Bis(neopentyl glycolato)diboron

Base Information

• Chemical Name: Bis(neopentyl glycolato)diboron
• CAS No.: 201733-56-4
• Molecular Formula: C10H20B2O4
• Molecular Weight: 225.888
• Hs Code.: 29349990
• European Community (EC) Number: 639-407-9
• UNII: TU2GUX2HET
• DSSTox Substance ID: DTXSID70370207
• Nikkaji Number: J1.512.193I
• Wikidata: Q72446584
• Mol file: 201733-56-4.mol

Synonyms:Bis(neopentanediolato)diboron;

Chemical Property of Bis(neopentyl glycolato)diboron

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0.229mmHg at 25°C
• Melting Point: 180.5-184.5 °C(lit.)
• Refractive Index: 1.427
• Boiling Point: 214.278 °C at 760 mmHg
• Flash Point: 83.393 °C
• PSA: 36.92000
• Density: 0.998 g/cm³
• LogP: 1.18720
• Storage Temp.: 0-6°C
• Sensitive.: moisture sensitive
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 226.1547694
• Heavy Atom Count: 16
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

Bis(neopentyl glycolato)diboron ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OCC(CO1)(C)C)B2OCC(CO2)(C)C
• Uses: suzuki reaction Bis(neopentyl glycolato)diboron can make borate adducts used for Suzuki coupling. Reagent to prepare boronic acid esters.

Technology Process of Bis(neopentyl glycolato)diboron

There total 5 articles about Bis(neopentyl 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: 64.0%

tetrakis(dimethylamido)diborane (1630-79-1) + 2,2-Dimethyl-1,3-propanediol (126-30-7) → 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane (201733-56-4)

Guidance literature:

In diethyl ether; N2-atmosphere; addn. of 2 equiv. diol to B-compd., stirring for at room temp. for 5 h; cooling to -78°C, addn. of excess 1 M HCl in Et2O, slow warming to room temp., solvent removal (vac.), extn. into hexane (Soxhlet), recrystn. (hexane/CH2Cl2=9:1); elem. anal.;

DOI:10.1021/ic980425a

Reference yield: 54.5%

2,2-Dimethyl-1,3-propanediol (126-30-7) → 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane (201733-56-4)

Guidance literature:

With tetrakis(dimethylamido)diborane; In toluene; at 20 - 105 ℃; for 1.03333h;

Reference yield: 54.0%

5,5-dimethyl-1,3,2-dioxaborinane (668987-38-0) → 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane (201733-56-4)

Guidance literature:

With C₃₃H₅₂FeN₂Si; for 8h; Reflux; Inert atmosphere;

upstream raw materials:

2,2-Dimethyl-1,3-propanediol

tetrakis(dimethylamido)diborane

tetrahydroxydiboron

5,5-dimethyl-1,3,2-dioxaborinane

Downstream raw materials:

5,5-dimethyl-2-[β-(4-methoxyphenylethenyl)]-1,3,2-dioxaborinane

2-(2-fluorophenyl)-5,5-dimethyl-[1,3,2]dioxaborinane

2-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

C₃₂H₃₂BNO₈

Refernces

• 1、 -. "A process for preparing a diboron ester (by machine translation)". Paragraph 0018. . Retrieved 2016/12/16.
• 2、 -. "PREPARATION OF DIBORONIC ESTERS". Page 15. . Retrieved 2008/06/13.