2;D05FZP;m-Carbethoxyphenylboronic acid;SCHEMBL361141;3-carboethoxybenzeneboronic acid;CHEMBL488800;3-(carbethoxy)phenylboronic acid;BDBM26123;DTXSID20390632;REHVCPNQQBDOJJ-UHFFFAOYSA-N;63752S6NBJ;3-ethoxycarbonyl-phenylboronic acid;3-ethoxycarbonylphenyl boronic acid;3-(Ethoxycarbonyl)phenylboranic acid;3-ethoxycarbonyl phenyl boronic acid;3-(ethoxycarbonyl)benzeneboronic acid;(3-ethoxycarbonylphenyl) boronic acid;3-(ethoxycarbonyl)-phenylboronic acid;3-(ethoxycarbonyl)phenyl-boronic acid;3-CARBOETHOXYPHENYLBORONIC ACID;AKOS004116253;Benzoic acid, m-borono-, ethyl ester;AB11142;AC-6988;AS-3169;CS-W015758;Benzoic acid, m-borono-, 1-ethyl ester;NCGC00249523-01;PD181022;SY014657;{3-[(ethyloxy)-carbonyl]phenyl}boronic acid;AM20050278;E0848;FT-0615112;EN300-210125;J-510876

Chemical Property of 3-Ethoxycarbonylphenylboronic acid

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 4.45E-06mmHg at 25°C
• Melting Point: 131-136 °C
• Refractive Index: 1.526
• Boiling Point: 368.4 °C at 760 mmHg
• PKA: 7.78±0.10(Predicted)
• Flash Point: 176.6 °C
• PSA: 66.76000
• Density: 1.21 g/cm³
• LogP: -0.45690
• Storage Temp.: 0-6°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.0750390
• Heavy Atom Count: 14
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

3-Ethoxycarbonylphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, T
• Hazard Codes: Xi,T
• Statements: 36/37/38-26-22
• Safety Statements: 37/39-26-36-45-36/37-28

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)C(=O)OCC)(O)O
• Uses: suzuki reaction Reactant for:Palladium-catalyzed Suzuki-Miyaura couplingPalladium-catalyzed arylation of aldehydesReductive cross coupling reactionsPreparation of β3-adrenergic receptor agonistTransmetalation reactions

Technology Process of 3-Ethoxycarbonylphenylboronic acid

There total 1 articles about 3-Ethoxycarbonylphenylboronic 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:

ethanol (64-17-5) + 3-Carboxyphenylboronic acid (25487-66-5) → [3-(ethoxycarbonyl)phenyl]boronic acid (4334-87-6)

Guidance literature:

DOI:10.1021/ja01140a021

Reference yield: 95.0%

(7-bromo-1-benzothiophen-2-yl)methanol (1171926-64-9) + [3-(ethoxycarbonyl)phenyl]boronic acid (4334-87-6) → ethyl 3-[2-(Hydroxymethyl)-1-benzothiophen-7-yl]benzoate (1207970-52-2)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 80 ℃; for 15h;

Reference yield: 94.0%

2-bromo-3-picoline (3430-17-9) + [3-(ethoxycarbonyl)phenyl]boronic acid (4334-87-6) → ethyl 3-(3-methylpyridin-2-yl)benzoate

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In water; toluene; at 80 ℃; for 2h; Inert atmosphere;

upstream raw materials:

ethanol

3-Carboxyphenylboronic acid

Downstream raw materials:

3-(8-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-benzoic acid ethyl ester

3-{3-[2-(benzyloxy)-5-chloro-phenyl]-pyridin-2-yl}-benzoic acid ethyl ester

3-{4-[2-(benzyloxy)-5-chloro-phenyl]-pyridin-3-yl}-benzoic acid ethyl ester

3-[9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl]-benzoic acid ethyl ester