1-Dodecylboronic acid pinacol

Base Information

• Chemical Name: 1-Dodecylboronic acid pinacol
• CAS No.: 177035-82-4
• Molecular Formula: C18H37BO2
• Molecular Weight: 296.302
• Hs Code.: 2931900090
• Mol file: 177035-82-4.mol

Synonyms:1-Dodecylboronic acid pinacol;1-Dodecylboronic acid pinacol ester, 98%

Chemical Property of 1-Dodecylboronic acid pinacol

Chemical Property:

• Refractive Index: 1.4410
• Boiling Point: 123℃/0.2mm
• PSA: 18.46000
• Density: 0.86±0.1 g/cm3(Predicted)
• LogP: 5.99950

Purity/Quality:

98% ^*data from raw suppliers

1-DODECYLBORONIC ACID PINACOL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Dodecylboronic acid pinacol

There total 11 articles about 1-Dodecylboronic acid pinacol 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: 82.0%

1-dodecene (112-41-4,25067-08-7,62132-67-6) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-dodecyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (177035-82-4)

Guidance literature:

With fac-[Mn(1,2-bis(di-isopropylphosphino)ethane)(CO)₃(CH₂CH₂CH₃)]; In tetrahydrofuran; at 80 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202110736

Reference yield: 80.0%

1-Iodododecane (4292-19-7) + bis(pinacol)diborane (73183-34-3) → 2-dodecyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (177035-82-4)

Guidance literature:

With lithium tert-butoxide; In methanol; water; at 50 ℃; for 48h; Glovebox;

Reference yield: 75.0%

1-chlorododecane (112-52-7) + bis(pinacol)diborane (73183-34-3) → 2-dodecyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (177035-82-4)

Guidance literature:

With 2,2':6,2''-terpyridine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; sodium t-butanolate; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.cclet.2014.01.006

upstream raw materials:

2,3-dimethyl-2,3-butane diol

1-dodecene

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

1-chlorododecane

Downstream raw materials:

dodecane

n-dodecylboronic acid

1-dodecene

Refernces

• 1、 Kirchner, Karl,St?ger, Berthold,Veiros, Luis F.,Weber, Stefan,Zobernig, Daniel. "Hydroboration of Terminal Alkenes and trans-1,2-Diboration of Terminal Alkynes Catalyzed by a Manganese(I) Alkyl Complex". supporting information. p. 24488 - 24492. Retrieved 2021/10/19.
• 2、 Huang, Lin,Bismuto, Alessandro,Rath, Simon A.,Trapp, Nils,Morandi, Bill. "Ruthenium-Catalyzed Dehydrogenation Through an Intermolecular Hydrogen Atom Transfer Mechanism". supporting information. p. 7290 - 7296. Retrieved 2021/03/01.