2-Carboxyphenylboronic acid

Base Information

• Chemical Name: 2-Carboxyphenylboronic acid
• CAS No.: 149105-19-1
• Molecular Formula: C7H7BO4
• Molecular Weight: 165.941
• Hs Code.: 29319090
• European Community (EC) Number: 640-144-7
• DSSTox Substance ID: DTXSID50370068
• Nikkaji Number: J1.308.247B
• Wikidata: Q72515671
• Mol file: 149105-19-1.mol

Synonyms:2-Carboxyphenylboronic acid;149105-19-1;2-boronobenzoic acid;2-Carboxybenzeneboronic Acid;Benzoic acid, 2-borono-;2-(dihydroxyboranyl)benzoic acid;MFCD01318118;2-(dihydroxyboryl)benzoic acid;Borobenzoesaure;2-carboxy boronic acid;carboxybenzene boronic acid;SCHEMBL132959;DTXSID50370068;KWNPRVWFJOSGMZ-UHFFFAOYSA-N;BCP03519;STR07417;STK503717;AKOS000264717;AB08634;AC-1543;CS-W000876;2-carboxyphenylboronic acid, AldrichCPR;NCGC00249488-01;SY002442;AM20060970;C2501;FT-0611651;EN300-111912;2-Boronobenzoic acid;Q-102200;Z1201620947

Chemical Property of 2-Carboxyphenylboronic acid

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 1.54E-07mmHg at 25°C
• Melting Point: 138-141 ºC
• Refractive Index: 1.585
• Boiling Point: 412.3 ºC at 760 mmHg
• PKA: 4.27±0.36(Predicted)
• Flash Point: 203.2 ºC
• PSA: 77.76000
• Density: 1.4 g/cm³
• LogP: -0.93540
• Storage Temp.: Keep Cold
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 166.0437389
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

2-Carboxyphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22-36/37
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1C(=O)O)(O)O
• Uses: 2-Carboxyphenylboronic acid is used in the studies on a new class of carbohydrate-binding boronic acids called the boronophthalide; a sugar-binding boronic acids that is soluble and capable of complexing glycosides in neutral water.

Technology Process of 2-Carboxyphenylboronic acid

There total 3 articles about 2-Carboxyphenylboronic 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: 76.0%

2-Methylphenylboronic acid (16419-60-6) → 2-carboxyphenylboronic acid (149105-19-1)

Guidance literature:

With sodium hydroxide; potassium permanganate; at 50 ℃; for 3h;

DOI:10.1055/s-2002-31954

Reference yield: 75.0%

→ 2-carboxyphenylboronic acid (149105-19-1)

Guidance literature:

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + C18H12B3Br3O3 (1229227-01-3) → 2-carboxyphenylboronic acid (149105-19-1)

Guidance literature:

C₁₈H₁₂B₃Br₃O₃; With isopropylmagnesium chloride; In tetrahydrofuran; at -10 ℃; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; at 0 ℃;

upstream raw materials:

2-Methylphenylboronic acid

carbon dioxide

C₁₈H₁₂B₃Br₃O₃

Downstream raw materials:

2-(pyridin-3′-yl) benzoic acid

4'-methoxybiphenyl-2-carboxylic acid

4'-nitro-[1,1'-biphenyl]-2-carboxylic acid

Refernces

• 1、 -. "A process for preparing carboxyl boric acid". Paragraph 0032; 0033. . Retrieved 2017/08/25.