3,5-Difluorophenylboronic acid

Base Information

• Chemical Name: 3,5-Difluorophenylboronic acid
• CAS No.: 156545-07-2
• Molecular Formula: C6H5BF2O2
• Molecular Weight: 157.912
• Hs Code.: 29163990
• DSSTox Substance ID: DTXSID90370229
• Nikkaji Number: J1.049.856B
• Wikidata: Q72463749
• Mol file: 156545-07-2.mol

Synonyms:3,5-Difluorophenylboronic acid;156545-07-2;3,5-Difluorobenzeneboronic Acid;(3,5-difluorophenyl)boronic acid;3,5-difluorophenyl boronic acid;BORONIC ACID, (3,5-DIFLUOROPHENYL)-;MFCD01318138;(3,5-Difluorophenyl)Boranediol;[3,5-difluorophenyl]boronic acid;3,5-difluoro phenylboronic acid;BORONIC ACID, B-(3,5-DIFLUOROPHENYL)-;AKOS BRN-0091;SCHEMBL124847;3, 5-difluorophenylboronic acid;3,5 difluorophenyl boronic acid;3,5-difluoro-phenylboronic acid;3,5-difluorophenyl-boronic acid;BDBM92717;3,5-difluoro-benzeneboronic acid;3,5-difluorobenzene boronic acid;DTXSID90370229;QWQBQRYFWNIDOC-UHFFFAOYSA-N;3,5-difluorophenyl-dihydroxyborane;3,5-Di(tfluorophenyl)boronic Acid;BCP22761;CS-D1004;3,5-Difluorophenylboronic acid (contains varying amounts of Anhydride);STK503721;AKOS000266631;AB08643;BCP9000263;GS-6738;AC-14098;BP-12141;SY004344;AM20060170;D3081;FT-0614591;EN300-117958;Q-102208;Z381540924;(3,5-Difluorophenyl)dihydroxyborane 3,5-Difluorobenzeneboronic acid;3,5-difluorophenyl dihydrogen borate;3,5-DIFLUOROPHENYL BORONIC ACID

Chemical Property of 3,5-Difluorophenylboronic acid

Chemical Property:

• Appearance/Colour: White to beige-yellowish powder
• Vapor Pressure: 1.04E-07mmHg at 25°C
• Melting Point: 210-217 °C
• Refractive Index: 1.562
• Boiling Point: 266.9 °C at 760 mmHg
• PKA: 6.46±0.10(Predicted)
• Flash Point: 115.2 °C
• PSA: 40.46000
• Density: 1.35 g/cm³
• LogP: -0.35540
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 158.0350659
• Heavy Atom Count: 11
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

3,5-Difluorophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi,F
• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-20-19-11-22
• Safety Statements: 26-36-33-16-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC(=C1)F)F)(O)O
• Uses: Reactant involved in:? ;Synthesis of honokiol analogs as angiogenesis inhibitors1? ;Homo-coupling reactions2? ;Suzuki-Miyaura cross-coupling reactions3? ;Enantioselective borane reduction of trifluoroacetophenone4 suzuki reaction 3,5-Difluorophenylboronic Acid is used in the synthesis of N-thiazol-2-yl-benzamides as glucokinase (GK) activators for treatment of type 2 diabetes mellitus (T2DM). Intermediates of Liquid Crystals

Technology Process of 3,5-Difluorophenylboronic acid

There total 5 articles about 3,5-Difluorophenylboronic 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: 85.8%

3,5-difluorobromobenzene (461-96-1) + boric acid (11113-50-1,14635-83-7) → 3,5-difluorophenylboronic acid (156545-07-2)

Guidance literature:

3,5-difluorobromobenzene; With n-butyllithium; In tetrahydrofuran; at -60 ℃; for 2h; Inert atmosphere;

boric acid; In tetrahydrofuran; for 1h; Temperature; Inert atmosphere;

Reference yield: 75.0%

3,5-difluorobromobenzene (461-96-1) → 3,5-difluorophenylboronic acid (156545-07-2)

Guidance literature:

With n-butyllithium; In hexane; at -78 ℃; for 0.5h;

With Triisopropyl borate; In hexane;

3,5-difluorobromobenzene; With hydrogenchloride; In water;

DOI:10.1016/S0040-4020(99)00274-4

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + 3,5-difluorobromobenzene (461-96-1) → 3,5-difluorophenylboronic acid (156545-07-2)

Guidance literature:

With hydrogenchloride; magnesium; In tetrahydrofuran;

upstream raw materials:

3,5-difluorobromobenzene

Trimethyl borate

Triisopropyl borate

1-chloro-3,5-difluorobenzene

Downstream raw materials:

3,5-difluoro-4'-propylbiphenyl

3,5-difluorobiphenyl

3',5'‐difluoro‐[1,1'‐biphenyl]‐4‐carbaldehyde

2-(3,5-difluorophenyl)-3-(4-(methylsulfonyl)phenyl)-2-cyclopenten-1-one

Refernces

• 1、 -. "Preparation method of 3, 5-difluorophenol". Paragraph 0029; 0034-0048. . Retrieved 2021/05/12.
• 2、 Molander, Gary A.,Trice, Sarah L. J.,Kennedy, Steven M.,Dreher, Spencer D.,Tudge, Matthew T.. "Scope of the palladium-catalyzed aryl borylation utilizing bis-boronic acid". supporting information; experimental part. p. 11667 - 11673. Retrieved 2012/09/05.