4,4,5,5-Tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane
• CAS No.: 325143-04-2
• Molecular Formula: C12H14BF3O2
• Molecular Weight: 258.04500
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID50699024
• Nikkaji Number: J1.689.009J
• Wikidata: Q82629686
• Mol file: 325143-04-2.mol

Synonyms:4,4,5,5-TETRAMETHYL-2-(2,4,6-TRIFLUOROPHENYL)-1,3,2-DIOXABOROLANE;325143-04-2;DTXSID50699024;MFCD12405351;1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(2,4,6-trifluorophenyl)-;AKOS017550307;PS-9659;CS-0177358;E78648;EN300-221051;Z1336745205;4,4,5,5-Tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborole

Chemical Property of 4,4,5,5-Tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 269.0±40.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 2.40310
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 258.1038943
• Heavy Atom Count: 18
• Complexity: 296

Purity/Quality:

97% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(2,4,6-trifluorophenyl)-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=C(C=C(C=C2F)F)F

Technology Process of 4,4,5,5-Tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane

There total 7 articles about 4,4,5,5-Tetramethyl-2-(2,4,6-trifluorophenyl)-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-chloro-1,3,5-trifluorobenzene (2106-40-3) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane (325143-04-2)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 105 ℃; for 18h; Sealed tube; Inert atmosphere;

DOI:10.1002/chem.202004648

Reference yield: 56.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 2,4,6-trifluorophenylboronic acid (182482-25-3) → 4,4,5,5-tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane (325143-04-2) + water (7732-18-5)

Guidance literature:

In acetonitrile; at 20 ℃; Solvent; Equilibrium constant; Molecular sieve;

DOI:10.1021/jacs.1c06863

Reference yield: 46.0%

1,3,5-trifluorobenzene (372-38-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(2,6-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (863868-37-5) + 4,4,5,5-tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane (325143-04-2) + ((CH3)4C2O2B)2C6HF3

Guidance literature:

(η5-pentamethylcyclopentadienyl)(η6-hexamethylbenzene)rhodium(I); In further solvent(s); byproducts: H2; as solvents 1,3,5-C6F3H3/p-xylene-d10; at 150°C for 0.5 h;

DOI:10.1021/ja0013069

upstream raw materials:

1,3,5-trifluorobenzene

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

bis(pinacol)diborane

2-chloro-1,3,5-trifluorobenzene

Downstream raw materials:

(2,6-difluoro-4-methoxyphenyl)boronic acid

2,3-dimethyl-2,3-butane diol

4,4,5,5-tetramethyl-2-(2,3,4,5,6-pentafluorophenyl)-1,3,2-dioxaborolane

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-1,3-thiazole