DIMETHYL-[2-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-BENZYL]-AMINE

Base Information

• Chemical Name: DIMETHYL-[2-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-BENZYL]-AMINE
• CAS No.: 129636-11-9
• Molecular Formula: C₁₅H₂₄BNO₂
• Molecular Weight: 261.172
• Hs Code.: 2934999090
• Mol file: 129636-11-9.mol

Synonyms:DIMETHYL-[2-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-BENZYL]-AMINE;2-(N,N-Dimethylaminomethyl)phenylboronic acid,pinacol ester;N,N-Dimethyl-1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine

Chemical Property of DIMETHYL-[2-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-BENZYL]-AMINE

Chemical Property:

• Boiling Point: 340.5±25.0 °C(Predicted)
• PKA: 8.87±0.28(Predicted)
• PSA: 21.70000
• Density: 1.00±0.1 g/cm3(Predicted)
• LogP: 2.04740
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-(N,N-Dimethylaminomethyl)phenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(N,N-Dimethylaminomethyl)phenylboronic acid, pinacol ester

Technology Process of DIMETHYL-[2-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-BENZYL]-AMINE

There total 2 articles about DIMETHYL-[2-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-BENZYL]-AMINE 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: 93.0%

N,N'-dimethylbenzylamine (103-83-3) + bis(pinacol)diborane (73183-34-3) → N,N-dimethyl-1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)methanamine (129636-11-9)

Guidance literature:

bis(pinacol)diborane; With 5-methyl-2-(thiophen-3-yl)pyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In tetrahydrofuran; at 20 ℃; for 0.0333333h; Inert atmosphere; Glovebox;

N,N'-dimethylbenzylamine; In tetrahydrofuran; at 80 ℃; for 12h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.0c13415

Reference yield:

N,N'-dimethylbenzylamine (103-83-3) + bis(pinacol)diborane (73183-34-3) → 1-(2,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N,N-dimethylmethanamine (1384216-37-8) + N,N-dimethyl-1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)methanamine (129636-11-9)

Guidance literature:

With 2-[(Dimethylamino)methyl]pyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In Cyclohexane-d12; at 70 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol301635x

Reference yield: 69.0%

N,N-dimethyl-1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)methanamine (129636-11-9) → ortho-dimethylaminomethylphenol (120-65-0)

Guidance literature:

With potassium peroxymonosulfate sulfate; In water; acetone; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.1c05859

upstream raw materials:

N,N'-dimethylbenzylamine

bis(pinacol)diborane

Downstream raw materials:

ortho-dimethylaminomethylphenol

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