2,2'-(4-phenylpentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Base Information

• Chemical Name: 2,2'-(4-phenylpentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
• CAS No.: 1172611-54-9
• Molecular Formula: C₂₃H₃₈B₂O₄
• Molecular Weight: 400.174
• Mol file: 1172611-54-9.mol

Synonyms:2,2'-(4-phenylpentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Chemical Property of 2,2'-(4-phenylpentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2'-(4-phenylpentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

There total 4 articles about 2,2'-(4-phenylpentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 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: 63.0%

1-Bromo-4-phenylbutane (13633-25-5) + 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane (78782-17-9) → 2,2'-(4-phenylpentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1172611-54-9)

Guidance literature:

4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique; Sealed tube;

1-Bromo-4-phenylbutane; With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/cjoc.202100701

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) → 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; Inert atmosphere;

DOI:10.1002/chem.201406680

upstream raw materials:

5-phenyl-1-pentyne

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

1-Bromo-4-phenylbutane

4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane

Downstream raw materials:

(E)-3-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-2,7-diphenylhept-2-ene

4,4,5,5-tetramethyl-2-[1-(4-methylphenyl)-5-phenylpentyl]-1,3,2-dioxaborolane

4,4,5,5-tetramethyl-2-[1-(3-methylphenyl)-5-phenylpentyl]-1,3,2-dioxaborolane

1-(4-tert-butylphenyl)-5-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentane