9-Phenanthreneboronic Acid

Base Information

• Chemical Name: 9-Phenanthreneboronic Acid
• CAS No.: 68572-87-2
• Molecular Formula: C14H11BO2
• Molecular Weight: 222.051
• Hs Code.: 29319090
• European Community (EC) Number: 627-783-7
• ChEMBL ID: CHEMBL140467
• DSSTox Substance ID: DTXSID80472347
• Nikkaji Number: J261.080I
• Wikidata: Q72500785
• Mol file: 68572-87-2.mol

Synonyms:9-Phenanthreneboronic Acid;68572-87-2;9-Phenanthracenylboronic acid;Phenanthren-9-ylboronic Acid;Phenanthrene-9-boronic acid;9-phenanthrenylboronic acid;9-Phenanthreneboronicacid;9-phenanthrene boronic acid;PHENANTHRACENE-9-BORONIC ACID;CHEMBL140467;MFCD00143524;9-phenanthrylboronic acid;9-Phenanthreneboronic Acid (contains varying amounts of Anhydride);Boronic acid, 9-phenanthrenyl-;9-BAPA;SCHEMBL368234;(phenanthren-9-yl)boronic acid;DTXSID80472347;JCDAUYWOHOLVMH-UHFFFAOYSA-N;BCP22764;BDBM50067909;AKOS008901242;AB03875;BCP9000204;CS-W002428;AS-15952;SY014923;AM20060975;FT-0641194;P1093;EN300-7383692;A836187;J-519520

Chemical Property of 9-Phenanthreneboronic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 165-170 °C
• Refractive Index: 1.71
• Boiling Point: 479.505 °C at 760 mmHg
• PKA: 8.53±0.30(Predicted)
• Flash Point: 243.796 °C
• PSA: 40.46000
• Density: 1.268 g/cm³
• LogP: 1.67280
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in DMSO.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.0852098
• Heavy Atom Count: 17
• Complexity: 269

Purity/Quality:

99.0% ^*data from raw suppliers

9-Phenanthreneboronic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=CC=CC=C2C3=CC=CC=C13)(O)O
• Uses: 9-Phenanthreneboronic Acid is used as an fluorescent analytical reagent in sensing systems for glucose-specific detection. 9-Phenanthracenylboronic acid is used as an fluorescent analytical reagent in sensing systems for glucose-specific detection and in suzuki reaction. suzuki reaction

Technology Process of 9-Phenanthreneboronic Acid

There total 7 articles about 9-Phenanthreneboronic 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: 89.0%

Triisopropyl borate (5419-55-6) + 9-bromophenanthrene (573-17-1) → 9-phenanthrenylboronic acid (68572-87-2)

Guidance literature:

Triisopropyl borate; 9-bromophenanthrene; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 ℃; for 1h;

With hydrogenchloride; water; In tetrahydrofuran; hexanes; at -20 - 18 ℃; for 1h;

Reference yield: 83.9%

Trimethyl borate (121-43-7,63156-11-6) + 9-bromophenanthrene (573-17-1) + water (7732-18-5) → 9-phenanthrenylboronic acid (68572-87-2)

Guidance literature:

9-bromophenanthrene; With iodine; magnesium; In tetrahydrofuran; at 35 ℃; for 1h; Reflux;

Trimethyl borate; In tetrahydrofuran; at -40 - 20 ℃; for 1h;

water; With hydrogenchloride; In tetrahydrofuran; pH=1;

Reference yield: 82.0%

Trimethyl borate (121-43-7,63156-11-6) + 9-bromophenanthrene (573-17-1) → 9-phenanthrenylboronic acid (68572-87-2)

Guidance literature:

9-bromophenanthrene; With n-butyllithium; In tetrahydrofuran; at -78 - 0 ℃; for 1h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 12h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; for 0.5h; Inert atmosphere;

upstream raw materials:

boric acid tributyl ester

Triisopropyl borate

9-bromophenanthrene

Trimethyl borate

Downstream raw materials:

2-(9-phenanthryl)-5-methoxybenzaldehyde

1-[1-{2-(1-naphthyl)-5-methoxyphenyl}]-2-methoxyethene

9-(2-(epoxyethyl)-4-methoxyphenyl)phenanthrene

1,2,4-tris-(9'-phenanthryl)benzene

Refernces

• 1、 Yang, Garam,Lee, Hayoon,Lee, Suji,Jung, Hyocheol,Shin, Hwangyu,Lee, Jaehyun,Park., Jongwook. "Synthesis and luminescent properties of poly(9-(3-Vinyl-phenyl)-phenanthrene)". . p. 1748 - 1751. Retrieved 2016.
• 2、 -. "Preparation method of dibenzo [g,p] condensed naphthalene compound". Paragraph 0108-0111. . Retrieved 2020/03/25.
• 3、 -. "Naphtho-fluorene carbazole compound and application thereof". Paragraph 0086; 0089-0091. . Retrieved 2018/03/26.