Tetrabutyl benzene-1,4-diylbisboronate

Base Information

• Chemical Name: Tetrabutyl benzene-1,4-diylbisboronate
• CAS No.: 2449-19-6
• Molecular Formula: C22H40 B2 O4
• Molecular Weight: 390.179
• NSC Number: 115628
• DSSTox Substance ID: DTXSID60297338
• Wikidata: Q82038379
• Mol file: 2449-19-6.mol

Synonyms:2449-19-6;tetrabutyl benzene-1,4-diylbisboronate;NSC115628;DTXSID60297338;NSC-115628

Chemical Property of Tetrabutyl benzene-1,4-diylbisboronate

Chemical Property:

• Vapor Pressure: 3.3E-08mmHg at 25°C
• Boiling Point: 460°Cat760mmHg
• Flash Point: 232°C
• Density: 0.93g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 18
• Exact Mass: 390.3112701
• Heavy Atom Count: 28
• Complexity: 287

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tetrabutyl benzene-1,4-diylbisboronate

There total 4 articles about Tetrabutyl benzene-1,4-diylbisboronate 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: 92.0%

1,4-Phenyldiboronic acid (4612-26-4) → 1,4-bis(di-n-butoxy)-boryl-phenylene (2449-19-6)

Guidance literature:

according to D. R. Nielsen and W. E. McEwen, J. Am. Chem. Soc., 1957, 79, 3081;

Reference yield:

1.4-dibromobenzene (106-37-6) → 1,4-bis(di-n-butoxy)-boryl-phenylene (2449-19-6)

Guidance literature:

With magnesium; nachfolgendes Behandeln mit Trimethylborat und mit Butan-1-ol;

DOI:10.1021/ja01569a025

Reference yield:

1,4-Phenyldiboronic acid (4612-26-4) + butan-1-ol (71-36-3) → 1,4-bis(di-n-butoxy)-boryl-phenylene (2449-19-6)

Guidance literature:

DOI:10.1039/j39700000488

upstream raw materials:

1.4-dibromobenzene

1,4-Phenyldiboronic acid

butan-1-ol

phen-1,4-ylenbis(magnesiumbromid)

Downstream raw materials:

n-Butyl chloride

1,4-bis(dichloroboryl)benzene

trichlorophosphate

1,4-Phenyldiboronic acid

Refernces

• 1、 Morgan, Jacqueline,Pinhey, John T.. "Reaction of Arylboronic Acids and their Derivatives with Lead Tetra-acetate. The Generation of Aryl-lead Triacetates, and meta- and para-Phenylenebis(lead triacetate), in situ for Electrophilic Arylation". . p. 715 - 720. Retrieved 2007/10/02.