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

Base Information

• Chemical Name: 2-(3,5-Bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 69807-91-6
• Molecular Formula: C14H15BF6O2
• Molecular Weight: 340.073
• Hs Code.: 2934999090
• European Community (EC) Number: 810-977-2
• DSSTox Substance ID: DTXSID80430902
• Nikkaji Number: J1.491.111A
• Wikidata: Q82244643
• Mol file: 69807-91-6.mol

Synonyms:69807-91-6;2-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;2-[3,5-bis(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;MFCD12405516;1,3-Bis(trifluoromethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene;Pinacol 3,5-di(trifluoromethyl)benzeneboronate;C14H15BF6O2;SCHEMBL5077943;3,5-Bis(trifluoromethyl)phenylboronic acid, pinacol ester;DTXSID80430902;GGMXSSNJKVWXMD-UHFFFAOYSA-N;CS-B1243;AKOS015960311;MB11900;AS-10059;SY055283;B5095;EN300-7410633;A866741;(3,5-BIS(TRIFLUOROMETHYL)PHENYL)BORONIC ACID PINACOL ESTER

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

Chemical Property:

• Melting Point: 65.0 to 69.0 °C
• Boiling Point: 293.473 °C at 760 mmHg
• Flash Point: 131.288 °C
• PSA: 18.46000
• Density: 1.268 g/cm³
• LogP: 4.02340
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 340.1069289
• Heavy Atom Count: 23
• Complexity: 408

Purity/Quality:

98.5% ^*data from raw suppliers

2-(3,5-Bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 25 articles about 2-(3,5-Bis(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: 98.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 3,5-bis-trifluromethylphenylboronic acid (73852-19-4) → 2-(3,5-bis-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (69807-91-6)

Guidance literature:

With magnesium sulfate; In dichloromethane; ethyl acetate; at 20 ℃;

DOI:10.1021/jacs.9b07960

Reference yield: 95.0%

1,3-bis(trifluoromethyl)benzene (402-31-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(3,5-bis-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (69807-91-6)

Guidance literature:

With IrH₂(Bpin){κ³-P,O,P-[9,9-dimethyl-4,5-bis(diisopropylphosphino)xanthene]}; cyclohexene; at 110 ℃; for 18h; Inert atmosphere; Glovebox;

DOI:10.1002/chem.202001838

Reference yield: 94.0%

1,3-bis(trifluoromethyl)benzene (402-31-3) + bis(pinacol)diborane (73183-34-3) → 2-(3,5-bis-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (69807-91-6)

Guidance literature:

With C₃₉H₅₉Br₂CoN₇Si₂; sodium triethylborohydride; cyclohexene; In tetrahydrofuran; at 100 ℃; for 24h; regioselective reaction; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1002/chem.201605937

upstream raw materials:

1,3-bis(trifluoromethyl)benzene

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

bis(pinacol)diborane

thiophene

Downstream raw materials:

5-(3,5-bis(trifluoromethyl)phenyl)-2-chloro-3-(m-tolyl)thiophene

3,6-bis(trifluoromethyl)bromobenzene

1,3,5-tris(trifluoromethyl)benzene

(3,5-bistrifluoromethylphenyl)(methyl)amine

Refernces

• 1、 Wright, Jay S.,Sharninghausen, Liam S.,Preshlock, Sean,Brooks, Allen F.,Sanford, Melanie S.,Scott, Peter J. H.. "Sequential Ir/Cu-Mediated Method for the Meta-Selective C-H Radiofluorination of (Hetero)Arenes". supporting information. p. 6915 - 6921. Retrieved 2021/05/29.
• 2、 -. "Organic compound and electroluminescent device using same". Paragraph 0065-0067; 0111-0113. . Retrieved 2021/01/29.