4-(Naphthalene-1-yl)phenylboronic acid pinacol ester

Base Information

• Chemical Name: 4-(Naphthalene-1-yl)phenylboronic acid pinacol ester
• CAS No.: 1028729-05-6
• Molecular Formula: C22H25BO3
• Molecular Weight: 330.234
• Hs Code.: 2707400000
• Mol file: 1028729-05-6.mol

Synonyms:4-(Naphthalene-1-yl)phenylboronic acid pinacol ester

Chemical Property of 4-(Naphthalene-1-yl)phenylboronic acid pinacol ester

Chemical Property:

• Boiling Point: 457.4±24.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 4.80600

Purity/Quality:

98%min ^*data from raw suppliers

4-(NAPHTHALENE-1-YL)PHENYLBORONIC 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 4-(Naphthalene-1-yl)phenylboronic acid pinacol ester

There total 8 articles about 4-(Naphthalene-1-yl)phenylboronic acid pinacol ester 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: 78.0%

1-(4-chlorophenyl)naphthalene (24382-97-6) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(4-(naphthalen-1-yl)phenyl)-1,3,2-dioxaborolane (1028729-05-6)

Guidance literature:

With potassium acetate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; Reflux;

Reference yield: 73.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 1-(4-bromo-phenyl)-naphthalene (204530-94-9) → 4,4,5,5-tetramethyl-2-(4-(naphthalen-1-yl)phenyl)-1,3,2-dioxaborolane (1028729-05-6)

Guidance literature:

1-(4-bromo-phenyl)-naphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 0.5h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -70 - 20 ℃; for 7h;

Reference yield: 50.0%

1-(4-fluorophenyl)naphthalene (572-52-1) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(4-(naphthalen-1-yl)phenyl)-1,3,2-dioxaborolane (1028729-05-6)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; iron(II) chloride; lithium hexamethyldisilazane; In toluene; at 110 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b02228

upstream raw materials:

1.4-dibromobenzene

1-Naphthylboronic acid

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1-(4-bromo-phenyl)-naphthalene

Refernces

• 1、 -. "COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME". Paragraph 0209-0213. . Retrieved 2019/11/21.
• 2、 -. "COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF". Paragraph 0343-0344. . Retrieved 2016/10/07.