1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanone

Base Information

• Chemical Name: 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanone
• CAS No.: 214360-49-3
• Molecular Formula: C14H19BO3
• Molecular Weight: 246.114
• Hs Code.: 29349990
• European Community (EC) Number: 675-112-1
• DSSTox Substance ID: DTXSID40375249
• Nikkaji Number: J1.255.216E
• Wikidata: Q72435659
• Mol file: 214360-49-3.mol

Synonyms:214360-49-3;1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanone;1-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethanone;3-acetylphenylboronic acid, pinacol ester;3-Acetylphenylboronic acid pinacol ester;1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-one;1-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethan-1-one;SCHEMBL4782167;DTXSID40375249;CMMASGVZWZQOEY-UHFFFAOYSA-N;MFCD05863923;AKOS015951041;AB22739;FS-5050;CS-0094692;FT-0643971;D75608;EN300-1706216;A815361;J-503069;3-Acetylphenylboronic acid, pinacol ester, AldrichCPR;Z1741964479;1-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethan-1-one;3'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)acetophenone;1-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethanone, AldrichCPR

Chemical Property of 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanone

Chemical Property:

• Vapor Pressure: 1.92E-05mmHg at 25°C
• Melting Point: 51-52 °C
• Refractive Index: 1.498
• Boiling Point: 362.5 °C at 760 mmHg
• Flash Point: 173.1 °C
• PSA: 35.53000
• Density: 1.04 g/cm³
• LogP: 2.18840
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 246.1427246
• Heavy Atom Count: 18
• Complexity: 322

Purity/Quality:

99% ^*data from raw suppliers

3-Acetylphenylboronic acid, pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanone

There total 14 articles about 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanone 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: 99.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 3-acetylphenylboronic acid → 1-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethanone (214360-49-3)

Guidance literature:

In tetrahydrofuran; at 40 ℃;

DOI:10.1021/ol901091f

Reference yield: 94.0%

1-(3-Bromophenyl)ethanone (2142-63-4) + bis(pinacol)diborane (73183-34-3) → 1-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethanone (214360-49-3)

Guidance literature:

With C₃₇H₅₁ClFeNPPd; potassium acetate; In 1,4-dioxane; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1002/adsc.201000085

Reference yield: 93.0%

3-acetylphenyl p-toluenesulfonate (58297-34-0) + bis(pinacol)diborane (73183-34-3) → 1-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethanone (214360-49-3)

Guidance literature:

With potassium acetate; In tert-butyl alcohol; at 90 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201100361

upstream raw materials:

3-acetylphenyl trifluoromethanesulfonate

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

3-Hydroxyacetophenone

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

Downstream raw materials:

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

3-phenylacetophenone

3'-(trifluoromethyl)acetophenone

Refernces

• 1、 Hao, Jiamao,Ge, Yicong,Yang, Liuqing,Wang, Jing,Luan, Xinjun. "Highly regioselective Ru(II)-catalyzed [3+2] spiroannulation of 1-aryl-2-naphthols with alkynes via a double directing group strategy". supporting information. . Retrieved 2021/04/19.
• 2、 Yang, Lichen,Uemura, Nao,Nakao, Yoshiaki. "Meta-Selective C-H Borylation of Benzamides and Pyridines by an Iridium-Lewis Acid Bifunctional Catalyst". supporting information. p. 7972 - 7979. Retrieved 2019/05/22.