(Z)-2-(2-bromo-2-phenylvinyl)4,4,5,5-tetramethyl1,3,2-dioxaborolane

Base Information

• Chemical Name: (Z)-2-(2-bromo-2-phenylvinyl)4,4,5,5-tetramethyl1,3,2-dioxaborolane
• CAS No.: 1241903-34-3
• Molecular Formula: C₁₄H₁₈BBrO₂
• Molecular Weight: 309.011
• Mol file: 1241903-34-3.mol

Synonyms:(Z)-2-(2-bromo-2-phenylvinyl)4,4,5,5-tetramethyl1,3,2-dioxaborolane

Chemical Property of (Z)-2-(2-bromo-2-phenylvinyl)4,4,5,5-tetramethyl1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2-(2-bromo-2-phenylvinyl)4,4,5,5-tetramethyl1,3,2-dioxaborolane

There total 2 articles about (Z)-2-(2-bromo-2-phenylvinyl)4,4,5,5-tetramethyl1,3,2-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: 53.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + phenylacetylene (536-74-3) → (Z)-2-(2-bromo-2-phenylvinyl)4,4,5,5-tetramethyl1,3,2-dioxaborolane (1241903-34-3)

Guidance literature:

phenylacetylene; With boron tribromide; In dichloromethane; at -78 ℃; for 3h; Inert atmosphere;

2,3-dimethyl-2,3-butane diol; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ja508736u

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + Br2BCHCBr(C6H5) (51246-14-1) → (Z)-2-(2-bromo-2-phenylvinyl)4,4,5,5-tetramethyl1,3,2-dioxaborolane (1241903-34-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 23 ℃; for 1h; Inert atmosphere;

DOI:10.1002/adsc.200900766

Reference yield: 85.0%

(Z)-2-(2-bromo-2-phenylvinyl)4,4,5,5-tetramethyl1,3,2-dioxaborolane (1241903-34-3) + ethyl bromoacetate (105-36-2) → ethyl (E)-3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-enoate

Guidance literature:

With bis[tris( 1,1-dimethylethyl)phosphine]-palladium; zinc(II) chloride; zinc; In tetrahydrofuran; at 23 ℃; for 19h; Inert atmosphere;

DOI:10.1021/ja508736u

upstream raw materials:

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

Br₂BCHCBr(C₆H₅)

phenylacetylene

Downstream raw materials:

(E)-2-phenyl-1,3-butadienyl(pinacol)borane

(E)-2-phenyl-1-octenyl(pinacol)borane

(1E,3E)-4-methyl-2-phenyl-1,3-decadienyl(pinacol)borane

(Z)-2-(4-chlorophenyl)-2-phenylethenyl(pinacol)borane