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

Base Information

• Chemical Name: 2-(4-Chloro-3-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 445303-09-3
• Molecular Formula: C13H15BClF3O2
• Molecular Weight: 306.52
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID20590377
• Wikidata: Q82484083
• Mol file: 445303-09-3.mol

Synonyms:445303-09-3;2-(4-CHLORO-3-(TRIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;4-CHLORO-3-TRIFLUOROMETHYLPHENYLBORONIC ACID, PINACOL ESTER;4-Chloro-3-(trifluoromethyl)phenylboronic acid pinacol ester;2-[4-Chloro-3-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-Chloro-3-trifluoromethylphenylboronic acid pinacol ester;C13H15BClF3O2;SCHEMBL4434638;DTXSID20590377;4-CHLORO-3-TRIFLUOROMETHYLPHENYLBORONICACID,PINACOLESTER;MFCD06657823;AKOS015960100;AB25698;2-(4-chloro-3-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;BS-28543;CS-0174766;E97761;EN300-1706471;A872519;4-Chloro-3-(trifluoromethyl)benzeneboronic acid, pinacol ester;4-Chloro-3-(trifluoromethyl)phenyl-boronic acid pinacol ester;4-Chloro-3-trifluoromethylphenylboronic acid pinacol ester, AldrichCPR;2-(4-chloro-3-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2] dioxaborolane;2-[4-Chloro-3-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzotrifluoride

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

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 327.076°C at 760 mmHg
• Flash Point: 151.611°C
• PSA: 18.46000
• Density: 1.237g/cm³
• LogP: 3.65800
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 306.0805721
• Heavy Atom Count: 20
• Complexity: 357

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-3-trifluoromethylphenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,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)Cl)C(F)(F)F

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

There total 2 articles about 2-(4-Chloro-3-(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: 66.0%

5-bromo-2-chlorobenzotrifluoride (445-01-2) + bis(pinacol)diborane (73183-34-3) → 2-(4-chloro-3-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2] dioxaborolane (445303-09-3)

Guidance literature:

With potassium acetate; PdCl₂(PPh₃)2; In 1,4-dioxane; ethyl acetate;

Reference yield:

→ 2-(4-chloro-3-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2] dioxaborolane (445303-09-3)

Guidance literature:

Reference yield: 62.0%

2-(4-chloro-3-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2] dioxaborolane (445303-09-3) + potassium monomethylcarbonate (14660-45-8) → 4-chloro-3-(trifluoromethyl)benzoic acid (1737-36-6)

Guidance literature:

With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); In tetrahydrofuran; at 70 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0033-1339119

upstream raw materials:

5-bromo-2-chlorobenzotrifluoride

bis(pinacol)diborane

Downstream raw materials:

C₁₉H₂₁ClF₃N₃O₂

C₁₉H₂₁ClF₃N₃O₂

4-chloro-3-(trifluoromethyl)benzoic acid