4-Fluoro-3-formylphenylboronic acid

Base Information

• Chemical Name: 4-Fluoro-3-formylphenylboronic acid
• CAS No.: 374538-01-9
• Molecular Formula: C7H6BFO3
• Molecular Weight: 167.932
• Hs Code.: 2931900090
• European Community (EC) Number: 670-474-7
• DSSTox Substance ID: DTXSID30381051
• Nikkaji Number: J1.696.963J
• Wikidata: Q72479840
• Mol file: 374538-01-9.mol

Synonyms:4-Fluoro-3-formylphenylboronic acid;374538-01-9;(4-fluoro-3-formylphenyl)boronic acid;4-FLUORO-3-FORMYLBENZENEBORONIC ACID;MFCD02093074;BORONIC ACID, (4-FLUORO-3-FORMYLPHENYL)-;SCHEMBL152523;DTXSID30381051;YABSTJQEBSKPCG-UHFFFAOYSA-N;HOAT?1-Hydroxy-7-azabenzotriazole;CS-D1743;BBL100630;STL554424;(4-fluoro-3-formylphenyl)boronicacid;3-formyl 4-fluorophenyl boronic acid;AKOS004116287;(3-Formyl-4-fluorophenyl)boronic acid;AB10770;AM90093;4-fluoro-3-formyl benzene boronic acid;AS-17812;B-(4-Fluoro-3-formylphenyl)boronic acid;BP-11404;SY050227;F1061;FT-0618476;4-Fluoro-3-formylphenylboronic acid, >=95%;EN300-7361162;A823663;J-515366;(4-fluoro-3-formyl-phenyl)boronic acid;4-Fluoro-3-formylbenzeneboronic acid;4-Fluoro-3-formylphenylboronic Acid (contains varying amounts of Anhydride)

Chemical Property of 4-Fluoro-3-formylphenylboronic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 2.8E-05mmHg at 25°C
• Melting Point: 132-134 °C
• Refractive Index: 1.524
• Boiling Point: 342.9 °C at 760 mmHg
• PKA: 7.92±0.10(Predicted)
• Flash Point: 161.2 °C
• PSA: 57.53000
• Density: 1.33 g/cm³
• LogP: -0.68200
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.0394024
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

4-Fluoro-3-formylphenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)F)C=O)(O)O
• Uses: suzuki reaction Reactant for:Preparation of arylmethylpyrrolidinylmethanols and amine derivatives via reaction with MIDA, followed by Suzuki reaction with halides or amination with aminesPreparation of N-(biarylsulfonyl) a-amino acids as MMP-12 inhibitors using a genetic algorithmPreparation of para-substituted formylarylboronic esters for regioselective Suzuki-Miyaura cross-coupling with bromobenzene

Technology Process of 4-Fluoro-3-formylphenylboronic acid

There total 1 articles about 4-Fluoro-3-formylphenylboronic 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: 67.7%

5-bromo-2-fluorobenzaldehyde (93777-26-5) → 2-Fluorobenzaldehyde (446-52-6) + (4-fluoro-3-formylphenyl)boronic acid (374538-01-9)

Guidance literature:

With Triisopropyl borate; tert.-butyl lithium; N,O-dimethylhydroxylamine*hydrochloride; In tetrahydrofuran; hexane; at -20 ℃; Further Variations:; Reagents; Solvents; Temperatures; Product distribution;

DOI:10.1016/S0040-4020(02)00073-X

Reference yield: 100.0%

(4-fluoro-3-formylphenyl)boronic acid (374538-01-9) → 2-fluoro-5-nitrobenzaldehye (27996-87-8)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 20 ℃; for 16h; regioselective reaction;

DOI:10.1039/c6ob01141a

Reference yield: 100.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + (4-fluoro-3-formylphenyl)boronic acid (374538-01-9) → 2-fluoro-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzaldehyde (443776-94-1)

Guidance literature:

With 4 A molecular sieve; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1055/s-2002-35229

upstream raw materials:

5-bromo-2-fluorobenzaldehyde

Downstream raw materials:

2-fluoro-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzaldehyde

2-(phenoxy)benzaldehyde

2-phenoxy-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzaldehyde

5-benzoyloxy-4-(4-fluoro-3-formylphenyl)-1-methoxyisoquinoline

Refernces