3,5-bis(ethoxycarbonyl)phenylboronicacid

Base Information

• Chemical Name: 3,5-bis(ethoxycarbonyl)phenylboronicacid
• CAS No.: 932378-94-4
• Molecular Formula: C12H15BO6
• Molecular Weight: 266.058
• Mol file: 932378-94-4.mol

Synonyms:3,5-bis(ethoxycarbonyl)phenylboronicacid;1,3-diethylisophthalate-5-boronic acid

Chemical Property of 3,5-bis(ethoxycarbonyl)phenylboronicacid

Chemical Property:

• Boiling Point: 452.1±55.0 °C(Predicted)
• PKA: 7.04±0.10(Predicted)
• PSA: 93.06000
• Density: 1.25±0.1 g/cm3(Predicted)
• LogP: -0.28020
• Solubility.: soluble in Methanol

Purity/Quality:

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

[3,5-Bis(ethoxycarbonyl)phenyl]boronic Acid (contains varying amounts of Anhydride) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-bis(ethoxycarbonyl)phenylboronicacid

There total 7 articles about 3,5-bis(ethoxycarbonyl)phenylboronicacid 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: 97.0%

diethyl 5-iodo-1,3-benzenedicarboxylate (368455-15-6) → benzene-1,3-dicarboxylethylester-5-boronic acid (932378-94-4)

Guidance literature:

diethyl 5-iodo-1,3-benzenedicarboxylate; With Bis<2-(N,N-dimethylamino)aethyl>aether; isopropylmagnesium chloride; In tetrahydrofuran; at 20 ℃; for 0.5h;

With Trimethyl borate; In tetrahydrofuran; at 0 ℃;

DOI:10.1002/chem.202003878

Reference yield: 80.0%

benzene-1,3-dicarboxylic-5-boronic triacid (881302-73-4) + ethanol (64-17-5) → benzene-1,3-dicarboxylethylester-5-boronic acid (932378-94-4)

Guidance literature:

With sulfuric acid; In water; at 85 ℃; for 13h;

DOI:10.1021/jacs.5b11079

Reference yield: 71.3%

potassium permanganate (7722-64-7) + ethanol (64-17-5) + 3,5-dimethylphenyl boronic acid (172975-69-8) → benzene-1,3-dicarboxylethylester-5-boronic acid (932378-94-4)

Guidance literature:

With sodium hydroxide; sulfuric acid; In water; tert-butyl alcohol; to soln. 1,3-Me2C6H3-5-B(OH)2 and NaOH in t-BuOH-H2O (1:1) at 50°C KMnO4 was added, stirred for 3 h, Na2S2O3 was added, soln. was filtered hot, concd. and acidified to pH 1, ppt. was filtered, mixed with 98% H2SO4 and EtOH, refluxed for 12 h; soln. was concd., water was added, ppt. was filtered, washed with water and dried; elem. anal.;

DOI:10.1021/ja806624j

upstream raw materials:

potassium permanganate

ethanol

3,5-dimethylphenyl boronic acid

benzene-1,3-dicarboxylic-5-boronic triacid

Downstream raw materials:

diethyl 5-(4,6-bis(5-methylthiophen-2-yl)-1,3,5-triazin-2-yl)benzene-1,3-dioate

4′,4''',4′′′′′,4′′′′′′′-ethene-1,1,2,2-tetrayltetrakis{([1,1′-biphenyl]-3,5-dicarboxylic acid)}

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