(2,3,5,6-tetrafluorophenyl)boronic Acid

Base Information

• Chemical Name: (2,3,5,6-tetrafluorophenyl)boronic Acid
• CAS No.: 511295-01-5
• Molecular Formula: C6H3BF4O2
• Molecular Weight: 193.893
• Hs Code.: 2931900090
• European Community (EC) Number: 640-450-0
• DSSTox Substance ID: DTXSID20382552
• Nikkaji Number: J1.853.696J
• Wikidata: Q72505217
• Mol file: 511295-01-5.mol

Synonyms:511295-01-5;(2,3,5,6-tetrafluorophenyl)boronic Acid;2,3,5,6-Tetrafluorophenylboronic acid;2,3,5,6-Tetrafluorobenzeneboronic acid;MFCD04039310;Boronic acid, (2,3,5,6-tetrafluorophenyl)-;SCHEMBL2558373;DTXSID20382552;AMY25695;AKOS005258037;2,3,5,6-Tetrafluorophenylboranic acid;AB17325;(2,3,5,6-tetrafluorophenyl)boronicAcid;BS-22455;CS-0175110;D82290;A828455

Chemical Property of (2,3,5,6-tetrafluorophenyl)boronic Acid

Chemical Property:

• Vapor Pressure: 0.00525mmHg at 25°C
• Melting Point: 143-145°C
• Refractive Index: 1.446
• Boiling Point: 263.2 °C at 760 mmHg
• PKA: 6.06±0.58(Predicted)
• Flash Point: 113 °C
• Density: 1.53 g/cm³
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 194.0162221
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3,5,6-TetrafluorobenzeneboronicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C(=CC(=C1F)F)F)F)(O)O
• Uses: 2,3,5,6-Tetrafluorobenzeneboronic Acid can be used as an antitumor drug.

Technology Process of (2,3,5,6-tetrafluorophenyl)boronic Acid

There total 3 articles about (2,3,5,6-tetrafluorophenyl)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: 48.0%

Trimethyl borate (121-43-7,63156-11-6) + 1,2,4,5-Tetrafluorobenzene (327-54-8) → 2,3,5,6-tetrafluorophenyl(dihydroxy)borane (511295-01-5)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; n-BuLi in 2.5 M hexane soln. was added to ethereal soln. of C6F4H between -60 and -70 °C, 1.5 equiv. of cold (-70 °C) B(OMe)3 soln. was added in ether, mixt. was stirred for 1 h at -60 °C, warmedup to 15 °C within 1 h; poured into 5 % HCl, org. layer was sepd., aq. layer was twice extd. with ether, extracts were combined, dried with MgSO4, evapn., recrystn. from hot toluene, elem. anal.;

DOI:10.1002/1521-3749(200213)628:13<2827::AID-ZAAC2827>3.0.CO;2-N

Reference yield:

tris(2,3,5,6-tetrafluorophenyl)boroxine (223440-95-7) + water (7732-18-5) → 2,3,5,6-tetrafluorophenyl(dihydroxy)borane (511295-01-5)

Guidance literature:

In acetonitrile;

DOI:10.1002/1521-3749(200213)628:13<2827::AID-ZAAC2827>3.0.CO;2-N

Reference yield:

C4H10O2*C14H8BF8O2(1-)*Li(1+) → (2,3,5,6-C6HF4)2BOH + 2,3,5,6-tetrafluorophenyl(dihydroxy)borane (511295-01-5)

Guidance literature:

With hydrogenchloride; water;

DOI:10.1135/cccc20081681

upstream raw materials:

Trimethyl borate

1,2,4,5-Tetrafluorobenzene

tris(2,3,5,6-tetrafluorophenyl)boroxine

water

Downstream raw materials:

1,2,4,5-Tetrafluorobenzene

tris(2,3,5,6-tetrafluorophenyl)boroxine

1-deutero-2,3,5,6-tetrafluorobenzene

2,2',3,3',5,5',6,6'-octafluoro-1,1'-biphenyl

Refernces

• 1、 Frohn,Adonin,Bardin,Starichenko. "Polyfluoroorganoboron-oxygen compounds. 1: Polyfluorinated aryl(dihydroxy)boranes and tri(aryl)boroxins". . p. 2827 - 2833. Retrieved 2008/10/08.