Bis(hexylene glycolato)diboron

Base Information

• Chemical Name: Bis(hexylene glycolato)diboron
• CAS No.: 230299-21-5
• Molecular Formula: C12H24B2O4
• Molecular Weight: 253.942
• Hs Code.: 29349990
• European Community (EC) Number: 673-658-5
• DSSTox Substance ID: DTXSID00370396
• Nikkaji Number: J3.206.226A
• Mol file: 230299-21-5.mol

Synonyms:Bis(hexylene glycolato)diboron;230299-21-5;4,4,4',4',6,6'-Hexamethyl-2,2'-bi(1,3,2-dioxaborinane);bis(hexyleneglycolato)diboron;4,4,6-trimethyl-2-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)-1,3,2-dioxaborinane;MFCD06246008;2,2'-Bi-1,3,2-dioxaborinane, 4,4,4',4',6,6'-hexamethyl-;4,4,4',4',6,6'-Hexamethyl-2,2'-bi-1,3,2-dioxaborinane;4,4,4',4',6,6'-Hexamethyl-2,2'-bi[1,3,2-dioxaborinane];Bis(hexyleneglycolato) diboron;SCHEMBL4135210;DTXSID00370396;UEBSWKNVDRJVHN-UHFFFAOYSA-N;AC1859;Bis(hexylene glycolato)diboron, 96%;AKOS015908249;AC-4653;AM62761;CS-W009463;Bis(2-methyl-2,4-pentanediolato)diboron;AS-12464;SY010019;B2906;FT-0644071;A816507;1-PYRROLIDIN-3-(4-CHLOROPHENYL)-3-(N-CBZ-N-METHYL)AMINO-PROPANE

Chemical Property of Bis(hexylene glycolato)diboron

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.0517mmHg at 25°C
• Melting Point: 98-102 ºC
• Refractive Index: 1.431
• Boiling Point: 242.8 °C at 760 mmHg
• Flash Point: 100.7 °C
• PSA: 36.92000
• Density: 0.97 g/cm³
• LogP: 2.24920
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Insoluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 254.1860696
• Heavy Atom Count: 18
• Complexity: 279

Purity/Quality:

99% ^*data from raw suppliers

Bis(hexylene Glycolato)diboron >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(CC(O1)(C)C)C)B2OC(CC(O2)(C)C)C
• Uses: suzuki reaction Bis(hexylene glycolato)diboron can be used as a reagent: To prepare aryl boronate esters via metal-catalyzed direct C-H borylation of aryl compounds. In the chemoselective synthesis of C?C coupling products via nickel catalyzed coupling of primary and secondary alkyl halides. In the nickel-catalyzed regioselective arylboration of terminal nonactivated alkenes to yield alkyl boranes.

Technology Process of Bis(hexylene glycolato)diboron

There total 4 articles about Bis(hexylene glycolato)diboron 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: 98.6%

2-methyl-2,4-pentanediol (107-41-5) → 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron (230299-21-5)

Guidance literature:

With tetrakis(dimethylamido)diborane; In toluene; at 20 - 100 ℃; for 1.25h;

Reference yield: 71.0%

2-methyl-2,4-pentanediol (107-41-5) → diboronic ester + 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron (230299-21-5)

Guidance literature:

Reference yield: 65.0%

4,4,6-trimethyl-1,3,2-dioxaborinane (10199-14-1,23894-82-8) → 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron (230299-21-5)

Guidance literature:

With C₂₅H₃₆FeN₂Si; In toluene; for 15h; Inert atmosphere; Reflux;

upstream raw materials:

2-methyl-2,4-pentanediol

tetrakis(dimethylamido)diborane

4,4,6-trimethyl-1,3,2-dioxaborinane

Downstream raw materials:

2,2'-(1-cyclohexylethane-1,2-diyl)bis(4,4,6-trimethyl-1,3,2-dioxaborinane)

2-fluoro-5-(hexyleneglycol)boryl-3-hexanone

methyl 5-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)-1H-pyrrole-2-carboxylate

methyl 5-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)furan-2-carboxylate

Refernces

A convenient and clean synthetic method for borasiloxanes by Pd-catalysed reaction of silanols with diborons

10.1039/c7cc02420g

The research focuses on the development of a convenient and clean synthetic method for borasiloxanes, which are valuable chemicals in materials chemistry due to their excellent heat resistance and unique properties applicable to various fields such as chemical sensors, electrolyte additives, and ceramic precursors. The study introduces a Pd-catalyzed selective Si-O-B bond-forming reaction through dehydrogenative O-borylation of a variety of silanols with easily available diborons, such as bis(pinacolato)diboron (B2pin2), bis(neopentyl glycolato)diboron (B2neop2), bis(hexylene glycolato)diboron (B2hexyl2), and bis(catecholato)diboron (B2cat2). The process is efficient, takes place under mild conditions, and generates only hydrogen gas as a byproduct, making it environmentally friendly. The successful use of diborons with Pd catalysts for borasiloxane synthesis is a unique point compared to previously reported methods, and the high activity of the commonly-used air-stable Pd acetate catalyst makes this method potentially applicable for modifying silanol group-containing materials like silicone polymers to improve their physical properties or add new chemical properties based on boron moieties. The study concludes that this new simple method for the preparation of Si-O-B compounds using readily available silanols and diboron reagents could have significant practical applications.

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