4,4,5,5-Tetramethyl-2-octyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-octyl-1,3,2-dioxaborolane
• CAS No.: 66217-56-9
• Molecular Formula: C14H29BO2
• Molecular Weight: 240.194
• DSSTox Substance ID: DTXSID70460213
• Nikkaji Number: J730.124C
• Wikidata: Q82284190
• Mol file: 66217-56-9.mol

Synonyms:4,4,5,5-tetramethyl-2-octyl-1,3,2-dioxaborolane;66217-56-9;1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-octyl-;SCHEMBL6940062;DTXSID70460213;BS-47987;E83883

Chemical Property of 4,4,5,5-Tetramethyl-2-octyl-1,3,2-dioxaborolane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 240.2260603
• Heavy Atom Count: 17
• Complexity: 210

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)CCCCCCCC

Technology Process of 4,4,5,5-Tetramethyl-2-octyl-1,3,2-dioxaborolane

There total 8 articles about 4,4,5,5-Tetramethyl-2-octyl-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: 88.0%

octane (111-65-9) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-octyl-[1,3,2]dioxaborolane (66217-56-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8)

Guidance literature:

With catalyst: [Ir((CHCHC₂H₄)2)OCH₃]2/(CH₃)4C₁₂H₄N₂; In neat (no solvent); for 24 h at 120°C;

DOI:10.1021/ja305596v

Reference yield:

oct-1-ene (111-66-0,25068-25-1) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → octane (111-65-9) + 4,4,5,5-tetramethyl-2-octyl-[1,3,2]dioxaborolane (66217-56-9)

Guidance literature:

With C₃₃H₅₈N₃NiPSi₂; In neat (no solvent); at 65 ℃; for 18h; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1021/acscatal.8b01972

Reference yield:

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) + (Z)-oct-4-ene (7642-15-1) → octane (111-65-9) + 4,4,5,5-tetramethyl-2-octyl-[1,3,2]dioxaborolane (66217-56-9)

Guidance literature:

With C₃₃H₅₈N₃NiPSi₂; In neat (no solvent); at 65 ℃; for 18h; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1021/acscatal.8b01972

upstream raw materials:

octane

bis(pinacol)diborane

oct-1-ene

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

Downstream raw materials:

n-Octylamine

1-Fluoro-octane

(E)-dec-1-en-1-ylcyclohexan

oct-1-ene

Refernces

• 1、 Wang, Xianjin,Cui, Penglei,Xia, Chungu,Wu, Lipeng. "Catalytic Boration of Alkyl Halides with Borane without Hydrodehalogenation Enabled by Titanium Catalyst". supporting information. p. 12298 - 12303. Retrieved 2021/05/07.
• 2、 Arévalo, Rebeca,Vogels, Christopher M.,Macneil, Gregory A.,Riera, Lucía,Pérez, Julio,Westcott, Stephen A.. "Rhenium-catalysed hydroboration of aldehydes and aldimines". supporting information. p. 7750 - 7757. Retrieved 2017/07/11.