Ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Base Information

• Chemical Name: Ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
• CAS No.: 269409-99-6
• Molecular Formula: C15H21BO4
• Molecular Weight: 276.14
• Hs Code.: 2934999090
• European Community (EC) Number: 671-673-1
• DSSTox Substance ID: DTXSID90378801
• Nikkaji Number: J2.514.143A
• Wikidata: Q72471423
• Mol file: 269409-99-6.mol

Synonyms:269409-99-6;Ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate;2-Ethoxycarbonylphenylboronic acid pinacol ester;2-ETHOXYCARBONYLPHENYLBORONIC ACID, PINACOL ESTER;MFCD03453660;ethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate;SCHEMBL11662;DTXSID90378801;RFBZWPFBCXBBJS-UHFFFAOYSA-N;BBL104131;STL557946;AKOS015894406;AB15518;CS-W000904;GS-6534;1,1-(chloromethylene)bis[4-chlorobenzene];E1311;FT-0644220;F10500;A818722;J-016617;J-520610;2-Ethoxycarbonylphenylboronic acid pinacol ester, 97%;Ethyl -2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate;ethyl 2-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoate;Ethyl2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate;2-(2-Ethoxycarbonylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzoic acid ethyl ester;2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid ethyl ester;2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)benzoic acid ethyl ester;2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid ethyl ester;2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzoic acid, ethyl ester

Chemical Property of Ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Chemical Property:

• Vapor Pressure: 6.47E-06mmHg at 25°C
• Melting Point: 60-65 °C
• Refractive Index: 1.497
• Boiling Point: 378 °C at 760 mmHg
• Flash Point: 182.4 °C
• PSA: 44.76000
• Density: 1.07 g/cm³
• LogP: 2.16250
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 276.1532893
• Heavy Atom Count: 20
• Complexity: 351

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2-[4- ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=CC=C2C(=O)OCC

Technology Process of Ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

There total 9 articles about Ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 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%

benzoic acid ethyl ester (93-89-0,99341-95-4) + bis(pinacol)diborane (73183-34-3) → ethyl 2-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoate (269409-99-6)

Guidance literature:

With [Ir(OMe)(COD)]2/tris[3,5-bis(CF₃)phenyl]phosphine; In octane; 80°C, 16 h, benzoate ester (5.0 mmol), bis(pinacolato)diboron (1.0 mmol), (Ir(OMe)(COD))2 (0.015 mmol), tris(3,5-bis(trifluoromethyl)phenyl)phosphine (0.06 mmol);

DOI:10.1039/b910298a

Reference yield: 91.0%

2-bromobenzoic acid ethyl ester (6091-64-1) + bis(pinacol)diborane (73183-34-3) → ethyl 2-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoate (269409-99-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In tetrahydrofuran; at 100 ℃; for 12h; Glovebox; Sealed tube;

DOI:10.1021/jacs.7b04490

Reference yield: 78.0%

ethyl 2-chlorobenzoate (7335-25-3) + bis(pinacol)diborane (73183-34-3) → ethyl 2-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoate (269409-99-6)

Guidance literature:

With tris(trimethylphosphine)nickel(II) chloride; (2,2,2-trifluoroethoxy)trimethylsilane; cesium fluoride; In tetrahydrofuran; at 100 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol202267t

upstream raw materials:

benzoic acid ethyl ester

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

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

ethyl 2-iodobenzoate

Downstream raw materials:

2,3-diphenyl-1H-inden-1-one

2-(2-aminoquinolin-6-yl)benzoic acid

(2-(2-aminoquinolin-6-yl)phenyl)(4-fluoropiperidin-1-yl)methanone

ethyl 2-(2-aminoquinolin-6-yl)benzoate