Diisopropoxyphenylborane

Base Information

• Chemical Name: Diisopropoxyphenylborane
• CAS No.: 1692-26-8
• Molecular Formula: C12H19 B O2
• Molecular Weight: 206.093
• Hs Code.: 2931900090
• European Community (EC) Number: 630-642-2
• DSSTox Substance ID: DTXSID701292851
• Nikkaji Number: J123.912K
• Mol file: 1692-26-8.mol

Synonyms:Diisopropoxyphenylborane;1692-26-8;phenyl-di(propan-2-yloxy)borane;Phenyldiisopropoxyborane;Benzeneboronic acid, diisopropyl ester;Diisopropyl phenylboronate;Boronic acid, phenyl-, bis(1-methylethyl) ester;diisopropyl benzeneboronate;Diisopropyl phenylboronate #;SCHEMBL2400555;DTXSID701292851;Bis(1-methylethyl) B-phenylboronate

Chemical Property of Diisopropoxyphenylborane

Chemical Property:

• Vapor Pressure: 0.0163mmHg at 25°C
• Refractive Index: 1.459
• Boiling Point: 263.9°C at 760 mmHg
• Flash Point: 31.7°C
• PSA: 18.46000
• Density: 0.91g/cm³
• LogP: 2.23180
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 206.1478100
• Heavy Atom Count: 15
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1)(OC(C)C)OC(C)C

Technology Process of Diisopropoxyphenylborane

There total 8 articles about Diisopropoxyphenylborane 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: 96.0%

Triisopropyl borate (5419-55-6) + phenyllithium (591-51-5) → bis(propan-2-yl) phenylboronate (1692-26-8) + diphenylisopropoxyborane (69737-51-5)

Guidance literature:

With hydrogenchloride; tert.-butyl lithium; In diethyl ether; under N2; to cold (-98 °C) soln. of boron compd. in Et2O slowly added MeLi, stirred for 0.5 h, warmed to room temp., stirred for 0.5 h,Li(BMe4) detected by (11)B NMR, cooled to 0 °C, added soln. of HCl in Et2O, stirred for 15 min, warmed; not isolated, monitored by (11)B NMR;

DOI:10.1021/om50004a009

Reference yield: 94.0%

bromobenzene (108-86-1,52753-63-6) + Triisopropyl borate (5419-55-6) → bis(propan-2-yl) phenylboronate (1692-26-8)

Guidance literature:

bromobenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

Triisopropyl borate; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1039/c4ob02545h

Reference yield: 86.0%

Triisopropyl borate (5419-55-6) + phenyllithium (591-51-5) → bis(propan-2-yl) phenylboronate (1692-26-8)

Guidance literature:

In diethyl ether; byproducts: LiO-i-Pr; N2-atmosphere; addn. of PhLi to B(O-i-Pr)3 (-78°C, stirring), stirring (-78°C, 2 h), evapn. (-78°C, 0.2 Torr), heating (110-120°C, 3 h, occasional shaking); collecting in cold trap;

upstream raw materials:

triphenylboroxine

isopropyl alcohol

Triisopropyl borate

bis(monomethylamino)phenylborane

Downstream raw materials:

phenylboronic acid

1,4-diphenylpiperidine

3,5-di-tert-butylphenyl phenyl ether

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