1-(4-CHLOROPHENYL)VINYLBORONIC ACID, PINACOL ESTER

Base Information

• Chemical Name: 1-(4-CHLOROPHENYL)VINYLBORONIC ACID, PINACOL ESTER
• CAS No.: 850567-54-3
• Molecular Formula: C₁₄H₁₈BClO₂
• Molecular Weight: 264.56
• Hs Code.: 2934999090
• Mol file: 850567-54-3.mol

Synonyms:1-(4-CHLOROPHENYL)VINYLBORONIC ACID, PINACOL ESTER

Chemical Property of 1-(4-CHLOROPHENYL)VINYLBORONIC ACID, PINACOL ESTER

Chemical Property:

• Melting Point: 53-56
• PSA: 18.46000
• LogP: 3.98460
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

1-(4-Chlorophenyl)vinylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(4-CHLOROPHENYL)VINYLBORONIC ACID, PINACOL ESTER

There total 9 articles about 1-(4-CHLOROPHENYL)VINYLBORONIC 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: 79.0%

4-n-chlorophenylacetylene (873-73-4) + bis(pinacol)diborane (73183-34-3) → 2-(1-(4-chlorophenyl)vinyl)-4,4,5,5-tetramethyl-1,3-dioxa-2-borolane (850567-54-3)

Guidance literature:

With C₅₇H₈₄N₆O₃₄; sodium hydroxide; copper(ll) bromide; In methanol; water; at 50 ℃; for 18h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.01.049

Reference yield: 71.0%

4-n-chlorophenylacetylene (873-73-4) + 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1195-66-0) → 2-(1-(4-chlorophenyl)vinyl)-4,4,5,5-tetramethyl-1,3-dioxa-2-borolane (850567-54-3)

Guidance literature:

4-n-chlorophenylacetylene; With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); diisobutylaluminium hydride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at 0 - 80 ℃; for 24h; Inert atmosphere;

DOI:10.1039/d0cc02549f

Reference yield: 63.0%

trimethylsilyloxirane (16722-09-1) + 4-chlorophenylboronic acid pinacol ester (195062-61-4) → 2-(1-(4-chlorophenyl)vinyl)-4,4,5,5-tetramethyl-1,3-dioxa-2-borolane (850567-54-3) + (1-(4-chlorophenyl)vinyl)trimethylsilane

Guidance literature:

trimethylsilyloxirane; With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In pentane; at -95 ℃; for 1h;

4-chlorophenylboronic acid pinacol ester; In pentane; at -95 - 40 ℃; for 22h;

DOI:10.1002/anie.201907617

upstream raw materials:

4-n-chlorophenylacetylene

bis(pinacol)diborane

trimethylsilyloxirane

4-chlorophenylboronic acid pinacol ester

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