2-Phenylthiophene-5-boronic acid pinacol ester

Base Information

• Chemical Name: 2-Phenylthiophene-5-boronic acid pinacol ester
• CAS No.: 459409-74-6
• Molecular Formula: C10H9BO2S
• Molecular Weight: 286.203
• Mol file: 459409-74-6.mol

Synonyms:2-PHENYLTHIOPHENE-5-BORONIC ACID PINACOL ESTER;5-PHENYLTHIOPHENE-2-BORONIC ACID PINACOL ESTER;4,4,5,5-TetraMethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane

Chemical Property of 2-Phenylthiophene-5-boronic acid pinacol ester

Chemical Property:

• Boiling Point: 409.3±33.0 °C(Predicted)
• PSA: 46.70000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 3.71430
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Phenylthiophene-5-boronic acid pinacol ester

There total 7 articles about 2-Phenylthiophene-5-boronic 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: 92.0%

iodobenzene (591-50-4) + 4,4,5,5-tetramethyl-2-(5-(trimethylstannyl)thiophen-2-yl)-1,3,2-dioxaborolane (1408285-51-7) → 4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane (459409-74-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromobenzene; In N,N-dimethyl-formamide; at 100 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1021/ol401923j

Reference yield: 83.0%

bromobenzene (108-86-1,52753-63-6) + 4,4,5,5-tetramethyl-2-(5-(trimethylstannyl)thiophen-2-yl)-1,3,2-dioxaborolane (1408285-51-7) → 4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane (459409-74-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In toluene; at 65 ℃; for 18h; chemoselective reaction; Catalytic behavior;

DOI:10.1021/ol302571t

Reference yield: 72.0%

2-phenylthiophene (825-55-8) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane (459409-74-6)

Guidance literature:

With MnBr₂(dmpe)2; sodium t-butanolate; In hexane; at 60 ℃; for 72h; Irradiation;

DOI:10.1021/acscatal.1c01563

upstream raw materials:

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

2-phenylthiophen-5-ylboronic acid

2-Bromo-5-phenyl-thiophene

2-phenylthiophene

Downstream raw materials:

5-(5-(4-nitrophenyl)thiophen-2-yl)furan-2-carbaldehyde

2-phenylthiophene

2,5-Diphenyl-thiophene

2-methyl-5-phenylthiophene