2-(4-Fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(4-Fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 214360-58-4
• Molecular Formula: C12H16 B F O2
• Molecular Weight: 222.067
• Hs Code.: 2934999090
• European Community (EC) Number: 671-855-0,941-113-3
• DSSTox Substance ID: DTXSID20375247
• Nikkaji Number: J2.241.261B
• Wikidata: Q72475751
• Mol file: 214360-58-4.mol

Synonyms:214360-58-4;2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-Fluorophenylboronic acid pinacol ester;4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)fluorobenzene;4-fluorophenylboronic acid, pinacol ester;C12H16BFO2;MFCD03453665;4-fluorobenzeneboronic acid, pinacol ester;1,3,2-DIOXABOROLANE, 2-(4-FLUOROPHENYL)-4,4,5,5-TETRAMETHYL-;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-fluorobenzene;SCHEMBL10323;DTXSID20375247;SBWKQMCGTSWDPE-UHFFFAOYSA-N;AMY29941;AKOS015893268;AB15520;AS-2648;CS-W021407;SY044784;F1201;FT-0643972;EN300-1425746;(4-FLUOROPHENYL)BORONIC ACID PINACOL ESTER;A815363;4-Fluorophenylboronic acid, pinacol ester, AldrichCPR;Z1336745085;2-(4-Fluoro-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)fluorobenzene, AldrichCPR;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)fluorobenzene 214360-58-4

Chemical Property of 2-(4-Fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Vapor Pressure: 0.00684mmHg at 25°C
• Refractive Index: 1.479
• Boiling Point: 279.4°Cat760mmHg
• Flash Point: 122.8°C
• PSA: 18.46000
• Density: 1.05g/cm³
• LogP: 2.12490
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 222.1227381
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

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

4-Fluorophenylboronic acid, pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)F

Technology Process of 2-(4-Fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 68 articles about 2-(4-Fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 99.0%

4-fluorobenzenediazonium tetrafluoroborate (459-45-0) + bis(pinacol)diborane (73183-34-3) → 2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (214360-58-4)

Guidance literature:

With dimanganese decacarbonyl; In acetonitrile; at 20 ℃; for 2h; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1002/chem.202004568

Reference yield: 95.0%

1-Chloro-4-fluorobenzene (352-33-0) + bis(pinacol)diborane (73183-34-3) → 2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (214360-58-4)

Guidance literature:

With cerium(III) chloride; tetraethylammonium chloride; In acetonitrile; at 20 ℃; for 24h; Solvent; Reagent/catalyst; Irradiation; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201804022

Reference yield: 93.0%

bis(pinacol)diborane (73183-34-3) + 1-Bromo-4-fluorobenzene (460-00-4) → 2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (214360-58-4)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 1.5h; Inert atmosphere;

upstream raw materials:

1-Chloro-4-fluorobenzene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1-Bromo-4-fluorobenzene

Downstream raw materials:

benzene-1,4-diboronic acid bispinacol ester

C₂₃H₁₈FN₃O₂S

C₂₄H₂₀FN₃O₂S

4-fluoro-biphenyl

Refernces

• 1、 Hu, Jiefeng,Huang, Mingming,Marder, Todd B.,Radius, Udo,Tang, Man,Westcott, Stephen A.. "Cu-mediated: vs. Cu-free selective borylation of aryl alkyl sulfones". supporting information. p. 395 - 398. Retrieved 2022/01/19.
• 2、 Ji, Shuohan,Qin, Shengxiang,Yin, Chunyu,Luo, Lu,Zhang, Hua. "Unreactive C-N Bond Activation of Anilines via Photoinduced Aerobic Borylation". supporting information. p. 64 - 68. Retrieved 2021/12/27.