2-Phenoxyphenylboronic acid

Base Information

• Chemical Name: 2-Phenoxyphenylboronic acid
• CAS No.: 108238-09-1
• Molecular Formula: C12H11BO3
• Molecular Weight: 214.029
• Hs Code.: 2931900090
• European Community (EC) Number: 690-012-8
• DSSTox Substance ID: DTXSID20378551
• Nikkaji Number: J2.508.427F
• Wikidata: Q72501062
• ChEMBL ID: CHEMBL3236885
• Mol file: 108238-09-1.mol

Synonyms:2-Phenoxyphenylboronic acid;108238-09-1;2-Phenoxybenzeneboronic acid;(2-phenoxyphenyl)boronic Acid;(2-Phenoxy)phenylboronic acid;Boronic acid, (2-phenoxyphenyl)-;2-Phenoxybenzeneboronicacid;SCHEMBL20600;2-phenoxy-phenyl boronic acid;CHEMBL3236885;AMY1605;DTXSID20378551;AVOWPOFIQZSVGV-UHFFFAOYSA-N;BBL104379;MFCD01001592;STL558636;AKOS003585342;AB07943;CS-W014952;PS-9602;s10938;FT-0613295;P2539;EN300-7376964;A801827;J-510238;Z1695772852;2-Phenoxyphenylboronic Acid (contains varying amounts of Anhydride)

Chemical Property of 2-Phenoxyphenylboronic acid

Chemical Property:

• Vapor Pressure: 4.28E-06mmHg at 25°C
• Melting Point: 104-108 °C(lit.)
• Refractive Index: 1.605
• Boiling Point: 369 °C at 760 mmHg
• PKA: 8.44±0.58(Predicted)
• Flash Point: 176.9 °C
• PSA: 49.69000
• Density: 1.23 g/cm³
• LogP: 1.15870
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.0801244
• Heavy Atom Count: 16
• Complexity: 204

Purity/Quality:

99% ^*data from raw suppliers

2-PhenoxybenzeneboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1OC2=CC=CC=C2)(O)O
• Uses: suzuki reaction Reactant for palladium catalyzed cross-coupling reactions, trifluoromethylation via copper-mediated oxidative cross-coupling, preparation of biologically and pharmacologically active molecules, preparation of pyridazine-based scaffolds as a-helix mimetics.

Technology Process of 2-Phenoxyphenylboronic acid

There total 14 articles about 2-Phenoxyphenylboronic 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: 99.0%

potassium trifluoro(2-phenoxyphenyl)borate + water (7732-18-5) → 2-phenoxyphenylboronic acid (108238-09-1)

Guidance literature:

With silica gel; at 20 ℃; for 2h;

DOI:10.1021/acs.orglett.7b03307

Reference yield: 82.0%

→ 2-phenoxyphenylboronic acid (108238-09-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;

In tetrahydrofuran; at -78 - 20 ℃;

Reference yield: 80.0%

Triisopropyl borate (5419-55-6) + 1-bromo-2-phenoxybenzene (7025-06-1) → 2-phenoxyphenylboronic acid (108238-09-1)

Guidance literature:

1-bromo-2-phenoxybenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

upstream raw materials:

diphenylether

Trimethyl borate

tetrahydroxydiboron

2-phenoxyaniline

Downstream raw materials:

((R)-2,4-dibenzylpiperazin-1-yl)(3-(2-phenoxyphenyl)thiophen-2-yl)methanone

methyl 5-(2-phenoxyphenyl)picolinate

(E)-ethyl 4-oxo-4-(2-(5-(2-phenoxyphenyl)picolinoyl)hydrazinyl)but-2-enoate

C₂₂H₁₇N₃O₅

Refernces

• 1、 Gao, Wen-Xia,Huang, Xiao-Bo,Liu, Miao-Chang,Wu, Hua-Yue,Zhang, Xue,Zhou, Yun-Bing. "Ag-Catalyzed Cyclization of Arylboronic Acids with Elemental Selenium for the Synthesis of Selenaheterocycles". supporting information. p. 5639 - 5644. Retrieved 2020/11/30.
• 2、 -. "Anthracene compound, preparing method of anthracene compound and organic light-emitting device". Paragraph 0128-0131. . Retrieved 2017/05/02.