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

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane
• CAS No.: 214360-65-3
• Molecular Formula: C13H16BF3O2
• Molecular Weight: 272.075
• Hs Code.: 2934999090
• European Community (EC) Number: 675-107-4
• DSSTox Substance ID: DTXSID30375258
• Nikkaji Number: J1.491.106E
• Wikidata: Q82163784
• Mol file: 214360-65-3.mol

Synonyms:214360-65-3;4,4,5,5-Tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane;4-trifluoromethylphenylboronic acid, pinacol ester;4,4,5,5-tetramethyl-2-[4-(trifluoromethyl)phenyl]-1,3,2-dioxaborolane;4-Trifluoromethylphenylboronic acid pinacol ester;2-(4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;MFCD05863924;1,3,2-DIOXABOROLANE, 4,4,5,5-TETRAMETHYL-2-[4-(TRIFLUOROMETHYL)PHENYL]-;4,4,5,5-Tetramethyl-2-(4-trifluoromethylphenyl)-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-(4-(trifluoromethyl)-phenyl)-1,3,2-dioxaborolane;4-(Trifluoromethyl)phenylboronic acid pinacol ester;2-[4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;A-Chloro-A-Phenylacetylurea;SCHEMBL418767;DTXSID30375258;FFGRCLYNVNDWHW-UHFFFAOYSA-N;4,4,5,5-Tetramethyl-2-(4-trifluoromethyl-phenyl)-[1,3,2]dioxaborolane;AKOS015960089;AB22742;DS-17396;SY074176;CS-0041248;FT-0694685;EN300-1425754;A815366;J-505870;p-(Trifluoromethyl)phenylboronic acid 2,3-dimethyl-2,3-butanediyl;4,4,5,5-tetramethyl-2-(4-trifluoromethylphenyl)-1,3,2-dioxaborolane, AldrichCPR

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

Chemical Property:

• Vapor Pressure: 0.00159mmHg at 25°C
• Melting Point: 68-69 °C
• Refractive Index: 1.469
• Boiling Point: 291.4 °C at 760 mmHg
• Flash Point: 130 °C
• PSA: 18.46000
• Density: 1.14g/cm³
• LogP: 3.00460
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 272.1195444
• Heavy Atom Count: 19
• Complexity: 317

Purity/Quality:

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

4-TrifluoromethylphenylboronicAcidPnacolEster ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

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

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

There total 89 articles about 4,4,5,5-Tetramethyl-2-(4-(trifluoromethyl)phenyl)-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%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + p-trifluoromethylphenyl bromide (402-43-7) → 4-trifluoromethylphenylboronic acid pinacol ester (214360-65-3)

Guidance literature:

With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; at -60 ℃; for 5h;

DOI:10.1021/ol2010006

Reference yield: 95.0%

p-trifluoromethylphenyl bromide (402-43-7) + bis(pinacol)diborane (73183-34-3) → 4-trifluoromethylphenylboronic acid pinacol ester (214360-65-3)

Guidance literature:

bis(pinacol)diborane; With diethylzinc; sodium t-butanolate; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.5h; Schlenk technique; Glovebox; Inert atmosphere;

p-trifluoromethylphenyl bromide; In tetrahydrofuran; hexane; at 20 - 120 ℃; for 24h; Schlenk technique; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1021/ja409748m

Reference yield: 94.0%

4-chlorobenzotrifluoride (98-56-6) + bis(pinacol)diborane (73183-34-3) → 4-trifluoromethylphenylboronic acid pinacol ester (214360-65-3)

Guidance literature:

With potassium acetate; palladium diacetate; (1R,3S,5S,7R)-8-([1,1'-biphenyl]-2-yl)-1,3,5,7-tetramethyl-2,4,6-trioxa-8-phospha-adamantane; In tetrahydrofuran; at 25 ℃; for 24h; Reagent/catalyst; Catalytic behavior; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tetlet.2021.153572

upstream raw materials:

α,α,α-trifluorotoluene

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

bis(pinacol)diborane

4-chlorobenzotrifluoride

Downstream raw materials:

2-(4-trifluoromethylphenyl)cyclopent-2-enone

4-Fluorobenzotrifluoride

4-(trifluoromethyl)benzoic acid t-butyl ester

2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one

Refernces

• 1、 Lamola, Jairus L.,Moshapo, Paseka T.,Holzapfel, Cedric W.,Christopher Maumela, Munaka. "Palladium-catalyzed borylation of aryl bromides and chlorides using phosphatrioxa-adamantane ligands". supporting information. . Retrieved 2021/12/13.
• 2、 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.