5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Base Information

• Chemical Name: 5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
• CAS No.: 1038827-60-9
• Molecular Formula: C13H17BO4
• Molecular Weight: 248.087
• Mol file: 1038827-60-9.mol

Synonyms:5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Chemical Property of 5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Chemical Property:

• PSA: 55.76000
• LogP: 1.50390

Purity/Quality:

99.0% ^*data from raw suppliers

5-Hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

There total 4 articles about 5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 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: 100.0%

2-bromo-5-hydroxybenzaldehyde (2973-80-0) + bis(pinacol)diborane (73183-34-3) → 5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1038827-60-9)

Guidance literature:

With potassium acetate; 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In dimethyl sulfoxide; at 70 ℃; for 16h;

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + C11H14BBr2NO → 5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1038827-60-9)

Guidance literature:

With triethylamine; In 1,2-dichloro-ethane; at 20 ℃; for 2h;

DOI:10.1021/jacs.0c13013

Reference yield:

3-methoxy-benzaldehyde (591-31-1) → 5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1038827-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,2-dichloro-ethane / 4 h / 70 °C / Glovebox

2: 2,6-dimethylpyridine / 1,2-dichloro-ethane / 4 h / 20 °C

3: triethylamine / 1,2-dichloro-ethane / 2 h / 20 °C

With 2,6-dimethylpyridine; triethylamine; In 1,2-dichloro-ethane;

DOI:10.1021/jacs.0c13013

upstream raw materials:

2-bromo-5-hydroxybenzaldehyde

bis(pinacol)diborane

N-tert-butyl-1-(3-methoxyphenyl)methanimine

3-methoxy-benzaldehyde

Downstream raw materials:

4-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

C₁₉H₃₁BO₄Si

C₁₄H₁₀O₃

2-[(1E)-2-(4-hydroxyphenyl)ethenyl]-1,4-benzenediol