Phenoxathiin-4-boronic acid

Base Information

• Chemical Name: Phenoxathiin-4-boronic acid
• CAS No.: 100124-07-0
• Molecular Formula: C12H9BO3S
• Molecular Weight: 244.079
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID10370266
• Wikidata: Q72500940
• Mol file: 100124-07-0.mol

Synonyms:Phenoxathiin-4-boronic acid;100124-07-0;Phenoxathiin-4-ylboronic Acid;Phenoxathiin-4-boronicacid;4-PHENOXATHIINYLBORONIC ACID;Boronic acid, B-4-phenoxathiinyl-;C12H9BO3S;SCHEMBL2762793;DTXSID10370266;IIENVBUXFRSCLM-UHFFFAOYSA-N;4-PHENOXATHIINEBORONIC ACID;MFCD01605731;AKOS004113765;AB09295;AS-30500;CS-0155888;FT-0642416;J-000049;J-515922

Chemical Property of Phenoxathiin-4-boronic acid

Chemical Property:

• Appearance/Colour: White to beige crystalline powder
• Vapor Pressure: 3.67E-09mmHg at 25°C
• Melting Point: 162-167 °C
• Refractive Index: 1.712
• Boiling Point: 457.453 °C at 760 mmHg
• PKA: 7.83±0.20(Predicted)
• Flash Point: 230.459 °C
• PSA: 74.99000
• Density: 1.456 g/cm³
• LogP: 1.62330
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 244.0365455
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

98%min ^*data from raw suppliers

PheNoxathiiN-4-boroNic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C2C(=CC=C1)SC3=CC=CC=C3O2)(O)O
• Uses: phenoxathiin-4-boronic acid is used as a chemosensor due to its strong fluorescent when it binds to sugars.

Technology Process of Phenoxathiin-4-boronic acid

There total 3 articles about Phenoxathiin-4-boronic 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: 68.0%

phenoxathiine (262-20-4) + Triisopropyl borate (5419-55-6) → phenoxathiin-4-yl-boronic acid (100124-07-0)

Guidance literature:

phenoxathiine; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 4h;

Triisopropyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 6h;

Reference yield:

boric acid tributyl ester (688-74-4) → phenoxathiin-4-yl-boronic acid (100124-07-0)

Guidance literature:

With diethyl ether; at -70 ℃; anschliessendes Behandeln mit wss. Salzsaeure;

DOI:10.1021/ja01534a048

Reference yield:

diphenylether (101-84-8) → phenoxathiin-4-yl-boronic acid (100124-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfur; aluminum (III) chloride / 4 h / 70 - 100 °C

2.1: n-butyllithium / tetrahydrofuran / 4 h / -78 - 20 °C

2.2: 6 h / -78 - 20 °C

With aluminum (III) chloride; n-butyllithium; sulfur; In tetrahydrofuran;

upstream raw materials:

boric acid tributyl ester

phenoxathiine

Triisopropyl borate

diphenylether

Refernces