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

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-(4-(trifluoromethoxy)phenyl)-1,3,2-dioxaborolane
• CAS No.: 474709-28-9
• Molecular Formula: C13H16BF3O3
• Molecular Weight: 288.074
• Hs Code.: 2934999090
• European Community (EC) Number: 675-104-8
• DSSTox Substance ID: DTXSID10375256
• Nikkaji Number: J3.144.686D
• Wikidata: Q82163783
• Mol file: 474709-28-9.mol

Synonyms:474709-28-9;4,4,5,5-Tetramethyl-2-(4-(trifluoromethoxy)phenyl)-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-(4-trifluoromethoxyphenyl)-1,3,2-dioxaborolane;4-(Trifluoromethoxy)phenylboronic acid pinacol ester;4,4,5,5-tetramethyl-2-[4-(trifluoromethoxy)phenyl]-1,3,2-dioxaborolane;4-trifluoromethoxyphenylboronic acid, pinacol ester;4-(trifluoromethoxy)phenylboronic acid, pinacol ester;MFCD05863920;4,4,5,5-Tetramethyl-2-(4-(trifluoromethoxy)-phenyl)-1,3,2-dioxaborolane;SCHEMBL5238603;DTXSID10375256;(4-(TRIFLUOROMETHOXY)PHENYL)BORONIC ACID PINACOL ESTER;AMY29924;AKOS015960085;AB22732;AS-2517;1,3,2-DIOXABOROLANE, 4,4,5,5-TETRAMETHYL-2-[4-(TRIFLUOROMETHOXY)PHENYL]-;SY287311;CS-0081148;FT-0644715;F12867;EN300-1425723;A827237;5-TETRAMETHYL-2-(4-TRIFLUOROMETHOXYPHENYL)-1;Z1336745194;4-(Trifluoromethoxy)phenylboronic acid pinacol ester, 97%;1-(Trifluoromethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzene;(4-(trifluoromethoxy)phenyl) boronic acid pinacol ester

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

Chemical Property:

• Vapor Pressure: 0.00306mmHg at 25°C
• Melting Point: 61-62oC
• Boiling Point: 293.2oC at 760 mmHg
• Flash Point: 131.1oC
• PSA: 27.69000
• Density: 1.18g/cm3
• LogP: 2.88440
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 288.1144590
• Heavy Atom Count: 20
• Complexity: 333

Purity/Quality:

97% ^*data from raw suppliers

4-(Trifluoromethoxy)phenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

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

There total 25 articles about 4,4,5,5-Tetramethyl-2-(4-(trifluoromethoxy)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: 95.0%

bis(pinacol)diborane (73183-34-3) + 4-trifluoromethoxybenzoic acid (330-12-1) → 4,4,5,5-tetramethyl-2-(4-(trifluoromethyloxy)phenyl)-1,3,2-dioxaborolane (474709-28-9)

Guidance literature:

With palladium diacetate; 2,2-dimethylpropanoic anhydride; triethylamine; 1,4-di(diphenylphosphino)-butane; In 1,4-dioxane; at 160 ℃; for 15h;

DOI:10.1002/anie.201810145

Reference yield: 91.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 4-trifluoromethoxyphenylboronic acid (139301-27-2) → 4,4,5,5-tetramethyl-2-(4-(trifluoromethyloxy)phenyl)-1,3,2-dioxaborolane (474709-28-9)

Guidance literature:

In diethyl ether; at 20 ℃; for 18h;

DOI:10.1039/c5cc00410a

Reference yield: 89.0%

bis(pinacol)diborane (73183-34-3) + 1-(methylsulfonyl)-4-(trifluoromethoxy)benzene (87750-51-4) → 4,4,5,5-tetramethyl-2-(4-(trifluoromethyloxy)phenyl)-1,3,2-dioxaborolane (474709-28-9)

Guidance literature:

With (1,3-dimesitylimidazolidin-2-yl)copper(I) chloride; potassium tert-butylate; In toluene; at 100 ℃; for 5h; Glovebox; Inert atmosphere;

DOI:10.1039/d1cc06144e

upstream raw materials:

1-bromo-4-(trifluoromethoxy)benzene

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

4-(trifluoromethoxy)aniline

bis(pinacol)diborane

Downstream raw materials:

C₁₄H₁₁F₃O₂

4-Trifluoromethoxyphenol

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