1-Cyclohexylvinylboronic acid

Base Information

• Chemical Name: 1-Cyclohexylvinylboronic acid
• CAS No.: 1202245-69-9
• Molecular Formula: C₈H₁₅BO₂
• Molecular Weight: 154.017
• Hs Code.: 2931900090
• Mol file: 1202245-69-9.mol

Synonyms:1-Cyclohexylvinylboronic acid

Chemical Property of 1-Cyclohexylvinylboronic acid

Chemical Property:

• Boiling Point: 284.2±23.0 °C(Predicted)
• PKA: 9.43±0.43(Predicted)
• PSA: 40.46000
• Density: 1.010±0.06 g/cm3(Predicted)
• LogP: 1.13490
• Storage Temp.: 2-8°C

Purity/Quality:

95+% ^*data from raw suppliers

1-Cyclohexylvinylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Cyclohexylvinylboronic acid

There total 4 articles about 1-Cyclohexylvinylboronic 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:

2-(1-cyclohexyl-vinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (251928-76-4) → 1‐cyclohexylethen-1-ylboronic acid (1202245-69-9)

Guidance literature:

With sodium periodate; ammonium acetate; water; In acetone; at 20 ℃; for 12h;

DOI:10.1002/anie.202109461

Reference yield:

2,2'-(cyclohexylmethylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1512864-19-5) → 1‐cyclohexylethen-1-ylboronic acid (1202245-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 0.08 h / 0 °C / Glovebox

1.2: 2.25 h / 0 - 60 °C / Glovebox

2.1: sodium periodate; ammonium acetate; water / acetone / 12 h / 20 °C

With sodium periodate; ammonium acetate; 2,2,6,6-tetramethylpiperidinyl-lithium; water; In tetrahydrofuran; acetone;

DOI:10.1002/anie.202109461

Reference yield:

cyclohexanecarbaldehyde (2043-61-0) → 1‐cyclohexylethen-1-ylboronic acid (1202245-69-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triphenyl phosphite; bromine; triethylamine / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere

2.1: copper(l) iodide; lithium methanolate / N,N-dimethyl-formamide / 0.17 h / 20 °C / Glovebox; Inert atmosphere

2.2: 12 h / 20 °C / Glovebox; Inert atmosphere

3.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 0.08 h / 0 °C / Glovebox

3.2: 2.25 h / 0 - 60 °C / Glovebox

4.1: sodium periodate; ammonium acetate; water / acetone / 12 h / 20 °C

With triphenyl phosphite; sodium periodate; copper(l) iodide; lithium methanolate; ammonium acetate; 2,2,6,6-tetramethylpiperidinyl-lithium; water; bromine; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1002/anie.202109461

upstream raw materials:

cyclohexanecarbaldehyde

1,1-Dibromomethylcyclohexane

2,2'-(cyclohexylmethylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2-(1-cyclohexyl-vinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Refernces