(E)-2-Cyclopropylvinylboronic acid

Base Information

• Chemical Name: (E)-2-Cyclopropylvinylboronic acid
• CAS No.: 903510-64-5
• Molecular Formula: C₅H₉BO₂
• Molecular Weight: 111.936
• Hs Code.: 2931900090
• Mol file: 903510-64-5.mol

Synonyms:(E)-2-Cyclopropylvinylboronic acid

Chemical Property of (E)-2-Cyclopropylvinylboronic acid

Chemical Property:

• Boiling Point: 231.7±23.0 °C(Predicted)
• PKA: 9.83±0.43(Predicted)
• PSA: 40.46000
• Density: 1.249±0.06 g/cm3(Predicted)
• LogP: -0.03540
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98% ^*data from raw suppliers

(E)-2-Cyclopropylvinylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-2-Cyclopropylvinylboronic acid

There total 3 articles about (E)-2-Cyclopropylvinylboronic acid 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:

(E)-4,4,5,5-tetramethyl-2-(cyclopropyl-1-ethenyl)-1,3,2-dioxaborolane (849061-99-0) → trans-2-cyclopropylvinylboronic acid (903510-64-5)

Guidance literature:

With sodium periodate; ammonium acetate; water; In acetone; at 25 ℃;

DOI:10.1021/ol402237w

Reference yield:

Cyclopropylacetylene (6746-94-7) + benzo[1,3,2]dioxaborole (274-07-7) → C5H9BO2 (1121058-18-1,903510-64-5)

Guidance literature:

In tetrahydrofuran; at 65 ℃; for 24h;

DOI:10.1002/anie.201611006

Reference yield:

Cyclopropylacetylene (6746-94-7) → trans-2-cyclopropylvinylboronic acid (903510-64-5)

Guidance literature:

Multi-step reaction with 2 steps

1: zirconocene dichloride; triethylamine / 16 h / 60 °C / Inert atmosphere

2: sodium periodate; ammonium acetate; water / acetone / 25 °C

With sodium periodate; zirconocene dichloride; ammonium acetate; water; triethylamine; In acetone;

DOI:10.1021/ol402237w

upstream raw materials:

(E)-4,4,5,5-tetramethyl-2-(cyclopropyl-1-ethenyl)-1,3,2-dioxaborolane

Cyclopropylacetylene

benzo[1,3,2]dioxaborole

Refernces

• 1、 Corless, Victoria B.,Holownia, Aleksandra,Foy, Hayden,Mendoza-Sanchez, Rodrigo,Adachi, Shinya,Dudding, Travis,Yudin, Andrei K.. "Synthesis of α-Borylated Ketones by Regioselective Wacker Oxidation of Alkenylboronates". supporting information. p. 5300 - 5303. Retrieved 2018/09/12.
• 2、 Kontokosta, Dimitra,Mueller, Daniel S.,Wang, Heng-Yen,Anderson, Laura L.. "Preparation of α-imino aldehydes by [1,3]-rearrangements of O-alkenyl oximes". supporting information. p. 4830 - 4833. Retrieved 2013/10/08.