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

Base Information

• Chemical Name: Ethyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)acetate
• CAS No.: 850411-07-3
• Molecular Formula: C16H23BO5
• Molecular Weight: 306.167
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20590079
• Wikidata: Q82483746
• Mol file: 850411-07-3.mol

Synonyms:850411-07-3;Ethyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)acetate;3-(2-Ethoxy-2-oxoethoxy)phenylboronic acid, pinacol ester;3-(2-Ethoxy-2-oxoethoxy)phenylboronic acid pinacol ester;[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxy]-acetic acid ethyl ester;ethyl 2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]acetate;MFCD06657707;3-(Ethoxycarbonyl)methoxyphenylboronic acid pinacol ester;ethyl [3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]acetate;3-(ETHOXYCARBONYL)METHOXYPHENYLBORONIC ACID, PINACOL ESTER;SCHEMBL2449091;DTXSID20590079;IUEPWIKFOCKVEU-UHFFFAOYSA-N;AC6939;AKOS015891060;AB25633;BS-24231;SY026557;CS-0151567;A863802;3-(ethoxycarbonyl)methoxyphenylboronic acid, pinacol ester, AldrichCPR

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

Chemical Property:

• Vapor Pressure: 8.97E-07mmHg at 25°C
• Refractive Index: 1.495
• Boiling Point: 405.1 °C at 760 mmHg
• Flash Point: 198.8 °C
• PSA: 53.99000
• Density: 1.09 g/cm³
• LogP: 1.92770
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 306.1638540
• Heavy Atom Count: 22
• Complexity: 380

Purity/Quality:

97% ^*data from raw suppliers

3-(2-Ethoxy-2-oxoethoxy)phenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)OCC(=O)OCC
• Uses: 3-(2-Ethoxy-2-oxoethoxy)phenylboronic acid, pinacol ester

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

There total 3 articles about Ethyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)acetate 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: 47.0%

ethyl bromoacetate (105-36-2) + 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (214360-76-6) → ethyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)acetate (850411-07-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 66 ℃; for 8h;

Reference yield:

3-Bromophenol (591-20-8) → ethyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)acetate (850411-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 8 h / 85 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 8 h / 66 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

bis(pinacol)diborane (73183-34-3) → ethyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)acetate (850411-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 8 h / 85 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 8 h / 66 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

upstream raw materials:

3-Bromophenol

bis(pinacol)diborane

ethyl bromoacetate

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

Downstream raw materials:

ethyl {3-[6-(hydroxymethyl)pyridin-2-yl]phenoxy}acetate

C₃₁H₂₆N₂O₃

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