5-Fluoro-2-formylphenylboronic acid

Base Information

• Chemical Name: 5-Fluoro-2-formylphenylboronic acid
• CAS No.: 1256355-30-2
• Molecular Formula: C7H6BFO3
• Molecular Weight: 167.932
• Hs Code.: 2931900090
• Mol file: 1256355-30-2.mol

Synonyms:1-(Brommethyl)-3,5-difluorbenzol; 1-(Bromomethyl)-3,5-difluorobenzene; 141776-91-2; Benzene, 1-(bromomethyl)-3,5-difluoro-; FR CF E1E; 2,4,4,5,7,7,8,10,10,11,13,13,14,14,15,15,15-heptadecafluoro-2,5,8,11-tetrakis(trifluoromethyl)-3,6,9,12-tetraoxapentadecan-1-ol; 5-Fluoro-2-formylbenzeneboronic acid; 5-Fluoro-2-formylphenylboronic acid

Chemical Property of 5-Fluoro-2-formylphenylboronic acid

Chemical Property:

• Vapor Pressure: 2.49E-07mmHg at 25°C
• Boiling Point: 379.8°C at 760 mmHg
• PKA: 7.15±0.53(Predicted)
• Flash Point: 173.8°C
• PSA: 57.53000
• Density: 1.778g/cm³
• LogP: -0.68200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

5-Fluoro-2-formylphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C:Corrosive
• Statements: R34:
• Safety Statements: S26:; S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Fluoro-2-formylphenylboronic acid

There total 5 articles about 5-Fluoro-2-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: 54.0%

triethyl borate (150-46-9) + 2-bromo-4-fluorobenzaldehyde dimethyl acetal (1239518-71-8) → (5-fluoro-2-formylphenyl)boronic acid (1256355-30-2)

Guidance literature:

2-bromo-4-fluorobenzaldehyde dimethyl acetal; With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 1h; Inert atmosphere;

triethyl borate; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; hexane; water; at 20 ℃; pH=2;

DOI:10.1002/chir.23028

Reference yield: 50.0%

Trimethyl borate (121-43-7,63156-11-6) + 2-bromo-4-fluorobenzaldehyde dimethyl acetal (1239518-71-8) → (5-fluoro-2-formylphenyl)boronic acid (1256355-30-2)

Guidance literature:

2-bromo-4-fluorobenzaldehyde dimethyl acetal; With n-butyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.9b02473

Reference yield:

2-bromo-4-fluorobenzaldehyde (59142-68-6) → (5-fluoro-2-formylphenyl)boronic acid (1256355-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / methanol / Reflux

1.2: pH 11

2.1: n-butyllithium / diethyl ether; tetrahydrofuran; hexane / -75 - -70 °C

2.2: -70 °C

2.3: -70 - 5 °C / pH 3

With n-butyllithium; sulfuric acid; In tetrahydrofuran; methanol; diethyl ether; hexane;

DOI:10.1016/j.jfluchem.2016.05.001

upstream raw materials:

triethyl borate

2-bromo-4-fluorobenzaldehyde dimethyl acetal

2-bromo-4-fluorobenzaldehyde

Trimethyl borate

Downstream raw materials:

7-fluoro-2-tosylbenzo[d][1,2,3]diazaborinin-1(2H)-ol

2-phenyl-2H-benzo[d][1,2,3]diazaborinin-1-ol

2-(phenylsulfonyl)benzo[d][1,2,3]diazaborinin-1(2H)-ol

1,2-dihydro-1-hydroxy-2-(4-methylbenzenesulfonyl)-2,3,1,-benzodiazaborine

Refernces

• 1、 Yan, Yu-Hang,Li, Zhao-Feng,Ning, Xiang-Li,Deng, Ji,Yu, Jun-Lin,Luo, Yubin,Wang, Zhenling,Li, Guo,Li, Guo-Bo,Xiao, You-Cai. "Discovery of 3-aryl substituted benzoxaboroles as broad-spectrum inhibitors of serine- and metallo-β-lactamases". . . Retrieved 2021/04/12.
• 2、 Singh, Akansha,Kumar, Ravindra. "Sustainable Passerini-tetrazole three component reaction (PT-3CR): selective synthesis of oxaborol-tetrazoles". . p. 9708 - 9711. Retrieved 2021/09/30.