5-PHENYL-1-PENTENYLBORONIC ACID PINACOL ESTER

Base Information

• Chemical Name: 5-PHENYL-1-PENTENYLBORONIC ACID PINACOL ESTER
• CAS No.: 154820-97-0
• Molecular Formula: C17H25BO2
• Molecular Weight: 272.195
• Hs Code.: 2934999090
• Mol file: 154820-97-0.mol

Synonyms:5-PHENYL-1-PENTENYLBORONIC ACID PINACOL ESTER

Chemical Property of 5-PHENYL-1-PENTENYLBORONIC ACID PINACOL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4980
• Boiling Point: 335.2°Cat760mmHg
• Flash Point: 156.5°C
• PSA: 18.46000
• Density: 0.97g/cm³
• LogP: 4.19690
• Storage Temp.: 2-8°C
• Water Solubility.: Not miscible or difficult to mix in water.

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-PHENYL-1-PENTENYLBORONIC ACID PINACOL ESTER

There total 3 articles about 5-PHENYL-1-PENTENYLBORONIC 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: 91.0%

5-phenyl-1-pentyne (1823-14-9) + bis(pinacol)diborane (73183-34-3) → C17H25BO2 (154820-97-0) + 4,4,5,5-tetramethyl-2-(1-methylene-4-phenylbutyl)-1,3,2-dioxaborolane (177949-96-1)

Guidance literature:

bis(pinacol)diborane; With C₂₃H₃₇ClCuN; sodium t-butanolate; In tetrahydrofuran; at 22 ℃; for 0.0833333h; Inert atmosphere;

5-phenyl-1-pentyne; In tetrahydrofuran; methanol; at 22 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.202106107

Reference yield: 59.0%

5-phenyl-1-pentyne (1823-14-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → C17H25BO2 (154820-97-0) + 2,2'-(4-phenylpentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1172611-54-9)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,4-di(diphenylphosphino)-butane; In 1,2-dichloro-ethane; at 20 ℃; for 24h; regioselective reaction;

DOI:10.1055/s-0028-1088131

Reference yield:

5-phenyl-1-pentyne (1823-14-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → C17H25BO2 (154820-97-0)

Guidance literature:

With silver(I) acetate; In toluene; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03740

upstream raw materials:

5-phenyl-1-pentyne

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

bis(pinacol)diborane

Downstream raw materials:

(E)-hex-4-en-1-ylbenzene

Refernces

• 1、 Ma, Yu,Reddy, Bhoomireddy Rajendra Prasad,Bi, Xihe. "Coupling of Trifluoroacetaldehyde N-Triftosylhydrazone with Organoboronic Acids for the Synthesis of gem-Difluoroalkenes". supporting information. p. 9860 - 9863. Retrieved 2019/12/24.