2-INDANYLBORONIC ACID PINACOL ESTER

Base Information

• Chemical Name: 2-INDANYLBORONIC ACID PINACOL ESTER
• CAS No.: 608534-44-7
• Molecular Formula: C₁₅H₂₁BO₂
• Molecular Weight: 244.142
• Hs Code.: 2934999090
• Mol file: 608534-44-7.mol

Synonyms:2-INDANYLBORONIC ACID PINACOL ESTER;2-Indanylboronic acid pinacol cyclic ester

Chemical Property of 2-INDANYLBORONIC ACID PINACOL ESTER

Chemical Property:

• Vapor Pressure: 0.00147mmHg at 25°C
• Refractive Index: 1.5040
• Boiling Point: 305.6°C at 760 mmHg
• Flash Point: 138.6°C
• PSA: 18.46000
• Density: 1.03g/cm³
• LogP: 3.24760
• Storage Temp.: 2-8°C
• Water Solubility.: Difficult to mix in water.

Purity/Quality:

97% ^*data from raw suppliers

2-Indanylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Boronic acids react with alcohols, with loss of water, to form boronic esters. With simple alcohols, the products are very susceptible to hydrolysis, but with 1,2- and 1,3-diols, the resulting cyclic boronates (1,3,2- dioxaborolanes and 1,3,2-dioxaborinanes) are stable enough to be isolated.

Technology Process of 2-INDANYLBORONIC ACID PINACOL ESTER

There total 19 articles about 2-INDANYLBORONIC 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: 93.0%

1-indene (95-13-6) + bis(pinacol)diborane (73183-34-3) → 2-(2,3-dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (608534-44-7)

Guidance literature:

With potassium tert-butylate; iron(II) chloride; tert-butyl alcohol; In tetrahydrofuran; at 65 ℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1039/c5ra14869c

Reference yield: 93.0%

→ 2-(2,3-dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (608534-44-7)

Guidance literature:

With potassium tert-butylate; iron(II) chloride; In tetrahydrofuran; tert-butyl alcohol; at 65 ℃; for 12h; Inert atmosphere; Schlenk technique;

Reference yield: 92.0%

methanol (67-56-1) + 1-indene (95-13-6) + bis(pinacol)diborane (73183-34-3) → 2-(2,3-dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (608534-44-7)

Guidance literature:

With sodium t-butanolate; (1,3-dimesitylimidazolidin-2-yl)copper(I) chloride; In toluene; under N2; diborane reacted with alkene in toluene in presence of Cu complex (1 mol%), NaO-t-Bu and MeOH at 22°C for 24 h; detd. by (1)H NMR spectra; one stereoisomer (>98% stereoselectivity) obtained;

upstream raw materials:

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

1-indene

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

methanol

Downstream raw materials:

potassium (2,3-dihydro-1H-inden-2-yl)trifluoroborate