(E)-1-HEXENE-1,2-DIBORONIC ACID BIS(PINACOL) ESTER

Base Information

• Chemical Name: (E)-1-HEXENE-1,2-DIBORONIC ACID BIS(PINACOL) ESTER
• CAS No.: 312693-52-0
• Molecular Formula: C₁₈H₃₄B₂O₄
• Molecular Weight: 336.088
• Mol file: 312693-52-0.mol

Synonyms:(E)-1-HEXENE-1,2-DIBORONIC ACID BIS(PINACOL) ESTER;1-CIS-1,2-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)HEXENE;2,2μ-[(1Z)-1-Butyl-1,2-ethenediyl]bis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane], 1-[cis-1,2-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]hexene

Chemical Property of (E)-1-HEXENE-1,2-DIBORONIC ACID BIS(PINACOL) ESTER

Chemical Property:

• Refractive Index: n20/D 1.455(lit.)
• Boiling Point: 292 °C(lit.)
• Flash Point: >230 °F
• PSA: 99.38000
• Density: 0.954 g/mL at 25 °C(lit.)
• LogP: 2.27460

Purity/Quality:

99% ^*data from raw suppliers

(E)-1-Hexene-1,2-diboronic acid bis(pinacol) ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of (E)-1-HEXENE-1,2-DIBORONIC ACID BIS(PINACOL) ESTER

There total 2 articles about (E)-1-HEXENE-1,2-DIBORONIC ACID BIS(PINACOL) ESTER 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: 13.0%

hex-1-yne (693-02-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → C18H34B2O4 (312693-52-0)

Guidance literature:

With fac-[Mn(1,2-bis(di-isopropylphosphino)ethane)(CO)₃(CH₂CH₂CH₃)]; In tetrahydrofuran; at 70 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202110736

Reference yield:

hex-1-yne (693-02-7) + bis(pinacol)diborane (73183-34-3) → C18H34B2O4 (312693-52-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; toluene; at 80 ℃; for 18h;

DOI:10.1021/jo402237t

Reference yield:

C18H34B2O4 (312693-52-0) → methyl 4-(4-methylphenyl)-2-(morpholino)oct-3-enoate (1519954-08-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 8 h / 20 °C / Inert atmosphere

2: diethyl ether / 2 h / 0 °C

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate monohydrate / tetrahydrofuran; water / 8 h / Inert atmosphere; Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate monohydrate; In tetrahydrofuran; diethyl ether; water; 1: |Petasis Reaction / 3: |Suzuki Coupling;

DOI:10.1021/jo402237t

upstream raw materials:

hex-1-yne

bis(pinacol)diborane

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

Downstream raw materials:

methyl 4-(4-methylphenyl)-2-(morpholino)oct-3-enoate

methyl 4-(2-methylphenyl)-2-(morpholino)oct-3-enoate

methyl 2-dibenzylamino-4-(4-methylphenyl)oct-3-enoate

methyl 4-(4-nitrophenyl)-2-(pyridin-4-yl)piperazinooct-3-enoate