4,4,5,5-TETRAMETHYL-2-(4-METHYLCYCLOHEX-1-ENYL)-1,3,2-DIOXABOROLANE

Base Information

• Chemical Name: 4,4,5,5-TETRAMETHYL-2-(4-METHYLCYCLOHEX-1-ENYL)-1,3,2-DIOXABOROLANE
• CAS No.: 865869-26-7
• Molecular Formula: C13H23BO2
• Molecular Weight: 222.135
• Hs Code.: 2934999090
• Mol file: 865869-26-7.mol

Synonyms:4-methyl-1-cyclohexen-1-ylboronic acid pinacol ester;;4,4,5,5-Tetramethyl-2-(4-methylcyclohex-1-enyl)-1,3,2-dioxaborolane;;4,4,5,5-Tetramethyl-2-(4-methyl-1-cyclohexen-1-yl)-1,3,2-dioxaborolane;;

Chemical Property of 4,4,5,5-TETRAMETHYL-2-(4-METHYLCYCLOHEX-1-ENYL)-1,3,2-DIOXABOROLANE

Chemical Property:

• Vapor Pressure: 0.045mmHg at 25°C
• Refractive Index: 1.464
• Boiling Point: 245.578oC at 760 mmHg
• Flash Point: 102.322oC
• PSA: 18.46000
• Density: 0.946g/cm3
• LogP: 3.36420
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

4,4,5,5-tetramethyl-2-(4-methylcyclohex-1-enyl)-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4,5,5-TETRAMETHYL-2-(4-METHYLCYCLOHEX-1-ENYL)-1,3,2-DIOXABOROLANE

There total 5 articles about 4,4,5,5-TETRAMETHYL-2-(4-METHYLCYCLOHEX-1-ENYL)-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: 73.0%

bis(pinacol)diborane (73183-34-3) + (4-methylcyclohex-1-en-1-yl)(phenyl)iodonium tetrafluoroborate → 4,4,5,5-tetramethyl-2-(4-methylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane (865869-26-7)

Guidance literature:

With copper(l) iodide; triphenylphosphine; lithium tert-butoxide; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

DOI:10.1039/d0ob01121e

Reference yield:

4-methylcyclohex-1-en-1-yl trifluoromethanesulfonate (119472-66-1) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(4-methylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane (865869-26-7)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In DMF (N,N-dimethyl-formamide); at 80 ℃; for 24h;

Reference yield:

1-methylcyclohexan-4-one (589-92-4) → 4,4,5,5-tetramethyl-2-(4-methylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane (865869-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 - 0 °C

1.2: -78 - 20 °C

2.1: potassium acetate / 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C / Inert atmosphere; Sealed tube

With potassium acetate; lithium hexamethyldisilazane; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane;

upstream raw materials:

4-methylcyclohex-1-en-1-yl trifluoromethanesulfonate

bis(pinacol)diborane

1-methylcyclohexan-4-one

cyclohexanone

Downstream raw materials:

C₁₅H₁₅NO₃

(4-methylcyclohex-1-en-1-yl)boronic acid

C₁₈H₁₉NO₂S

C₂₄H₂₃NO₂S

Refernces

• 1、 -. "INHIBITORS OF HEPATITIS C VIRUS POLYMERASE". Page/Page column 55-56. . Retrieved 2012/06/30.
• 2、 -. "SUBSTITUTED FUROPYRIMIDINES AND USE THEREOF". Page/Page column 27. . Retrieved 2011/07/29.