3,4-Difluorophenylboronic acid

Base Information

• Chemical Name: 3,4-Difluorophenylboronic acid
• CAS No.: 168267-41-2
• Molecular Formula: C6H5BF2O2
• Molecular Weight: 157.912
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID30370228
• Nikkaji Number: J1.349.725G
• Wikidata: Q72463752
• Mol file: 168267-41-2.mol

Synonyms:3,4-Difluorophenylboronic acid;168267-41-2;(3,4-difluorophenyl)boronic acid;3,4-Difluorobenzeneboronic acid;3,4-fluorobenzene boronic acid;3,4-difluoro phenylboronic acid;3,4-difluorophenyl boronic acid;BORONIC ACID, (3,4-DIFLUOROPHENYL)-;MFCD00807405;(3,4-Difluorophenyl)Boranediol;BORONIC ACID, B-(3,4-DIFLUOROPHENYL)-;3,4-difluorphenylboronic acid;AKOS BRN-0090;SCHEMBL128893;3,4-diflurophenyl boronic acid;(3,4-difluorophenyl)boronicacid;3,4-di-fluorophenylboronic acid;3,4-difluoro-phenylboronic acid;3,4-difluoro-benzeneboronic acid;3,4-difluorobenzene boronic acid;DTXSID30370228;RMGYQBHKEWWTOY-UHFFFAOYSA-N;BCP22748;CS-D1003;dihydroxy(3,4-difluorophenyl)borane;STK009924;B-(3,4-difluorophenyl)-boronic acid;AKOS000264712;AB07331;AC-5381;BCP9000262;GS-6748;[3,4-bis(fluoranyl)phenyl]boronic acid;BP-10722;SY007939;AM20060169;D3350;FT-0614277;A26849;EN300-117462;A810954;Q-102207;5-(4-CHLOROPHENYL)-2-THIOPHENECARBOXALDEHYDE;Z57073894;3,4-Difluorophenylboronic Acid (contains varying a mounts of Anhydride)

Chemical Property of 3,4-Difluorophenylboronic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.136mmHg at 25°C
• Melting Point: 289-290 °C
• Refractive Index: 1.493
• Boiling Point: 265.4 °C at 760 mmHg
• PKA: 7.59±0.10(Predicted)
• Flash Point: 114.3 °C
• PSA: 40.46000
• Density: 1.35 g/cm³
• LogP: -0.35540
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 158.0350659
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

98% ^*data from raw suppliers

3,4-Difluorophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)F)F)(O)O
• Uses: suzuki reaction 3,4-Difluorophenylboronic Acid is used as a building block in the synthesis of several organic compounds including that of substituted 6-phenylpurine bases and nucleosides via Suzuki-Miyaura cross-coupling reactions which show significant cytostatic activity in CCRF-CEM, HeLa, and L1210 cell lines. It is also used in the preparation of a potent cell penetrant Legumain inhibitor, 10t. Intermediates of Liquid Crystals

Technology Process of 3,4-Difluorophenylboronic acid

There total 3 articles about 3,4-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: 41.0%

3,4-difluorophenylmagnesium bromide (90897-92-0) → (3,4-difluorophenyl)boronic acid (168267-41-2)

Guidance literature:

With Triisopropyl borate; In tetrahydrofuran; at -40 - 0 ℃;

DOI:10.1021/jm058164j

Reference yield:

C14H21BF2O2 → (3,4-difluorophenyl)boronic acid (168267-41-2)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; pH=5;

DOI:10.1039/c004250a

Reference yield:

C6H3BF5(1-) (1033691-65-4) → (3,4-difluorophenyl)boronic acid (168267-41-2)

Guidance literature:

In phosphate buffer; pH=6.9 - 7.0; Kinetics;

DOI:10.1021/jo800681d

upstream raw materials:

3,4-difluorophenylmagnesium bromide

C₆H₃BF₅^(1-)

Downstream raw materials:

4-(3,4-difluorophenyl)-3-methyl-2(5H)-furanone

tert-butyl 4-(3,4-difluorophenyl)-3,6-dihydro-2H-pyridine-1-carboxylate

3',4'-difluoro-N-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)biphenyl-4-carboxamide

1-cyclopentyl-6-(3,4-difluorophenyl)-1,3-dihydro-2H-benzimidazol-2-one

Refernces

• 1、 Ting, Richard,Harwig, Curtis W.,Lo, Justin,Li, Ying,Adam, Michael J.,Ruth, Thomas J.,Petrin, David M.. "Substituent effects on aryltrifluoroborate solvolysis in water: Implications for Suzuki-Miyaura coupling and the design of stable 18F-labeled aryltrifluoroborates for use in PET imaging". . p. 4662 - 4670. Retrieved 2008/09/20.