2-[(1E)-2-(1-Cyclohexen-1-yl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-[(1E)-2-(1-Cyclohexen-1-yl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 245432-97-7
• Molecular Formula: C₁₄H₂₃BO₂
• Molecular Weight: 234.146
• Mol file: 245432-97-7.mol

Synonyms:2-[(E)-2-(cyclohex-1-en-1-yl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-[(1E)-2-(1-Cyclohexen-1-yl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Refractive Index: n20/D1.505
• Flash Point: >110℃
• Density: 0.963 g/mL at 25 °C
• Storage Temp.: 2-8°C

Purity/Quality:

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

trans-2-(1-Cyclohexenyl)vinylboronic acid pinacol ester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(1E)-2-(1-Cyclohexen-1-yl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 5 articles about 2-[(1E)-2-(1-Cyclohexen-1-yl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 97.0%

1-ethenylcyclohexene (931-49-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-[(E)-2-(cyclohex-1-en-1-yl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (245432-97-7)

Guidance literature:

With C₂₈H₄₀CuNO; In acetonitrile; at 20 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.jorganchem.2016.09.025

Reference yield: 93.0%

1-ethenylcyclohexene (931-49-7) + bis(pinacol)diborane (73183-34-3) → 2-[(E)-2-(cyclohex-1-en-1-yl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (245432-97-7)

Guidance literature:

With methanol; copper (I) tert-butoxide; triphenylphosphine; In tetrahydrofuran; at 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201007182

Reference yield: 56.0%

1-(2-methoxyvinyl)cyclohex-1-ene + bis(pinacol)diborane (73183-34-3) → 2-[(E)-2-(cyclohex-1-en-1-yl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (245432-97-7)

Guidance literature:

With bis(acetylacetonate)nickel(II); potassium phosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc; In cyclohexane; toluene; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02236

upstream raw materials:

2,3-dimethyl-2,3-butane diol

(E)-2-[2-(Cyclohex-1-en-1-yl)ethenyl]benzo[1,3,2]dioxaborole

1-ethenylcyclohexene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

Downstream raw materials:

(E)-1-(2-(allyloxy)vinyl)cyclohex-1-ene

(E)-2-cyclohexenylethenyl but-2-enyl ether

(E)-2-cyclohexenylethenyl 2-(trimethylsilyl)ethyl ether

(E)-2-cyclohexenylethenyl 2-chloroethyl ether