2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Base Information

• Chemical Name: 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
• CAS No.: 331273-58-6
• Molecular Formula: C₁₃H₁₉BO₃
• Molecular Weight: 234.103
• Mol file: 331273-58-6.mol

Synonyms:2-(3-hydroxy-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Chemical Property:

• Boiling Point: 350.6±35.0 °C(Predicted)
• PKA: 10.36±0.10(Predicted)
• Density: 1.07±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

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Technology Process of 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

There total 9 articles about 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 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%

2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (331273-57-5) → 2-(3-hydroxy-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (331273-58-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; methanol; at 20 ℃; for 24h;

DOI:10.1002/1522-2675(200202)85:2<599::AID-HLCA599>3.0.CO;2-V

Reference yield: 84.0%

hydrogenchloride (7647-01-0,15364-23-5) + 2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (331273-57-5) → 2-(3-hydroxy-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (331273-58-6)

Guidance literature:

In tetrahydrofuran; methanol; concd. HCl, at 20°C for 3 d;

DOI:10.1039/b007611m

Reference yield: 59.7%

5-bromo-2-methylphenol (36138-76-8) + bis(pinacol)diborane (73183-34-3) → 2-(3-hydroxy-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (331273-58-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In 1,4-dioxane; at 90 ℃; for 3h; Inert atmosphere;

upstream raw materials:

2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

5-bromo-2-methylphenol

4-bromo-2-(methoxymethoxy)-1-methylbenzene

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

Downstream raw materials:

2-{[6-(1H-imidazol-1-yl)hexyl]oxy}-1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-1-yl)benzene

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