4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-OL

Base Information

• Chemical Name: 4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-OL
• CAS No.: 25240-59-9
• Molecular Formula: C6H13 B O3
• Molecular Weight: 143.978
• Hs Code.: 2934999090
• Mol file: 25240-59-9.mol

Synonyms:2,3-Butanediol,2,3-dimethyl-, cyclic borate (7CI); 2,3-Butanediol, 2,3-dimethyl-, cyclic esterwith boric acid (H3BO3) (8CI); NSC 638835

Chemical Property of 4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-OL

Chemical Property:

• Boiling Point: 141.8±23.0 °C(Predicted)
• PKA: 13.80±0.60(Predicted)
• PSA: 38.69000
• Density: 1.01±0.1 g/cm3(Predicted)
• LogP: 0.56760
• Storage Temp.: Room temperature.

Purity/Quality:

99%min ^*data from raw suppliers

BoricAcid,PinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Boric Acid, Pinacol Ester was a useful reagent in the study of hydrogen peroxide inducible DNA croslsinking agents as anticancer prodrugs.

Technology Process of 4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-OL

There total 20 articles about 4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-OL 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: 74.0%

2,6-diisopropylbenzenamine (24544-04-5) + carbon dioxide (1111-72-4) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → pinacolboronic acid (25240-59-9) + bis(pinacolato)diborane (10221-56-4) + C12(13)CH19N (1577252-93-7)

Guidance literature:

With dihydridobis(η2-dihydrogen)bis(tricyclopentylphosphine)ruthenium(II); In benzene-d6; at 25 ℃; for 1h; under 760.051 Torr; Reagent/catalyst; Solvent; Temperature; Pressure; Inert atmosphere;

DOI:10.1021/ja500708w

Reference yield: 50.0%

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) + para-chlorobenzoic acid (74-11-3) → biphenyl (92-52-4,1594-86-1) + pinacolboronic acid (25240-59-9) + bis(pinacol)diborane (73183-34-3) + biphenyl-4-carboxylic acid (92-92-2)

Guidance literature:

With water; In water-d2; at 27 ℃; for 24h; Inert atmosphere;

DOI:10.1246/cl.2012.630

Reference yield:

water (7732-18-5) + bis(pinacol)diborane (73183-34-3) → pinacolboronic acid (25240-59-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 55 ℃; Temperature; Kinetics; Inert atmosphere;

DOI:10.1021/acs.oprd.1c00198

upstream raw materials:

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

para-chlorobenzoic acid

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

cyclohexene

Downstream raw materials:

2-thiopheneboronic acid pinacol ester

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-thieno-[3,2-b]-thiophen-2-yl

dimethyl(phenyl)((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oxy)silane

2-(4-tert-butyloxycarbonyl-piperizin-1-yl)pyridine-5-boronic acid pinacol ester

Refernces

• 1、 Ji, Pengfei,Sawano, Takahiro,Lin, Zekai,Urban, Ania,Boures, Dean,Lin, Wenbin. "Cerium-Hydride Secondary Building Units in a Porous Metal-Organic Framework for Catalytic Hydroboration and Hydrophosphination". supporting information. p. 14860 - 14863. Retrieved 2016/11/29.
• 2、 Cao, Sheng,Christiansen, Robin,Peng, Xiaohua. "Substituent effects on oxidation-induced formation of quinone methides from arylboronic ester precursors". . p. 9050 - 9058. Retrieved 2013/07/26.