2-Phenyl-1,3,2-benzodioxaborole

Base Information

• Chemical Name: 2-Phenyl-1,3,2-benzodioxaborole
• CAS No.: 5747-23-9
• Molecular Formula: C12H9BO2
• Molecular Weight: 196.013
• NSC Number: 54020
• DSSTox Substance ID: DTXSID40973002
• Nikkaji Number: J54.867G
• Wikidata: Q72501334
• Mol file: 5747-23-9.mol

Synonyms:2-Phenyl-1,3,2-benzodioxaborole;5747-23-9;2-Phenylbenzo[d][1,3,2]dioxaborole;o-Phenylene benzeneboronate;Benzeneboronic acid, cyclic o-phenylene ester;Benzeneboronic acid, o-phenylene ester;1,3,2-Benzodioxaborole, 2-phenyl-;NSC 54020;2-phenyl-2H-1,3,2-benzodioxaborole;BRN 2938975;AI3-61017;4-16-00-01658 (Beilstein Handbook Reference);MFCD00221620;WLN: T56 BOBOJ CR;2-Phenyl-1,2-benzodioxaborole;C12H9BO2;SCHEMBL1453305;2-phenyl-1,3,2-benzodioxaborol;AMY1097;DTXSID40973002;1,2-Benzodioxaborole, 2-phenyl-;Benzeneboronic acid, catechol ester;C12-H9-B-O2;NSC54020;NSC-54020;AKOS006229488;AS-40041;LS-29190;CS-0174171;FT-0613302

Chemical Property of 2-Phenyl-1,3,2-benzodioxaborole

Chemical Property:

• Vapor Pressure: 0.00503mmHg at 25°C
• Melting Point: 114 °C
• Refractive Index: 1.595
• Boiling Point: 284.7 °C at 760 mmHg
• Flash Point: 126 °C
• PSA: 18.46000
• Density: 1.18g/cm³
• LogP: 1.85320
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 196.0695597
• Heavy Atom Count: 15
• Complexity: 202

Purity/Quality:

98%min ^*data from raw suppliers

2-Phenyl-1,3,2-benzodioxaborole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC2=CC=CC=C2O1)C3=CC=CC=C3

Technology Process of 2-Phenyl-1,3,2-benzodioxaborole

There total 40 articles about 2-Phenyl-1,3,2-benzodioxaborole 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: 100.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + phenylboronic acid (98-80-6) → 2-phenyl-1,3,2-benzodioxaborole (5747-23-9)

Guidance literature:

at 80 ℃; for 1h;

DOI:10.1002/chem.200304793

Reference yield: 99.0%

trimethylphenylsilane (768-32-1) + benzo[1,3,2]dioxaborole (274-07-7) → 2-phenyl-1,3,2-benzodioxaborole (5747-23-9)

Guidance literature:

trimethylphenylsilane; With triethylsilane; bromocatecholborane;

benzo[1,3,2]dioxaborole; at 25 ℃; for 48h;

DOI:10.1021/om900893g

Reference yield: 99.0%

(C5H5)Fe(CO)2(BO2C6H4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → di(cyclopentadienideiron dicarbonyl) (38117-54-3) + 2-phenyl-1,3,2-benzodioxaborole (5747-23-9)

Guidance literature:

In neat (no solvent); detd. by NMR spectroscopy;

DOI:10.1021/om990113v

upstream raw materials:

benzene-1,2-diol

phenylboronic acid

2-phenyl[1,3,2]dioxaborolane

benzo[1,3,2]dioxaborole

Downstream raw materials:

1,4-diphenylpiperidine

2-phenylbenzo[de]isoquinoline-1,3-dione

2-phenylnaphthalene

(pyridine)Ph(C₆H₄O₂B)

Refernces

• 1、 Hamzehpoor, Ehsan,Jonderian, Antranik,McCalla, Eric,Perepichka, Dmitrii F.. "Synthesis of Boroxine and Dioxaborole Covalent Organic Frameworks via Transesterification and Metathesis of Pinacol Boronates". supporting information. p. 13274 - 13280. Retrieved 2021/09/07.
• 2、 Ingleson, Michael J.,Nichol, Gary S.,Uzelac, Marina,Yuan, Kang. "Formation of a hydride containing amido-zincate using pinacolborane". supporting information. p. 14018 - 14026. Retrieved 2021/10/19.