2-Cyanoethylboronic acid, pinacol ester

Base Information

• Chemical Name: 2-Cyanoethylboronic acid, pinacol ester
• CAS No.: 238088-31-8
• Molecular Formula: C₉H₁₆BNO₂
• Molecular Weight: 181.043
• Hs Code.: 2934999090
• Mol file: 238088-31-8.mol

Synonyms:2-Cyanoethylboronic acid, pinacol ester;3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)propanenitrile

Chemical Property of 2-Cyanoethylboronic acid, pinacol ester

Chemical Property:

• Boiling Point: 241.0±23.0 °C(Predicted)
• PSA: 42.25000
• Density: 0.96±0.1 g/cm3(Predicted)
• LogP: 1.99228
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2-Cyanoethylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Cyanoethylboronic acid, pinacol ester

There total 6 articles about 2-Cyanoethylboronic 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: 91.0%

acrylonitrile (107-13-1,25014-41-9) + bis(pinacol)diborane (73183-34-3) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanenitrile (238088-31-8)

Guidance literature:

bis(pinacol)diborane; With bis[2-(diphenylphosphino)phenyl] ether; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

acrylonitrile; In tetrahydrofuran; methanol; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c1cc14469c

Reference yield: 56.0%

bromopropionitrile (2417-90-5) + bis(pinacol)diborane (73183-34-3) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanenitrile (238088-31-8)

Guidance literature:

With copper(I) oxide; lithium methanolate; pyrographite; In ethanol; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c5ra06631j

Reference yield: 52.0%

4,8-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,6,2-dioxazaborocane + acrylonitrile (107-13-1,25014-41-9) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanenitrile (238088-31-8)

Guidance literature:

4,8-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,6,2-dioxazaborocane; With copper(l) chloride; In dichloromethane; for 0.166667h; Inert atmosphere;

acrylonitrile; In methanol; dichloromethane; at 0 - 20 ℃; for 48h; Inert atmosphere;

DOI:10.1021/ol901359n

upstream raw materials:

acetonitrile

pinacol (bromomethyl)boronate

acrylonitrile

bis(pinacol)diborane

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