2-Chloro-5-Methoxyphenylboronic acid pinacol ester

Base Information

• Chemical Name: 2-Chloro-5-Methoxyphenylboronic acid pinacol ester
• CAS No.: 1256781-73-3
• Molecular Formula: C13H18BClO3
• Molecular Weight: 268.548
• Hs Code.: 2934999090
• Mol file: 1256781-73-3.mol

Synonyms:2-Chloro-5-Methoxyphenylboronic acid pinacol ester;2-(2-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-Chloro-5-Methoxyphenylboronic acid pinacol ester

Chemical Property:

• Boiling Point: 358.8±32.0 °C(Predicted)
• PSA: 27.69000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 2.64780
• Storage Temp.: 2-8°C

Purity/Quality:

99%,98%, ^*data from raw suppliers

2-Chloro-5-methoxyphenylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Chloro-5-Methoxyphenylboronic acid pinacol ester

There total 3 articles about 2-Chloro-5-Methoxyphenylboronic acid pinacol ester 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: 82.0%

3-methoxyphenylboronic acid pinacol ester (325142-84-5) → 2-(2-chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1256781-73-3)

Guidance literature:

With N-chloro-succinimide; In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1016/j.tetlet.2014.06.003

Reference yield: 82.0%

N-chloro-succinimide (128-09-6) + 3-methoxyphenylboronic acid pinacol ester (325142-84-5) → 2-(2-chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1256781-73-3)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1016/j.tetlet.2014.06.003

Reference yield:

4-chloromethoxybenzene (623-12-1) + bis(pinacol)diborane (73183-34-3) → 2-(5-chloro-2-(methoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (635305-45-2) + 2-(2-chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1256781-73-3) + C19H29B2ClO5 (1583286-89-8)

Guidance literature:

With iridium catalyst; Overall yield = 88 %Chromat.; regioselective reaction;

DOI:10.1126/science.1248042

upstream raw materials:

3-methoxyphenylboronic acid pinacol ester

4-chloromethoxybenzene

bis(pinacol)diborane

N-chloro-succinimide