2-(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 517874-23-6
• Molecular Formula: C13H15BF2O4
• Molecular Weight: 284.068
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20462045
• Wikidata: Q82286511
• Mol file: 517874-23-6.mol

Synonyms:517874-23-6;2-(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(2,2-DIFLUORO-2H-1,3-BENZODIOXOL-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;2-(2,2-difluoro-1,3-benzodioxol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)boronic acid pinacol ester;2,2-difluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzo[1,3]dioxole;SCHEMBL1230718;DTXSID20462045;MFCD22414443;SB73853;CS-0183544;EN300-1425836;A871181;A1-12969;Z2044773189;2-(2,2-difluoro-1,3-dioxaindan-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• PSA: 36.92000
• LogP: 2.30730
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 284.1031454
• Heavy Atom Count: 20
• Complexity: 386

Purity/Quality:

97% ^*data from raw suppliers

(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)boronic acid pinacol ester 95% ^*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=CC3=C(C=C2)OC(O3)(F)F

Technology Process of 2-(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 3 articles about 2-(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)-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: 84.0%

5-bromo-2,2-difluoro-2H-1,3-benzodioxole (33070-32-5) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (517874-23-6)

Guidance literature:

5-bromo-2,2-difluoro-2H-1,3-benzodioxole; With isopropylmagnesium chloride-lithium chloride complex; In tetrahydrofuran; at 0 ℃; for 1h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; for 1h;

Reference yield: 75.0%

5-bromo-2,2-difluoro-2H-1,3-benzodioxole (33070-32-5) + bis(pinacol)diborane (73183-34-3) → 2-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (517874-23-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃;

Reference yield: 67.0%

→ 2-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (517874-23-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 90 ℃; Inert atmosphere;

upstream raw materials:

5-bromo-2,2-difluoro-2H-1,3-benzodioxole

bis(pinacol)diborane

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane