2-(2-Fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(2-Fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1073353-68-0
• Molecular Formula: C13H15BF4O2
• Molecular Weight: 290.066
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90590384
• Wikidata: Q82484088

Synonyms:1073353-68-0;2-(2-Fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-FLUORO-4-TRIFLUOROMETHYLPHENYLBORONIC ACID, PINACOL ESTER;2-Fluoro-4-trifluoromethylphenylboronic acid pinacol ester;2-[2-fluoro-4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;SCHEMBL4108381;DTXSID90590384;(2-FLUORO-4-(TRIFLUOROMETHYL)PHENYL)BORONIC ACID PINACOL ESTER;MFCD08458187;AKOS015960186;MB06238;DS-17993;CS-0041138;EN300-822218;A895498;J-001804;Z2044798264;2-Fluoro-4-(trifluoromethy)lphenylboronic acid pinacol ester;2-Fluoro-4-trifluoromethylphenylboronic acid pinacol ester, AldrichCPR;2-(2-Fluoro-4-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Chemical Property of 2-(2-Fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 288.1±40.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.20±0.1 g/cm3(Predicted)
• LogP: 3.14370
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 290.1101225
• Heavy Atom Count: 20
• Complexity: 354

Purity/Quality:

97% ^*data from raw suppliers

2-Fluoro-4-trifluoromethylphenylboronic 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=C(C=C(C=C2)C(F)(F)F)F
• Uses: 2-Fluoro-4-trifluoromethylphenylboronic acid, pinacol ester

Technology Process of 2-(2-Fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 14 articles about 2-(2-Fluoro-4-(trifluoromethyl)phenyl)-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: 80.0%

C13H14BBrF4O2 → 2-[2-fluoro-4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073353-68-0)

Guidance literature:

With potassium fluoride; palladium diacetate; In tetrahydrofuran; water; at 20 ℃; for 4h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ol5028738

Reference yield: 57.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 3-fluoro-trifluoromethylbenzene (401-80-9) → 2-[2-fluoro-4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073353-68-0) + C13H15BF4O2 (1599432-39-9)

Guidance literature:

3-fluoro-trifluoromethylbenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 1.66667h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; at -78 - 0 ℃;

DOI:10.1071/CH13642

Reference yield: 34.0%

3-fluoro-trifluoromethylbenzene (401-80-9) + bis(pinacol)diborane (73183-34-3) → 2-[2-fluoro-4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073353-68-0) + C13H15BF4O2 (1599432-39-9)

Guidance literature:

3-fluoro-trifluoromethylbenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 1.66667h; Inert atmosphere;

bis(pinacol)diborane; at -78 - 0 ℃;

DOI:10.1071/CH13642

upstream raw materials:

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

3-fluoro-trifluoromethylbenzene

bis(pinacol)diborane

1-bromo-4-fluoro-2-(trifluoromethyl)benzene

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