2-Chloro-3-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-phenol

Base Information

• Chemical Name: 2-Chloro-3-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-phenol
• CAS No.: 1151564-17-8
• Molecular Formula: C12H16BClO3
• Molecular Weight: 254.521
• Hs Code.: 2934999090
• Mol file: 1151564-17-8.mol

Synonyms:2-Chloro-3-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-phenol

Chemical Property of 2-Chloro-3-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-phenol

Chemical Property:

• PSA: 38.69000
• LogP: 2.34480
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Technology Process of 2-Chloro-3-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-phenol

There total 2 articles about 2-Chloro-3-(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: 86.1%

3 -bromo-2-chlorophenol (863870-87-5) + bis(pinacol)diborane (73183-34-3) → 2-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (1151564-17-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; for 16h; Inert atmosphere;

Reference yield:

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (214360-76-6) → 2-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (1151564-17-8) + 2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (1443151-85-6)

Guidance literature:

With 1,3-dichloro-5,5-dimethylhydantoin; diisopropylamine hydrochloride; In toluene; at 0 ℃; for 4h; Overall yield = 64 %; regioselective reaction; Darkness;

DOI:10.1021/acscatal.8b00327

Reference yield: 85.0%

2-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (1151564-17-8) + dimethyl sulfate (77-78-1) → (2-chloro-3-methoxyphenyl)boronic acid pinacol ester (1151564-03-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 28 - 55 ℃; for 0.666667h;

upstream raw materials:

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

3 -bromo-2-chlorophenol

bis(pinacol)diborane

Downstream raw materials:

(2-chloro-3-methoxyphenyl)boronic acid pinacol ester

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