CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)STILBENE

Base Information

• Chemical Name: CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)STILBENE
• CAS No.: 151416-94-3
• Molecular Formula: C26H34B2O4
• Molecular Weight: 432.176
• Mol file: 151416-94-3.mol

Synonyms:1,3,2-Dioxaborolane,2,2'-(1,2-diphenyl-1,2-ethenediyl)bis[4,4,5,5-tetramethyl-, (Z)-;

Chemical Property of CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)STILBENE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 69-73 °C(lit.)
• Refractive Index: 1.535
• Boiling Point: 443.3 °C at 760 mmHg
• Flash Point: 221.9 °C
• PSA: 36.92000
• Density: 1.07 g/cm³
• LogP: 5.86020

Purity/Quality:

97% ^*data from raw suppliers

CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)STILBENE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)STILBENE

There total 13 articles about CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)STILBENE 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: 99.0%

diphenyl acetylene (501-65-5) + bis(pinacol)diborane (73183-34-3) → (Z)-2,2'-[1,2-(biphenyl)eth-1-ene-1,2-diyl]bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (151416-94-3)

Guidance literature:

With gold; In toluene; at 100 ℃; for 12h; diastereoselective reaction; Green chemistry;

DOI:10.1021/ol4028013

Reference yield: 98.0%

→ diboronic ester + (Z)-2,2'-[1,2-(biphenyl)eth-1-ene-1,2-diyl]bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (151416-94-3)

Guidance literature:

Reference yield: 87.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + Trimethyl borate (121-43-7,63156-11-6) + diphenyl acetylene (501-65-5) → (Z)-2,2'-[1,2-(biphenyl)eth-1-ene-1,2-diyl]bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (151416-94-3)

Guidance literature:

Trimethyl borate; diphenyl acetylene; With sodium; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

2,3-dimethyl-2,3-butane diol; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.5h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere;

DOI:10.1246/BCSJ.20200110

upstream raw materials:

diphenyl acetylene

bis(pinacol)diborane

bromobenzene

phenylacetylene

Downstream raw materials:

2,2-difluoro-2-phenylacetophenone

2,2-difluoro-1,2-diphenylethan-1-ol

dimethyl (Z)-2,3-diphenyl-2-butenedioate

2-((1E,3Z)-3,4-diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)buta-1,3-dien-1-yl)isoindoline-1,3-dione