4-Ethoxycarbonyl-2-nitrophenylboronic acid

Base Information

• Chemical Name: 4-Ethoxycarbonyl-2-nitrophenylboronic acid
• CAS No.: 5785-70-6
• Molecular Formula: C9H10BNO6
• Molecular Weight: 238.992
• Hs Code.: 2931900090
• European Community (EC) Number: 690-782-5
• DSSTox Substance ID: DTXSID00378438
• Nikkaji Number: J2.040.764F
• Wikidata: Q72471413
• ChEMBL ID: CHEMBL91674
• Mol file: 5785-70-6.mol

Synonyms:4-Ethoxycarbonyl-2-nitrophenylboronic acid;5785-70-6;(4-ethoxycarbonyl-2-nitrophenyl)boronic acid;4-Ethoxycarbonyl-2-nitrophenylboronicacid;ETHYL 4-BORONO-3-NITROBENZOATE;4-Ethoxycarbonyl-2-nitrophenylboronic Acid (contains varying amounts of Anhydride);4-(ethoxycarbonyl)-2-nitrophenylboronic acid;CHEMBL91674;SCHEMBL4004897;DTXSID00378438;GCDAYMSNTGTFDC-UHFFFAOYSA-N;MFCD02179460;AKOS015838819;CS-W010302;DS-14361;4-Ethoxycarbonyl-2-nitrobenzeneboronic acid;FT-0635852;[4-(ethoxycarbonyl)-2-nitrophenyl]boronic acid;T72654;EN300-7358551;A831639;Benzoic acid, 4-borono-3-nitro-, 1-ethyl ester;3-Nitro-4-(dihydroxyboryl)benzoic acid ethyl ester;J-515274

Chemical Property of 4-Ethoxycarbonyl-2-nitrophenylboronic acid

Chemical Property:

• Vapor Pressure: 1.5E-11mmHg at 25°C
• Melting Point: 116-118℃
• Refractive Index: 1.666
• Boiling Point: 445.3 °C at 760 mmHg
• Flash Point: 223.1 °C
• PSA: 112.58000
• Density: 1.39 g/cm³
• LogP: -0.02550
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 239.0601172
• Heavy Atom Count: 17
• Complexity: 292

Purity/Quality:

99% ^*data from raw suppliers

4-Ethoxycarbonyl-2-nitrophenylboronicacid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=C(C=C1)C(=O)OCC)[N+](=O)[O-])(O)O
• Uses: 4-Ethoxycarbonyl-2-nitrophenylboronic acid

Technology Process of 4-Ethoxycarbonyl-2-nitrophenylboronic acid

There total 1 articles about 4-Ethoxycarbonyl-2-nitrophenylboronic 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: 72.0%

ethyl 4-iodo-3-nitrobenzoate (57362-77-3) → 4-ethoxycarbonyl-2-nitrophenylboronic acid (5785-70-6)

Guidance literature:

ethyl 4-iodo-3-nitrobenzoate; With phenylmagnesium chloride; In tetrahydrofuran; at -60 ℃; for 0.0833333h;

With Trimethyl borate; In tetrahydrofuran; at -60 ℃; for 0.5h;

With hydrogenchloride; In tetrahydrofuran; at -20 ℃;

DOI:10.1016/j.tetlet.2005.04.129

Reference yield: 65.0%

methyl 2-bromomethylbenzoate (2417-73-4) + 4-ethoxycarbonyl-2-nitrophenylboronic acid (5785-70-6) → 4-(2-methoxycarbonylbenzyl)-3-nitrobenzoic acid ethyl ester (935433-66-2)

Guidance literature:

methyl 2-bromomethylbenzoate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 20 ℃; for 0.166667h;

4-ethoxycarbonyl-2-nitrophenylboronic acid; With sodium carbonate; In 1,2-dimethoxyethane; ethanol; water; for 2h;

Reference yield: 65.0%

4-ethoxycarbonyl-2-nitrophenylboronic acid (5785-70-6) → 4-(2-methoxycarbonylbenzyl)-3-nitrobenzoic acid ethyl ester (935433-66-2)

Guidance literature:

methyl 2-bromomethylbenzoate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 20 ℃; for 0.166667h;

4-ethoxycarbonyl-2-nitrophenylboronic acid; With sodium carbonate; In 1,2-dimethoxyethane; ethanol; water;

upstream raw materials:

ethyl 4-iodo-3-nitrobenzoate

Downstream raw materials:

4-(2-methoxycarbonylbenzyl)-3-nitrobenzoic acid ethyl ester

Refernces